azides

Summary

Summary: Organic or inorganic compounds that contain the -N3 group.

Top Publications

  1. pmc Exploring RNA transcription and turnover in vivo by using click chemistry
    Cindy Y Jao
    Department of Cell Biology, Harvard Medical School, 240 Longwood Avenue, Boston, MA 02115, USA
    Proc Natl Acad Sci U S A 105:15779-84. 2008
  2. ncbi Comparison of propidium monoazide with ethidium monoazide for differentiation of live vs. dead bacteria by selective removal of DNA from dead cells
    Andreas Nocker
    Center for Biofilm Engineering, Montana State University, 366 EPS Building, P O Box 173980, Bozeman, MT 59717 3980, United States
    J Microbiol Methods 67:310-20. 2006
  3. ncbi A stepwise huisgen cycloaddition process: copper(I)-catalyzed regioselective "ligation" of azides and terminal alkynes
    Vsevolod V Rostovtsev
    Department of Chemistry and The Skaggs Institute for Chemical Biology, The Scripps Research Institute, BCC 315, 10550 N Torrey Pines Rd, La Jolla, CA 92037, USA
    Angew Chem Int Ed Engl 41:2596-9. 2002
  4. pmc Incorporation of azides into recombinant proteins for chemoselective modification by the Staudinger ligation
    Kristi L Kiick
    Department of Polymer Science and Engineering, University of Massachusetts, Amherst, MA 01003, USA
    Proc Natl Acad Sci U S A 99:19-24. 2002
  5. ncbi Click chemistry for rapid labeling and ligation of RNA
    Eduardo Paredes
    Chemistry Department, Carnegie Mellon University, 4400 Fifth Avenue Pittsburgh, PA 15213, USA
    Chembiochem 12:125-31. 2011
  6. pmc From mechanism to mouse: a tale of two bioorthogonal reactions
    Ellen M Sletten
    Department of Chemistry, University of California, Berkeley, California 94720, USA
    Acc Chem Res 44:666-76. 2011
  7. ncbi Chemical remodelling of cell surfaces in living animals
    Jennifer A Prescher
    Department of Chemistry, University of California, Berkeley, California 94720, USA
    Nature 430:873-7. 2004
  8. ncbi Live/dead real-time polymerase chain reaction to assess new therapies against dental plaque-related pathologies
    G Loozen
    Department of Periodontology, Catholic University of Leuven, Leuven, Belgium
    Mol Oral Microbiol 26:253-61. 2011
  9. ncbi Template-directed oligonucleotide strand ligation, covalent intramolecular DNA circularization and catenation using click chemistry
    Ravindra Kumar
    School of Chemistry, University of Southampton, Highfield, Southampton SO17 1BJ, UK
    J Am Chem Soc 129:6859-64. 2007
  10. ncbi Effect of PCR amplicon length on suppressing signals from membrane-compromised cells by propidium monoazide treatment
    Paz Jopia Contreras
    Laboratorio de Biopelículas y Microbiología Ambiental, Centro de Biotecnologia, Universidad de Concepcion, PO Box 160 C, Concepcion, Chile
    J Microbiol Methods 87:89-95. 2011

Research Grants

Detail Information

Publications348 found, 100 shown here

  1. pmc Exploring RNA transcription and turnover in vivo by using click chemistry
    Cindy Y Jao
    Department of Cell Biology, Harvard Medical School, 240 Longwood Avenue, Boston, MA 02115, USA
    Proc Natl Acad Sci U S A 105:15779-84. 2008
    ..by using a copper (I)-catalyzed cycloaddition reaction (often referred to as "click" chemistry) with fluorescent azides, followed by microscopic imaging...
  2. ncbi Comparison of propidium monoazide with ethidium monoazide for differentiation of live vs. dead bacteria by selective removal of DNA from dead cells
    Andreas Nocker
    Center for Biofilm Engineering, Montana State University, 366 EPS Building, P O Box 173980, Bozeman, MT 59717 3980, United States
    J Microbiol Methods 67:310-20. 2006
    ..The higher charge of PMA might be the reason for the higher impermeability through intact cell membranes, thus avoiding DNA loss...
  3. ncbi A stepwise huisgen cycloaddition process: copper(I)-catalyzed regioselective "ligation" of azides and terminal alkynes
    Vsevolod V Rostovtsev
    Department of Chemistry and The Skaggs Institute for Chemical Biology, The Scripps Research Institute, BCC 315, 10550 N Torrey Pines Rd, La Jolla, CA 92037, USA
    Angew Chem Int Ed Engl 41:2596-9. 2002
  4. pmc Incorporation of azides into recombinant proteins for chemoselective modification by the Staudinger ligation
    Kristi L Kiick
    Department of Polymer Science and Engineering, University of Massachusetts, Amherst, MA 01003, USA
    Proc Natl Acad Sci U S A 99:19-24. 2002
    ..Incorporation of azide-functionalized amino acids into proteins in vivo provides opportunities for protein modification under native conditions and selective labeling of proteins in the intracellular environment...
  5. ncbi Click chemistry for rapid labeling and ligation of RNA
    Eduardo Paredes
    Chemistry Department, Carnegie Mellon University, 4400 Fifth Avenue Pittsburgh, PA 15213, USA
    Chembiochem 12:125-31. 2011
    ..In click ligations the resultant unnatural triazole-linked RNA backbone is not detrimental to RNA function, thus suggesting a broad applicability of click chemistry in RNA biological studies...
  6. pmc From mechanism to mouse: a tale of two bioorthogonal reactions
    Ellen M Sletten
    Department of Chemistry, University of California, Berkeley, California 94720, USA
    Acc Chem Res 44:666-76. 2011
    ..The Staudinger ligation is based on the classic Staudinger reduction of azides with triarylphosphines first reported in 1919...
  7. ncbi Chemical remodelling of cell surfaces in living animals
    Jennifer A Prescher
    Department of Chemistry, University of California, Berkeley, California 94720, USA
    Nature 430:873-7. 2004
    ..The exquisite chemical selectivity required of this process is supplied by the Staudinger ligation of azides and phosphines, a reaction that has been performed on cultured cells without detriment to their physiology...
  8. ncbi Live/dead real-time polymerase chain reaction to assess new therapies against dental plaque-related pathologies
    G Loozen
    Department of Periodontology, Catholic University of Leuven, Leuven, Belgium
    Mol Oral Microbiol 26:253-61. 2011
    ..The developed assay will potentially be useful for assessing bacterial loads remaining after disinfection protocols without interference by non-viable bacteria...
  9. ncbi Template-directed oligonucleotide strand ligation, covalent intramolecular DNA circularization and catenation using click chemistry
    Ravindra Kumar
    School of Chemistry, University of Southampton, Highfield, Southampton SO17 1BJ, UK
    J Am Chem Soc 129:6859-64. 2007
    ..A template-free click-ligation reaction has been used for the intramolecular circularization of a single stranded oligonucleotide which was used as a template for the synthesis of a covalently closed DNA catenane...
  10. ncbi Effect of PCR amplicon length on suppressing signals from membrane-compromised cells by propidium monoazide treatment
    Paz Jopia Contreras
    Laboratorio de Biopelículas y Microbiología Ambiental, Centro de Biotecnologia, Universidad de Concepcion, PO Box 160 C, Concepcion, Chile
    J Microbiol Methods 87:89-95. 2011
    ....
  11. ncbi Method to detect only viable cells in microbial ecology
    Jian Fei Luo
    College of Bioscience and Bioengineering, South China University of Technology, Guangzhou 510006, People s Republic of China
    Appl Microbiol Biotechnol 86:377-84. 2010
    ..The last two experiments indicate the method that PMA treatment in combination with two-step nested PCR is useful for viable cells detection in microbial ecology...
  12. pmc Rapid detection of viable salmonellae in produce by coupling propidium monoazide with loop-mediated isothermal amplification
    SIYI CHEN
    Department of Food Science, Louisiana State University Agricultural Center, Baton Rouge, Louisiana 70803, USA
    Appl Environ Microbiol 77:4008-16. 2011
    ..In conclusion, this rapid, accurate, and simple method to detect and quantify viable Salmonella cells in produce may present a useful tool for the produce industry to better control potential microbial hazards in produce...
  13. pmc Probing the mycobacterial trehalome with bioorthogonal chemistry
    Benjamin M Swarts
    Department of Chemistry, University of California, Berkeley, California 94720, USA
    J Am Chem Soc 134:16123-6. 2012
    ..Characterization of the metabolic fates of four TreAz analogues revealed unique labeling routes that can be harnessed for pathway-targeted investigation of the mycobacterial trehalome...
  14. ncbi Versatile site-specific conjugation of small molecules to siRNA using click chemistry
    Takeshi Yamada
    Drug Discovery, Alnylam Pharmaceuticals, Cambridge, Massachusetts 02142, USA
    J Org Chem 76:1198-211. 2011
    ..The siRNA conjugates synthesized using this approach effectively silenced expression of a luciferase gene in a stably transformed HeLa cell line...
  15. ncbi Bioconjugation with strained alkenes and alkynes
    Marjoke F Debets
    Institute for Molecules and Materials, Radboud University Nijmegen, Heyendaalseweg 135, 6525 AJ, The Netherlands
    Acc Chem Res 44:805-15. 2011
    ..between alkenes and dipoles, we highlight our report in 2007 of the reaction of oxanobornadienes with azides, which occurs through a sequential cycloaddition and retro Diels-Alder reaction...
  16. ncbi Click chemistry with DNA
    Afaf H El-Sagheer
    School of Chemistry, University of Southampton, Highfield, Southampton, UK SO17 1BJ
    Chem Soc Rev 39:1388-405. 2010
    ..In this critical review we describe some of the pioneering work that has been carried out in this area (78 references)...
  17. pmc A Y639F/H784A T7 RNA polymerase double mutant displays superior properties for synthesizing RNAs with non-canonical NTPs
    Robert Padilla
    Department of Biochemistry, University of Texas Health Science Center, 7703 Floyd Curl Drive, San Antonio, TX 78229 3900, USA
    Nucleic Acids Res 30:e138. 2002
    ..The Y639F/H784A double mutant may therefore be exceptionally useful for incorporation of a variety of non-canonical NMPs into RNA...
  18. ncbi Ebola virus inactivation with preservation of antigenic and structural integrity by a photoinducible alkylating agent
    Kelly L Warfield
    US Army Medical Research Institute of Infectious Diseases, Fort Detrick, MD, USA
    J Infect Dis 196:S276-83. 2007
    ..Thus, INA may have significant potential for the development of vaccines and immunotherapeutics for filoviruses and other enveloped viruses...
  19. ncbi Mechanistic investigation of the staudinger ligation
    Fiona L Lin
    Department of Chemistry, Howard Hughes Medical Institute, University of California, and Materials Sciences Division, Lawrence Berkeley National Laboratory, Berkeley, California 94720, USA
    J Am Chem Soc 127:2686-95. 2005
    The Staudinger ligation of azides and phosphines has found widespread use in the field of chemical biology, but the mechanism of the transformation has not been characterized in detail...
  20. ncbi Genetic encoding and labeling of aliphatic azides and alkynes in recombinant proteins via a pyrrolysyl-tRNA Synthetase/tRNA(CUA) pair and click chemistry
    Duy P Nguyen
    Medical Research Council Laboratory of Molecular Biology, Hills Road, Cambridge, CB2 0QH, UK
    J Am Chem Soc 131:8720-1. 2009
    ..This should allow the site specific incorporation of multiple distinct probes into proteins and the control of protein topology and structure by intramolecular orthogonal conjugation reactions...
  21. ncbi Multistep engineering of pyrrolysyl-tRNA synthetase to genetically encode N(epsilon)-(o-azidobenzyloxycarbonyl) lysine for site-specific protein modification
    Tatsuo Yanagisawa
    Systems and Structural Biology Center, Yokohama Institute, RIKEN, 1 7 22 Suehiro cho, Tsurumi, Yokohama 230 0045, Japan
    Chem Biol 15:1187-97. 2008
    ..The AzZLys-containing protein was labeled with a fluorescent probe, by Staudinger ligation...
  22. ncbi A strain-promoted [3 + 2] azide-alkyne cycloaddition for covalent modification of biomolecules in living systems
    Nicholas J Agard
    Department of Chemistry, Howard Hughes Medical Institute, University of California, and Materials Sciences Division, Lawrence Berkeley National Laboratory, Berkeley, California 94720, USA
    J Am Chem Soc 126:15046-7. 2004
    ..Two notable examples are the Staudinger ligation of azides and phosphines and the Cu(I)-catalyzed [3 + 2] cycloaddition of azides and alkynes ("click chemistry")...
  23. ncbi Addition of p-azido-L-phenylalanine to the genetic code of Escherichia coli
    Jason W Chin
    Department of Chemistry and The Skaggs Institute for Chemical Biology, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, USA
    J Am Chem Soc 124:9026-7. 2002
    ..The amino acid is incorporated in good yield with high fidelity and can be used to crosslink interacting proteins...
  24. ncbi A proteomics approach to the cell-surface interactome using the enzyme-mediated activation of radical sources reaction
    Songlin Jiang
    Department of Biochemistry, Kochi University Medical School, Nankoku, Kochi, Japan
    Proteomics 12:54-62. 2012
    ..The proposed approach will provide a clue to study functional molecular interactions in a variety of biological events on the cell surface...
  25. ncbi Ruthenium-catalyzed cycloaddition of aryl azides and alkynes
    Lars Kyhn Rasmussen
    Department of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, USA
    Org Lett 9:5337-9. 2007
    The formation of 1,5-disubstituted 1,2,3-triazoles from aryl azides and alkynes was readily accomplished using [Cp*RuCl]4 catalyst in dimethylformamide...
  26. ncbi Direct synthesis of 1,5-disubstituted-4-magnesio-1,2,3-triazoles, revisited
    Antoni Krasinski
    Department of Chemistry and The Skaggs Institute for Chemical Biology, The Scripps Research Institute, 10550 N Torrey Pines Road, La Jolla, CA 92037, USA
    Org Lett 6:1237-40. 2004
    ..the regioselective synthesis of 1,5-disubstituted-1,2,3-triazoles via the addition of bromomagnesium acetylides to azides, much improved yields of the products were obtained for a wide array of azides and alkynes...
  27. ncbi Click chemistry reactions in medicinal chemistry: applications of the 1,3-dipolar cycloaddition between azides and alkynes
    Gian Cesare Tron
    Dipartimento di Scienze Chimiche, Alimentari, Farmaceutiche e Farmacologiche and Drug and Food Biotechnology Center, Universita degli Studi del Piemonte Orientale A Avogadro, Via Bovio 6, 28100 Novara, Italy
    Med Res Rev 28:278-308. 2008
    ..The present review describes one of these reactions, the 1,3-dipolar cycloaddition ("click-reaction") between azides and alkynes catalyzed by copper (I) salts...
  28. ncbi Detection of viable Salmonella in lettuce by propidium monoazide real-time PCR
    Ningjian Liang
    Dept of Human Nutrition, Food, and Animal Sciences, Univ of Hawaii at Manoa, 1955 East West Rd, Agricultural Science 216, Honolulu, HI 96822, USA
    J Food Sci 76:M234-7. 2011
    ..With 12-h enrichment, S. Typhimurium of 10(1) CFU/g in lettuce was detectable. In conclusion, the PMA real-time PCR assay provides an alternative to real-time PCR assay for accurate detection of Salmonella in food...
  29. ncbi Long-amplicon propidium monoazide-PCR enumeration assay to detect viable Campylobacter and Salmonella
    A Banihashemi
    NSERC Chair in Water Treatment, Department of Civil and Environmental Engineering, University of Waterloo, Waterloo, ON, Canada
    J Appl Microbiol 113:863-73. 2012
    ....
  30. ncbi High-level cell-free synthesis yields of proteins containing site-specific non-natural amino acids
    Aaron R Goerke
    Department of Chemical Engineering, Stanford University, Stanford, California 94305, USA
    Biotechnol Bioeng 102:400-16. 2009
    ..The desired specificity for incorporation of the nnAA by the cell-free system was confirmed. Additionally, the modified proteins were enzymatically active and reactive for copper(I)-catalyzed (3 + 2) cycloadditions (click chemistry)...
  31. ncbi A comparative study of bioorthogonal reactions with azides
    Nicholas J Agard
    ACS Chem Biol 1:644-8. 2006
    ..The Cu(I)-catalyzed reaction was found to be most efficient for detecting azides in protein samples but was not compatible with live cells due to the toxicity of the reagents...
  32. pmc Method To Detect Only Live Bacteria during PCR Amplification
    Takashi Soejima
    Department of Bacteriology, Faculty of Medical Sciences, Kyushu University, Fukuoka 812 8582, Japan
    J Clin Microbiol 46:2305-13. 2008
    ..EMA + Light + T-poisons inhibited the PCR product from 10(3) to 10(7) heat-treated cells but could detect 10(1) live L. monocytogenes cells. Our method is useful in clinical as well as food hygiene tests...
  33. ncbi Selective detection of live bacteria combining propidium monoazide sample treatment with microarray technology
    Andreas Nocker
    Center for Biofilm Engineering, Montana State University, Bozeman, MT 59717, USA
    J Microbiol Methods 76:253-61. 2009
    ..Minimization of detection signals deriving from dead cells will render data more relevant in studies including pathogen risk assessment...
  34. ncbi In situ click chemistry: probing the binding landscapes of biological molecules
    Sreeman K Mamidyala
    Department of Chemistry, The Scripps Research Institute, 10550 N Torrey Pines Rd, La Jolla, CA 92037, USA
    Chem Soc Rev 39:1252-61. 2010
    ..In this tutorial review, we review the use of the 1,3-dipolar cycloaddition reaction of organic azides and alkynes in a kinetically-controlled TGS approach, termed in situ click chemistry...
  35. pmc Bioorthogonal chemical reporters for monitoring protein acetylation
    Yu Ying Yang
    Laboratory of Chemical Biology and Microbial Pathogenesis, The Rockefeller University, New York, New York 10065, USA
    J Am Chem Soc 132:3640-1. 2010
    ..The bioorthogonal chemical reporters described here should serve as powerful tools for investigating protein acetylation...
  36. ncbi A potent and highly selective inhibitor of human alpha-1,3-fucosyltransferase via click chemistry
    Lac V Lee
    Department of Chemistry and The Skaggs Institute for Chemical Biology, The Scripps Research Institute, 10550 Torrey Pines Road, La Jolla, California 92037, USA
    J Am Chem Soc 125:9588-9. 2003
    ....
  37. pmc Cu-free click cycloaddition reactions in chemical biology
    John C Jewett
    Department of Chemistry, University of California, Berkeley, CA 94720, USA
    Chem Soc Rev 39:1272-9. 2010
    ..This tutorial review will summarize the history of this emerging field, as well as recent progress in the development and application of bioorthogonal copper-free click cycloaddition reactions...
  38. pmc Dihydroisoxazole analogs for labeling and visualization of catalytically active transglutaminase 2
    Laila Dafik
    Departments of Chemistry and Chemical Engineering, Stanford University, Stanford, CA 94305, USA
    Chem Biol 18:58-66. 2011
    ..The potential use of these inhibitors to probe the role of TG2 in celiac sprue as well as other diseases is discussed...
  39. ncbi Postsynthetic DNA modification through the copper-catalyzed azide-alkyne cycloaddition reaction
    Philipp M E Gramlich
    Center for Integrative Protein Science, Department of Chemistry and Biochemistry, Ludwigs Maximilians University, Butenandtstrasse 5 13, 81377 Munich, Germany
    Angew Chem Int Ed Engl 47:8350-8. 2008
    ..The copper(I)-catalyzed Huisgen cycloaddition of azides and alkynes (CuAAC) has recently been added to the repertoire of DNA labeling methods, thus allowing the virtually ..
  40. pmc Metabolic labeling of fucosylated glycans in developing zebrafish
    Karen W Dehnert
    Department of Chemistry, and Howard Hughes Medical Institute, University of California Berkeley, CA 94720, United States
    ACS Chem Biol 6:547-52. 2011
    ..analogues of fucose, we metabolically labeled cell-surface glycans and then detected the incorporated azides via copper-free click chemistry with a difluorinated cyclooctyne probe...
  41. ncbi Profiling enzyme activities in vivo using click chemistry methods
    Anna E Speers
    The Skaggs Institute for Chemical Biology, Departments of Chemistry and Cell Biology, Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, CA 92037, USA
    Chem Biol 11:535-46. 2004
    ....
  42. ncbi An efficient, inexpensive, and shelf-stable diazotransfer reagent: imidazole-1-sulfonyl azide hydrochloride
    Ethan D Goddard-Borger
    Chemistry M313, School of Biomedical, Biomolecular and Chemical Sciences, The University of Western Australia, Crawley WA 6009, Australia
    Org Lett 9:3797-800. 2007
    ..to equal triflyl azide in its ability to act as a "diazo donor" in the conversion of both primary amines into azides and activated methylene substrates into diazo compounds...
  43. pmc Rapid Cu-free click chemistry with readily synthesized biarylazacyclooctynones
    John C Jewett
    Department of Chemistry and Howard Hughes Medical Institute, University of California, Berkeley, California 94720, USA
    J Am Chem Soc 132:3688-90. 2010
    ..The reaction of azides with strained alkynes, such as cyclooctynes, readily forms a triazole product without the need for a toxic ..
  44. ncbi Insufficient differentiation of live and dead Campylobacter jejuni and Listeria monocytogenes cells by ethidium monoazide (EMA) compromises EMA/real-time PCR
    Gabriele Flekna
    Institute of Meat Hygiene, Meat Technology and Food Science, Department of Veterinary Public Health and Food Science, University of Veterinary Medicine, Veterinarplatz 1, 1210 Vienna, Austria
    Res Microbiol 158:405-12. 2007
    ..The results suggest that EMA influences not only dead but also viable cells of C. jejuni and L. monocytogenes. Thus EMA/real-time PCR is a poor indicator of cell viability...
  45. pmc A multifunctional bioconjugate module for versatile photoaffinity labeling and click chemistry of RNA
    Stefanie Kellner
    Institute of Pharmacy and Biochemistry, Johannes Gutenberg University Mainz, Staudinger Weg 5, D 55128 Mainz, Germany
    Nucleic Acids Res 39:7348-60. 2011
    ..Alternatively, the azide function can be used for further derivatization by click-chemistry. This allows e.g. the introduction of an additional fluorophore for excitation with visible light...
  46. pmc Selective identification of newly synthesized proteins in mammalian cells using bioorthogonal noncanonical amino acid tagging (BONCAT)
    Daniela C Dieterich
    Division of Biology, Howard Hughes Medical Institute, Pasadena, CA 91125, USA
    Proc Natl Acad Sci U S A 103:9482-7. 2006
    ..This technology makes it possible to address the temporal and spatial characteristics of newly synthesized proteomes in any cell type...
  47. pmc Biocompatible copper(I) catalysts for in vivo imaging of glycans
    David Soriano Del Amo
    Department of Biochemistry, Albert Einstein College of Medicine, Yeshiva University, 1300 Morris Park Ave, Bronx, New York 10461, United States
    J Am Chem Soc 132:16893-9. 2010
    ..Labeled glycans could be imaged in the enveloping layer of zebrafish embryos between blastula and early larval stages. This new method paves the way for rapid, noninvasive imaging of biomolecules in living organisms...
  48. ncbi Site-specific incorporation of p-propargyloxyphenylalanine in a cell-free environment for direct protein-protein click conjugation
    Bradley C Bundy
    Department of Chemical Engineering, Stanford University, Stanford, California 94305 5025, USA
    Bioconjug Chem 21:255-63. 2010
    ..We have demonstrated (for the first time to our knowledge) a one-step, linker-less, site-specific, direct protein-to-protein conjugation using CuAAC and unnatural amino acids...
  49. ncbi The First Nucleotide Binding Domain of Cystic Fibrosis Transmembrane Conductance Regulator Is a Site of Stable Nucleotide Interaction, whereas the Second Is a Site of Rapid Turnover
    Luba Aleksandrov
    Mayo Foundation and Mayo Clinic Scottsdale, S C Johnson Medical Research Center, Scottsdale, Arizona 85259, USA
    J Biol Chem 277:15419-25. 2002
    ..This demonstration of NBD2 as the rapid nucleotide turnover site is consistent with the strong effect on channel gating kinetics of inactivation of this domain by mutagenesis...
  50. ncbi The growing applications of click chemistry
    John E Moses
    Department of Pharmaceutical and Biological Chemistry, The School of Pharmacy, University of London, 29 39 Brunswick Square, London, UK WC1N 1AX
    Chem Soc Rev 36:1249-62. 2007
    ..The copper(I)-catalysed 1,2,3-triazole forming reaction between azides and terminal alkynes has become the gold standard of click chemistry due to its reliability, specificity and ..
  51. pmc Probing mucin-type O-linked glycosylation in living animals
    Danielle H Dube
    Department of Chemistry, University of California, Berkeley, CA 94720, USA
    Proc Natl Acad Sci U S A 103:4819-24. 2006
    ..Metabolic labeling with GalNAz followed by Staudinger ligation provides a means for proteomic analysis of this posttranslational modification and for identifying O-linked glycoprotein fingerprints associated with disease...
  52. pmc Click chemistry, a powerful tool for pharmaceutical sciences
    Christopher D Hein
    Department of Pharmaceutical Sciences, College of Pharmacy, University of Nebraska Medical Center, Omaha, Nebraska, 68198, USA
    Pharm Res 25:2216-30. 2008
    ..While there are a number of reactions that fulfill the criteria, the Huisgen 1,3-dipolar cycloaddition of azides and terminal alkynes has emerged as the frontrunner...
  53. ncbi Cloning of cDNA sequences encoding human alpha 2 and alpha 3 gamma-aminobutyric acidA receptor subunits and characterization of the benzodiazepine pharmacology of recombinant alpha 1-, alpha 2-, alpha 3-, and alpha 5-containing human gamma-aminobutyric ac
    K L Hadingham
    Merck Sharp and Dohme Research Laboratories, Harlow, Essex, England
    Mol Pharmacol 43:970-5. 1993
    ....
  54. pmc Strain-promoted alkyne-azide cycloadditions (SPAAC) reveal new features of glycoconjugate biosynthesis
    Ngalle Eric Mbua
    Complex Carbohydrate Research Center, University of Georgia, Athens, GA 30602, USA
    Chembiochem 12:1912-21. 2011
    ..Furthermore, by modulating the quantity of biosynthesized sugar nucleotide, cells might have a means to selectively alter specific glycan structures of glycoproteins...
  55. ncbi Probing the active site of a diels-alderase ribozyme by photoaffinity cross-linking
    Richard Wombacher
    University of Heidelberg, Institute of Pharmacy and Molecular Biotechnology, Im Neuenheimer Feld 364, 69120 Heidelberg, Germany
    J Am Chem Soc 130:8594-5. 2008
    ..This work establishes photoaffinity cross-linking as an empirical approach that is applied here for the first time to an artificial ribozyme...
  56. ncbi The molecular basis of the action of disulfiram as a modulator of the multidrug resistance-linked ATP binding cassette transporters MDR1 (ABCB1) and MRP1 (ABCC1)
    Zuben E Sauna
    Laboratory of Cell Biology, Center for Cancer Research, National Cancer Institute, National Institutes of Health, Bethesda, MD 20892 4254, USA
    Mol Pharmacol 65:675-84. 2004
    ....
  57. ncbi Nucleic acid templated uncaging of fluorophores using Ru-catalyzed photoreduction with visible light
    Manuel Röthlingshöfer
    Institut de Science et Ingenierie Supramoleculaires ISIS UMR 7006, Universite de Strasbourg CNRS, 8 allee Gaspard Monge, F67000 Strasbourg, France
    Org Lett 14:482-5. 2012
    ..The reaction could be performed with as little as 2% of the Ru nucleic acid probe and was shown to productively unquench 7-azido-coumarin as well as uncage a small molecule...
  58. ncbi [3 + 2] Cycloaddition of acetylenes with azides to give 1,4-disubstituted 1,2,3-triazoles in a modular flow reactor
    Christopher D Smith
    Innovative Technology Centre ACS, Department of Chemistry, Lensfield Road, Cambridge, CB2 1EW, UK
    Org Biomol Chem 5:1559-61. 2007
    The cycloaddition of acetylenes with azides to give the corresponding 1,4-disubstituted 1,2,3-triazoles is reported using immobilised reagents and scavengers in pre-packed glass tubes in a modular flow reactor.
  59. ncbi Rapid detection of viable bacteria by nested polymerase chain reaction via long DNA amplification after ethidium monoazide treatment
    Takashi Soejima
    Department of Bacteriology, Faculty of Medical Sciences, Kyushu University, Higashi ku, Fukuoka 812 8582, Japan
    Anal Biochem 418:286-94. 2011
    ..We then performed another round of PCR, a novel nested PCR to generate short products using commercial primers. This procedure resulted in the rapid detection of low levels of viable cells of Enterobacteriaceae...
  60. ncbi Click chemistry: 1,2,3-triazoles as pharmacophores
    Sandip G Agalave
    Organic Chemistry Division, National Chemical Laboratory, Dr Homi Bhabha Road, Pashan, Pune, India
    Chem Asian J 6:2696-718. 2011
    The copper(I)-catalyzed 1,2,3-triazole-forming reaction between azides and terminal alkynes has become the gold standard of 'click chemistry' due to its reliability, specificity, and biocompatibility...
  61. ncbi Traceless Staudinger acetylation of azides in aqueous buffers
    Sylwia Sowa
    Maria Curie Sklodowska University, Department of Organic Chemistry, ul Gliniana 33, 20 614 Lublin, Poland
    Bioorg Med Chem 21:3465-72. 2013
    ..Additionally, we present an improved synthesis pathway for the water-soluble phosphinothiol linkers requiring less steps in a comparable overall yield in comparison to previously published protocols...
  62. ncbi Quick and highly efficient copper-catalyzed cycloaddition of organic azides with terminal alkynes
    Dong Wang
    State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou, 730000, PR of China
    Org Biomol Chem 10:229-31. 2012
    ....
  63. ncbi Peptidomimetics via copper-catalyzed azide-alkyne cycloadditions
    Yu L Angell
    Department of Chemistry, Texas A and M University, College Station, TX 77841, USA
    Chem Soc Rev 36:1674-89. 2007
    ..It will be of interest to those studying this click reaction, peptidomimetic secondary structure and function, and to medicinal chemists...
  64. pmc Effect of polyamines on the inhibition of peptidyltransferase by antibiotics: revisiting the mechanism of chloramphenicol action
    Maria A Xaplanteri
    Laboratory of Biochemistry, School of Medicine, University of Patras, GR 26500 Patras, Greece
    Nucleic Acids Res 31:5074-83. 2003
    ..This fact may explain the effect of spermine on chloramphenicol binding to ribosomes...
  65. pmc Real-time PCR methodology for selective detection of viable Escherichia coli O157:H7 cells by targeting Z3276 as a genetic marker
    Baoguang Li
    Division of Molecular Biology, Center for Food Safety and Applied Nutrition, Food and Drug Administration, Laurel, Maryland, USA
    Appl Environ Microbiol 78:5297-304. 2012
    ..coli O157:H7 cells in other food matrices and, thus, will have an impact on the accurate microbiological and epidemiological monitoring of food safety and environmental sources...
  66. pmc Iron(II) bromide-catalyzed intramolecular C-H bond amination [1,2]-shift tandem reactions of aryl azides
    Quyen Nguyen
    Department of Chemistry, University of Illinois at Chicago, 845 West Taylor Street, Chicago, IL 60607 7061, USA
    J Am Chem Soc 135:620-3. 2013
    Iron(II) bromide catalyzes the transformation of ortho-substituted aryl azides into 2,3-disubstituted indoles through a tandem ethereal C-H bond amination [1,2]-shift reaction...
  67. pmc Copper-free click chemistry in living animals
    Pamela V Chang
    Department of Chemistry, University of California, Berkeley, CA 94720 1460, USA
    Proc Natl Acad Sci U S A 107:1821-6. 2010
    ..Very few reactions possess the requisite bioorthogonality, and, among these, only the Staudinger ligation between azides and triarylphosphines has been employed for direct covalent modification of biomolecules with probes in the mouse, ..
  68. ncbi Use of propidium monoazide and increased amplicon length reduce false-positive signals in quantitative PCR for bioburden analysis
    Franz Schnetzinger
    Cranfield School of Health, Cranfield University, Cranfield, Bedfordshire MK43 0AL, UK
    Appl Microbiol Biotechnol 97:2153-62. 2013
    ..A combined PMA treatment of sample and PCR reagents furthermore improved the selective detection of live cells making this method appear a highly attractive RMM...
  69. ncbi Azide solid support for 3'-conjugation of oligonucleotides and their circularization by click chemistry
    Gwladys Pourceau
    Institut des Biomolecules Max Mousseron IBMM, UMR 5247 CNRS, Universite Montpellier 1, Universite Montpellier 2, Place Eugene Bataillon, CC1704, 34095 Montpellier Cedex 5, France
    J Org Chem 74:6837-42. 2009
    ..Besides, after introduction of an alkyne function at the 5'-end, the resulting oligonucleotide bearing both 3'-azide and 5'-alkyne functions was circularized...
  70. pmc Intramolecular Fe(II)-catalyzed N-O or N-N bond formation from aryl azides
    Benjamin J Stokes
    Department of Chemistry, University of Illinois at Chicago, 845 West Taylor Street, Chicago, Illinois 60607 7061, USA
    Org Lett 12:2884-7. 2010
    Iron(II) bromide catalyzes the transformation of aryl and vinyl azides with ketone or methyl oxime substituents into 2,1-benzisoxazoles, indazoles, or pyrazoles through the formation of an N-O or N-N bond...
  71. ncbi Heterogeneous copper catalyst for the cycloaddition of azides and alkynes without additives under ambient conditions
    In Soo Park
    Department of Chemistry, Pohang University of Science and Technology POSTECH, San 31 Hyojadong, Pohang, Kyeongbuk 790 784, Republic of Korea
    Org Lett 10:497-500. 2008
    ..showed high catalytic activity for the (3+2) Huisgen cycloaddition of nonactivated alkynes as well as activated ones with various azides at room temperature. The catalyst was recycled five times without significant loss of activity.
  72. ncbi Safety and protective efficacy of INA-inactivated Venezuelan equine encephalitis virus: implication in vaccine development
    Anuj Sharma
    Centre for Combat Casualty and Life Sustainment Research, Department of Pathology, Uniformed Services University of the Health Sciences, Bethesda, MD 20814, USA
    Vaccine 29:953-9. 2011
    ..Results suggest that inactivation of enveloped viruses by INA may occur by two independent mechanisms and the INA-inactivated VEEV elicit a protective antibody response in mice...
  73. ncbi A reduction-triggered fluorescence probe for sensing nucleic acids
    Hiroshi Abe
    Nano Medical Engineering Laboratory, Discovery Research Institute, RIKEN, 2 1, Hirosawa, Wako Shi, Saitama, 351 0198 Japan
    Bioconjug Chem 19:1219-26. 2008
    ..The probes were successfully applied to the detection of oligonucleotides at the single nucleotide level in solution and endogenous RNA in bacterial cells...
  74. ncbi Adding amino acids with novel reactivity to the genetic code of Saccharomyces cerevisiae
    Alexander Deiters
    Department of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, USA
    J Am Chem Soc 125:11782-3. 2003
    ..As an example, we have shown that proteins containing these amino acids can be efficiently bioconjugated with small organic molecules by a [3 + 2] cycloaddition reaction that is mild enough for the manipulation of biological samples...
  75. ncbi Investigating cellular metabolism of synthetic azidosugars with the Staudinger ligation
    Eliana Saxon
    Center for New Directions in Organic Synthesis, Department of Chemistry, University of California, Berkeley, CA 94720, USA
    J Am Chem Soc 124:14893-902. 2002
    ..tool in this study is the Staudinger ligation, a highly selective reaction between modified triarylphosphines and azides that produces an amide-linked product...
  76. pmc Recruiting the host's immune system to target Helicobacter pylori's surface glycans
    Pornchai Kaewsapsak
    Department of Chemistry and Biochemistry, Bowdoin College, 6600 College Station, Brunswick, ME 04011, USA
    Chembiochem 14:721-6. 2013
    ..We further demonstrated that the Staudinger ligation between azides and phosphines proceeds under acidic conditions with only a small loss of efficiency...
  77. ncbi 1,3-dipolar cycloadditions of azides and alkynes: a universal ligation tool in polymer and materials science
    Jean François Lutz
    Nanotechnology for Life Science Research Group, Fraunhofer Institute for Applied Polymer Research, Geiselberstrasse 69, 14476 Potsdam, Germany
    Angew Chem Int Ed Engl 46:1018-25. 2007
    ..The number of publications dealing with click chemistry has grown exponentially over the last two years. The Minireview discusses whether click chemistry is a miracle tool or an ephemeral trend...
  78. ncbi Ruthenium-catalyzed azide-alkyne cycloaddition: scope and mechanism
    Brant C Boren
    Department of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, USA
    J Am Chem Soc 130:8923-30. 2008
    ..In the presence of catalytic Cp*RuCl(PPh 3) 2 or Cp*RuCl(COD), primary and secondary azides react with a broad range of terminal alkynes containing a range of functionalities selectively producing 1,5-..
  79. ncbi Reduction-triggered fluorescent amplification probe for the detection of endogenous RNAs in living human cells
    Kazuhiro Furukawa
    Nano Medical Engineering Laboratory, RIKEN Advanced Science Institute, Saitama, Japan
    Bioconjug Chem 20:1026-36. 2009
    ..The data suggest that a reduction-triggered amplification probe may be a powerful tool in analyzing the localization, transcription, or processing of RNA species in living eukaryotic cells...
  80. ncbi Click chemistry as a reliable method for the high-density postsynthetic functionalization of alkyne-modified DNA
    Johannes Gierlich
    Ludwig Maximilians University Munich, 81377 Munich, Butenandtstr 5 13, Haus F, Germany
    Org Lett 8:3639-42. 2006
    ..Complete high-density conversion was observed for ODNs containing up to six consecutive alkyne functions. Compatibility of the click conditions with long DNA strands was shown using a PCR product obtained with an alkyne-modified primer...
  81. pmc Alkynyl sugar analogs for the labeling and visualization of glycoconjugates in cells
    Tsui Ling Hsu
    Department of Chemistry and The Skaggs Institute for Chemical Biology, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, CA 92037, USA
    Proc Natl Acad Sci U S A 104:2614-9. 2007
    ....
  82. ncbi Quantitative analyses of [¹¹C]Ro15-4513 binding to subunits of GABAA/benzodiazepine receptor in the living human brain
    Yoshiyuki Asai
    Molecular Neuroimaging Group, Molecular Imaging Center, National Institute of Radiological Sciences, Chiba, Japan
    Nucl Med Commun 30:872-80. 2009
    ..Although [¹¹C] Ro15-4513 is reported to be a radioligand that has relatively high affinity for α5 subunit-containing GABAA/BZ receptor, it remained to be evaluated fully...
  83. pmc Benzyne click chemistry: synthesis of benzotriazoles from benzynes and azides
    Feng Shi
    Department of Chemistry, Iowa State University, Ames, IA 50010, USA
    Org Lett 10:2409-12. 2008
    A variety of substituted benzotriazoles have been prepared by the [3 + 2] cycloaddition of azides to benzynes...
  84. ncbi Modification of DNA with octadiynyl side chains: synthesis, base pairing, and formation of fluorescent coumarin dye conjugates of four nucleobases by the alkyne--azide "click" reaction
    Frank Seela
    Laboratory for Bioorganic Chemistry and Chemical Biology, Center for Nanotechnology, Heisenbergstrasse 11, 48149 Munster, Germany
    Bioconjug Chem 19:211-24. 2008
    ..The fluorescence properties of oligonucleotides with covalently linked coumarin--nucleobase assemblies were investigated. Among the four modified bases, the 7-deazapurines show stronger fluorescence quenching than that of pyrimidines...
  85. ncbi Comparison of a nucleosidic vs non-nucleosidic postsynthetic "click" modification of DNA with base-labile fluorescent probes
    Sina Berndl
    Institute of Organic Chemistry, University of Regensburg, Regensburg, Germany
    Bioconjug Chem 20:558-64. 2009
    The azides 1 and 2 bearing a phenoxazinium and a coumarin fluorophore, respectively, were applied in postsynthetic "click"-type bioconjugation and coupled to oligonucleotides modified with alkyne groups using two alternative approaches: (..
  86. ncbi Pyrrolo-dC oligonucleotides bearing alkynyl side chains with terminal triple bonds: synthesis, base pairing and fluorescent dye conjugates prepared by the azide-alkyne "click" reaction
    Frank Seela
    Laboratory of Bioorganic Chemistry and Chemical Biology, Center for Nanotechnology, Heisenbergstrasse 11, 4814, Munster, Germany
    Org Biomol Chem 6:1674-87. 2008
    ..The click reaction was also performed on oligonucleotides containing the pyrdC-derivative and the fluorescence properties of nucleosides, oligonucleotides and their coumarin conjugates were studied...
  87. ncbi Reactivity and regioselectivity in 1,3-dipolar cycloadditions of azides to strained alkynes and alkenes: a computational study
    Franziska Schoenebeck
    Department of Chemistry and Biochemistry, University of California, Los Angeles, California 90095, USA
    J Am Chem Soc 131:8121-33. 2009
    The transition states and activation barriers of the 1,3-dipolar cycloadditions of azides with cycloalkynes and cycloalkenes were explored using B3LYP density functional theory (DFT) and spin component scaled SCS-MP2 methods...
  88. pmc Localization of spermine binding sites in 23S rRNA by photoaffinity labeling: parsing the spermine contribution to ribosomal 50S subunit functions
    Maria A Xaplanteri
    Laboratory of Biochemistry, School of Medicine, University of Patras GR 26500 Patras, Greece
    Nucleic Acids Res 33:2792-805. 2005
    ..However, they exhibited higher reactivity toward puromycin and enhanced tRNA-translocation efficiency. These results suggest an essential role for polyamines in the structural and functional integrity of the large ribosomal subunit...
  89. ncbi A unique and rapid approach toward the efficient development of novel protein tyrosine phosphatase (PTP) inhibitors based on 'clicked' pseudo-glycopeptides
    Jin Wei Yang
    Key Laboratory for Advanced Materials and Institute of Fine Chemicals, East China University of Science and Technology, Shanghai 200237, PR China
    Bioorg Med Chem Lett 21:1092-6. 2011
    ....
  90. pmc A bioorthogonal quadricyclane ligation
    Ellen M Sletten
    Department of Chemistry and Howard Hughes Medical Institute, University of California, Berkeley, California 94720, United States
    J Am Chem Soc 133:17570-3. 2011
    ..This reaction has a second-order rate constant of 0.25 M(-1) s(-1), on par with fast bioorthogonal reactions of azides, and proceeds readily in aqueous environments...
  91. pmc A tagging-via-substrate technology for detection and proteomics of farnesylated proteins
    Yoonjung Kho
    Department of Biochemistry, University of Texas Southwestern Medical Center, Dallas, TX 75390 9038
    Proc Natl Acad Sci U S A 101:12479-84. 2004
    ....
  92. ncbi An efficient approach to the discovery of potent inhibitors against glycosyltransferases
    Kensaku Hosoguchi
    Graduate School of Life Science and Frontier Research Center for Post Genome Science and Technology, Hokkaido University, Kita ku, Sapporo, Japan
    J Med Chem 53:5607-19. 2010
    ..8 microM)...
  93. ncbi Azidopeptide nucleic acid. An alternative strategy for solid-phase peptide nucleic acid (PNA) synthesis
    Francois Debaene
    Institut de Science et Ingénierie Supramoléculaires, Universite Louis Pasteur, 8 allee Gaspard Monge, 67000 Strasbourg, France
    Org Lett 5:4445-7. 2003
    ..The near neutral conditions of the phosphine deprotection combined with the base-free coupling using hydroxybenzotriazole-activated monomers make this approach very mild...
  94. ncbi Versatile 5'-functionalization of oligonucleotides on solid support: amines, azides, thiols, and thioethers via phosphorus chemistry
    Gregory P Miller
    Department of Chemistry, Stanford University, Stanford, California 94305, USA
    J Org Chem 69:2404-10. 2004
    ..5'-Iodinated oligonucleotides (prepared by an automated cycle as previously reported) are converted directly to 5'-azides, 5'-thiocarbamates, and alkyl and aryl 5'-thioethers in high yields...
  95. pmc Evaluation of alkyne-modified isoprenoids as chemical reporters of protein prenylation
    Amanda J Degraw
    Department of Chemistry, University of Minnesota, Minneapolis, MN 55455, USA
    Chem Biol Drug Des 76:460-71. 2010
    ..These results demonstrate the utility of alkyne-containing analogs for chemical proteomic applications...
  96. ncbi Enumeration of viable Enterococcus faecalis, a predominant apical periodontitis pathogen, using propidium monoazide and quantitative real-time polymerase chain reaction
    Yusuke Takahashi
    Division of Community Oral Health Science, Kyushu Dental College, Kokurakita ku, Kitakyushu 803 8580, Japan
    Microbiol Immunol 55:889-92. 2011
    ..Viable and non-viable E. faecalis cells were successfully discriminated in these clinical specimens. A real-time PCR assay combined with PMA will contribute to the precise diagnosis of apical periodontitis...
  97. ncbi High-throughput synthesis of azide libraries suitable for direct "click" chemistry and in situ screening
    Rajavel Srinivasan
    Department of Chemistry, National University of Singapore, 3 Science Drive 3, Singapore 117543
    Org Biomol Chem 7:1821-8. 2009
    ..The method is highlighted by its simplicity and product purity. The utility of the library is demonstrated with the subsequent "click" synthesis of the corresponding bidentate inhibitors against PTP1B...
  98. ncbi Cross-linked DNA generated by "bis-click" reactions with bis-functional azides: site independent ligation of oligonucleotides via nucleobase alkynyl chains
    Suresh S Pujari
    Laboratory of Bioorganic Chemistry and Chemical Biology, Center for Nanotechnology, Heisenbergstrasse 11, 48149 Münster, Germany
    J Org Chem 75:8693-6. 2010
    ..DNA bearing octadiynyl side chains at the 7-position of 8-aza-7-deazapurine moieties with bisfunctional azides is reported employing a Cu(I)-catalyzed azide-alkyne "bis-click" reaction...
  99. pmc Effects of UVA irradiation, aryl azides, and reactive oxygen species on the orthogonal inactivation of the human immunodeficiency virus (HIV-1)
    Julie M Belanger
    Center for Cancer Research Nanobiology Program, National Cancer Institute Frederick, Frederick, MD 21702, USA
    Virology 417:221-8. 2011
    Previously we reported that hydrophobic aryl azides partition into hydrophobic regions of the viral membrane of enveloped viruses and inactivate the virus upon UVA irradiation for 2 min...
  100. pmc Enhanced clickability of doubly sterically-hindered aryl azides
    Suguru Yoshida
    Laboratory of Chemical Biology, Graduate School of Biomedical Science, Institute of Biomaterials and Bioengineering, Tokyo Medical and Dental University, 2 3 10 Kanda surugadai, Chiyoda ku, Tokyo 101 0062, Japan
    Sci Rep 1:82. 2011
    ..This report describes, to the contrary, significantly enhanced reactivity of 2,6-disubstituted phenyl azides observed in catalyst-free 1,3-dipolar cycloaddition with alkynes, unexpectedly reacting faster than unsubstituted ..
  101. pmc Intracellular detection of cytosine incorporation in genomic DNA by using 5-ethynyl-2'-deoxycytidine
    Lirui Guan
    Department of Chemistry, Johns Hopkins University, 3400 N Charles St, Baltimore, MD 21218, USA
    Chembiochem 12:2184-90. 2011
    ..Subsequent experiments in mouse male germ cells and zygotes demonstrated that EdC is a specific and reliable reporter of DNA replication, in vivo...

Research Grants62

  1. Enzymes of the Vinca Alkaloids
    Aimee Usera; Fiscal Year: 2010
    ..The labels will range from photolabile aryl azides to diazirines...
  2. Metabolic Engineering with Bioorthogonal Chemical Reporters
    Carolyn R Bertozzi; Fiscal Year: 2013
    ..new bioorthogonal reaction with faster kinetics than the Staudinger ligation: the strain-promoted cycloaddition of azides and cyclooctynes ("Cu-free click chemistry")...
  3. Rational and Combinatorial Design of Immunogens to Elicit 2G12-like Antibodies
    ISAAC KRAUSS; Fiscal Year: 2013
    ..We will use "click chemistry" to attach carbohydrate-azides to a random mRNA display library of ~1013 different unnatural alkynyl peptides...
  4. N-Heterocycles from Azides through Rhodium-Catalyzed Nitrenoid Transfer
    TOM GREGORY DRIVER; Fiscal Year: 2012
    ..Since azides are readily available, the prospect of transition metal nitrenoid generation from them is highly appealing...
  5. Evolution of p450's Machinery for C-H Amination
    TODD KURT HYSTER; Fiscal Year: 2013
    ..We propose using azides as a nitrogen based oxidant for amination...
  6. 1,2,3-Triazole nucleobases in antiviral nucleoside analogues
    ERLAND P STEVENS; Fiscal Year: 2010
    ..Triazoles will be formed by cycloadditions of protected glycosyl azides with an enol ether. Necessary functional groups for Watson-Crick base pairing will then be installed...
  7. Pilot Scale Libraries Inspired by Natural Products
    JEFFREY AUBE; Fiscal Year: 2012
    ..They are (1) alkaloid-like libraries derived from Lewis acid promoted reactions of alkyl azides that afford complex ketones that are subsequently converted to carbamates, amines, indoles, or other heterocyclic ..
  8. Site-specific protein labeling in cells with engineered LplA
    Alice Y Ting; Fiscal Year: 2013
    ..two-step probe targeting schemes based on LplA-catalyzed ligation of functional group handles such as alkyl azides;and (3) apply our new probe ligases to the study of neurexin and neuroligin biology in living neurons...
  9. CHEMICAL AND BIOCHEMICAL APPLICATIONS OF OXIMES
    EMIL KAISER; Fiscal Year: 1980
    ..Thus, it should be possible to convert the hydrazides to azides further coupling of the fragments or to use oxidation-reduction condensation for coupling the protected peptides ..
  10. Protein Chemistry
    Ronald T Raines; Fiscal Year: 2012
    ..Aim 1 is to explore the utility of a new chemical reaction, the phosphinoester-mediated reductive fragmentation of azides into diazo-compounds...
  11. Carbon-Heteroatom Bond-Forming Reactions
    Valery V Fokin; Fiscal Year: 2013
    ..to developing synthetic methodologies, we will develop methods for studying biological systems using organic azides. We will endeavor to develop new bioorthogonal catalytic transformations through studies in organometallic ..
  12. Azides as Synthons for Isonitriles: Facilitating Challenging Coupling Reactions
    JENNIFER LYNN STOCKDILL; Fiscal Year: 2010
    ..Initial investigations will focus on the development of a novel Staudinger-type method to convert azides directly to isonitriles...
  13. 2 + 3 ANNULATION PROTOCOL--NATURAL PRODUCT SYNTHESIS
    Tomas Hudlicky; Fiscal Year: 1992
    ..anions to carbonyl derivatives (for cyclopentenes and dihydrofurans) or the [4+1] intramolecular addition of azides to dienes (for pyrrolines)...
  14. Reagents to Investigate Glycosylated Macromolecules
    Animesh Nandi; Fiscal Year: 2004
    ..The overall process consists of three steps: (1) chemical synthesis of cell permeant GIcNAc azides and their enzymatic incorporation into proteins instead of the natural substrate, GIcNAc; (2) selective in situ ..
  15. Metal Catalyzed CN and CS Bond Forming Reactions for Bioconjugation Targets
    ALEXANDER MICHAEL SPOKOYNY; Fiscal Year: 2013
    ..Surprisingly, current synthetic methodologies for accessing the aryl azides, thiols and isothyocyanates, which can be used as precursors for "click" bioconjugation are limited to synthetic ..
  16. A STUDY OF DNA INTERCALATING AROMATIC AMINO AZIDES
    Matthew Platz; Fiscal Year: 1991
    We will study the photochemistry of polycyclic aromatic amino azides which bind to DNA by intercalation...
  17. Bioorthogonal Generation and Use of Diazo-Compounds
    NICHOLAS ADAM MCGRATH; Fiscal Year: 2013
    ..Recently, the Raines group developed a phosphinoester reagent that was capable of converting azides into diazo compounds under mild conditions in organic based solvent systems...
  18. Reagents to Investigate Glycosylated Macromolecules
    DOUG CHAN; Fiscal Year: 2007
    ..TAGTM technology consists of three steps: (1) the chemical synthesis of cell permeable GlcNAc azides and their incorporation into cells instead of GlcNAc, the natural substrate for the O-GlcNAc modification of ..
  19. Photochemistry of Azide Based Cross-Linkers in Water
    Matthew Platz; Fiscal Year: 2009
    ..It is generally believed that the photochemistry of these reagents in water is similar to that of simple phenyl azides in organic solvents. Preliminary results indicate that this assumption is not generally correct...
  20. Potent inhibitors of Anthrax Lethal Factor
    Peter Vogt; Fiscal Year: 2003
    ..This linkage reaction will be the 1,3-dipolar cyclo-addition of azides and acetylenes...
  21. Chemical and Biological Studies on Biaryl Phenolics
    Ken Feldman; Fiscal Year: 2005
    ..The search for selective 20S proteosome inhibitors among the Ntn-type proteases will be advanced by these investigations. ..
  22. Alkynyliodonium Salts and Derived Diyls in Synthesis
    Ken Feldman; Fiscal Year: 2009
    ..abstract_text> ..
  23. New Methodology for Indole Alkaloid Syntheses
    Ken S Feldman; Fiscal Year: 2010
    ..The use of a new variant of the Pummerer reaction to control both oxidation level and reaction site within the indole nucleus forms the basis of this chemistry. ..
  24. Phosphorylation and Regulation of Dopamine Transporters
    Roxanne A Vaughan; Fiscal Year: 2010
    ....
  25. Functional active-site models of cytochrome c oxidase
    JAMES COLLMAN; Fiscal Year: 2009
    ..The role that the copper ion (CuB) and a phenolic group, in the amino acid tyrosine (Tyr244) play in the catalytic function of CcO are of particular interest. ..
  26. Ethanol sensitivity in delta subunit-containing GABA(A) receptors
    Martin Wallner; Fiscal Year: 2010
    ....
  27. Biomimetic Studies of NO-binding Respiratory Chain Hemes
    JAMES COLLMAN; Fiscal Year: 2008
    ..An emphasis will be placed on kinetic and mechanistic studies to elucidate the putitive reaction pathways of CcO and NOR. ..
  28. Catalytic Processes for Selective Organic Synthesis
    GARY MOLANDER; Fiscal Year: 2005
    ..4) Carbometalation/cyclization reactions will be explored utilizing organochromium species. 5) Ligands and catalytic systems designed for asymmetric synthesis will be explored. ..
  29. Affinity Labeling the Dopamine Transporter Active Site
    Roxanne Vaughan; Fiscal Year: 2005
    ..The similarity of DAT to the norepinephrine and serotonin transporters presents the potential for these studies to be applicable to these other transporters. ..
  30. GABA-A RECEPTOR STRUCTURE AND FUNCTION
    Richard Olsen; Fiscal Year: 2003
    ..Studies on these and related proteins will allow us to take a close look a dynamic and important cellular biology of these important brain neurotransmitter receptors. ..
  31. Agilent 5973 GC/MS System
    GARY MOLANDER; Fiscal Year: 2002
    ..Our current lack of such instrumentation negatively affects the ability to carry out many of these studies. This critical capability, in the form of an instrument for everyday analysis, is urgently needed. ..
  32. Inhibition of Tubercular Mycothiol Pathways
    Spencer Knapp; Fiscal Year: 2004
    ..The most active compounds will be taken as leads for further analogue development and for increasing the potency, specificity, bioavailability, and metabolic stability in M. tuberculosis itself. ..
  33. SYNTHESIS OF NATURAL PRODUCTS WITH OXAZOLE MOIETIES
    Peter Wipf; Fiscal Year: 2005
    ..The proposed program represents a multi-dimensional effort to increase the basic knowledge of the function of marine natural products, establish new methods in heterocyclic chemistry, and identify novel pharmacophores. ..
  34. Blood-Brain Barrier Nutrient Transport
    Ian Simpson; Fiscal Year: 2006
    ..Taken together these studies will provide new information on the regulation of transport across the BBB and will further our understanding of nutrient and drug delivery to the brain [unreadable] [unreadable]..
  35. Structure Function Analysis of TB Pyrazinamidase
    Ying Zhang; Fiscal Year: 2005
    ..These studies will provide important information about mechanisms of PZA action and resistance and may help design new antituberculosis drugs. ..
  36. Electron Dense Labels for Macromolecular Imaging
    M G Finn; Fiscal Year: 2009
    ..Successful methods will then be applied to important protein systems that have thus far resisted structural characterization by electron microscopy. ..
  37. Novel Serotonin Reuptake Inhibitors for Autism Treatment
    KEVIN PINNEY; Fiscal Year: 2004
    ....
  38. MIBG ANALOGUE RADIOPHARMACEUTICALS
    Ganesan Vaidyanathan; Fiscal Year: 2001
    ..Strategies to augment tumor-to-normal tissue ratios will be investigated. The outcome of this study should help improve the endoradiotherapy of neuroendocrine tumors and possibly of medulloblastoma. ..
  39. Combined Substrate Polymerase Inhibitors
    MICHAEL DOUGHTY; Fiscal Year: 2007
    ..These targets include DNA polymerase, reverse transcriptases, viral RNA dependent DNA polymerases, and inosine monophosphate dehydrogenase, a control enzyme in the cell synthesis of GMP. [unreadable] [unreadable] [unreadable]..
  40. Identification of M. tuberculosis Protein Secreted During Growth in Macrophages
    Miriam Braunstein; Fiscal Year: 2007
    ..unreadable] [unreadable] [unreadable]..
  41. LASER DESORPTION MASS SPECTROMETRY ON POROUS SILICON
    M G Finn; Fiscal Year: 2003
    ....
  42. LASER PHOTORADIATION THERAPY OF MALIGNANT TUMORS
    Michael Berns; Fiscal Year: 2002
    ..Response will be evaluated at 3 month intervals for up to one year post treatment. ..
  43. SYNTHESIS OF MDR REVERSING POLYENES
    MERRITT ANDRUS; Fiscal Year: 2003
    ..This is an important first step toward a molecular understanding of the unique recognition properties, transport mechanism of Pgp, and will further facilitate the design of new, more potent reversal agents. ..
  44. Synthesis of Pyran Bicyclic Natural Products
    SALVATORE LEPORE; Fiscal Year: 2003
    ..Besides their application in this proposed work, these three key reactions taken together are also expected to facilitate the future synthesis of a wide variety pyran bicyclic compounds. ..
  45. Ethanol Discrimination in Transgenic Mice
    KEITH SHELTON; Fiscal Year: 2002
    ..background to the ethanol's discriminative ctimnlnc effects. ..
  46. Solid-Phase Approach to the Synthesis of CII PET Tracers
    SALVATORE LEPORE; Fiscal Year: 2005
    ..abstract_text> ..
  47. INTEGRATED PLATFORM FOR CHEMICAL ANALYSIS OF LIVE CELLS
    Michael Berns; Fiscal Year: 2001
    ..The achievement of the technological objectives interfaced into one platform will provide an enabling technology with a wide variety of applications in molecular medicine and biomedical research. ..
  48. ASYMMETRIC SYNTHESIS OF VANCOMYCIN ANTIBIOTICS
    David Evans; Fiscal Year: 2001
    ..During the course of this project we intend to confirm (correct) the absolute stereochemical assignments of the principal members of this family by total synthesis. ..
  49. Development of New GI-specific Histone Deacetylase Inhi*
    Scott Rajski; Fiscal Year: 2006
    ..unreadable] [unreadable] [unreadable]..
  50. INTEGRATED PLATFORM FOR CHEMICAL ANALYSIS OF LIVE CELLS
    Michael Berns; Fiscal Year: 2003
    ..The achievement of the technological objectives interfaced into one platform will provide an enabling technology with a wide variety of applications in molecular medicine and biomedical research. ..
  51. Areas of Amygdala and Frontal Cortex in Outcome Learning
    CHRISTA HELMS; Fiscal Year: 2006
    ..Understanding how these brain regions are involved in learning about rewards will provide information about the processes disrupted in drug abusers. ..
  52. SYNTHESIS OF BIOLOGICALLY ACTIVE NATURAL PRODUCTS
    BARRY SNIDER; Fiscal Year: 2009
    ..In the course of these studies new methods will be developed that are of general utility for preparing drugs more economically. ..
  53. ASYMMETRIC SYNTHESIS OF IONOPHORE/MACROLIDE ANTIBIOTICS
    David Evans; Fiscal Year: 2005
    ..Our goal has been to set in place all of the reactions necessary for the rapid assemblage of any polyketide target structure. ..
  54. Anesthetic Effects on Thalamic Synaptic Transmission
    PETER GOLDSTEIN; Fiscal Year: 2008
    ..By better understanding how anesthetic agents interact with specific subunits of the GABA-A receptor in different regions of the brain, it may be possible to design more selective, and therefore safer, anesthetics. ..
  55. Micropatterned EGF of Accelerated Wound Healing
    KRISTYN MASTERS; Fiscal Year: 2007
    ..unreadable] [unreadable] [unreadable]..
  56. Optimization of Membrane Protein Biogenesis
    AARON LINK; Fiscal Year: 2007
    ..coli will be developed. Such a platform will be of great utility to researchers interested in the structural and biochemical properties of membrane proteins. [unreadable] [unreadable] [unreadable]..
  57. Synthesis of Polyketides and Terpenes
    David A Evans; Fiscal Year: 2010
    ..As a consequence, organic synthesis is a critical discipline that continues to have an important impact on the fields of both medicine and biology. ..
  58. Subtype Specific Agonists for D1-D5 Dopamine Receptors
    William Goddard; Fiscal Year: 2007
    ..Moreover these computational methods developed and refined in this project can be applied for other more complex GPCR systems like the lipid and peptide receptors. [unreadable] [unreadable]..
  59. Imaging of O6-Alkylguanine-DNA Alkyltransferase
    Ganesan Vaidyanathan; Fiscal Year: 2005
    ..In summary, this proposal seeks to determine whether the development of a suitable agent for the imaging of tumor AGT will facilitate chemotherapy planning, thereby improving the outcome of alkylator chemotherapy. ..
  60. Role of RALBP1 in Xenobiotic and Radiation Resistance
    Sanjay Awasthi; Fiscal Year: 2008
    ..abstract_text> ..