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A comparative study of bioorthogonal reactions with azides.

A comparative study of bioorthogonal reactions with azides. Research Abstract Details 

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  • A comparative study of bioorthogonal reactions with azides. Abstract Text:

    nicholas j agardNicholas J Agard,jeremy m baskinJeremy M Baskin,jennifer a prescherJennifer A Prescher,anderson loAnderson Lo,carolyn r bertozziCarolyn R Bertozzi,

    Detection of metabolites and post-translational modifications can be achieved using the azide as a bioorthogonal chemical reporter. Once introduced into target biomolecules, either metabolically or through chemical modification, the azide can be tagged with probes using one of three highly selective reactions: the Staudinger ligation, the Cu(I)-catalyzed azide-alkyne cycloaddition, or the strain-promoted [3 + 2] cycloaddition. Here, we compared these chemistries in the context of various biological applications, including labeling of biomolecules in complex lysates and on live cell surfaces. 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. Both the Staudinger ligation and the strain-promoted [3 + 2] cycloaddition using optimized cyclooctynes were effective for tagging azides on live cells. The best reagent for this application was dependent upon the specific structure of the azide. These results provide a guide for biologists in choosing a suitable ligation chemistry.

    A comparative study of bioorthogonal reactions with azides. Publishing Authors By Initials

    nj agardNJ Agard,jm baskinJM Baskin,ja prescherJA Prescher,a loA Lo,cr bertozziCR Bertozzi,

    For similar proteins research abstracts see: proteins research

    PUBMED ID PMID:

    MEDLINE DATE:

    A comparative study of bioorthogonal reactions with azides. Journal Published:

    PUBLICATION TYPE: Research Support, Non-U.S. Gov

    Journal: ACS chemical biology

    VOLUME: 1

    Page Numbers: 644-8

    Journal Abbreviation: ACS Chem. Biol.

    ISSN: 1554-8937

    DAY: 21

    MONTH: Nov

    YEAR: 2006

    A comparative study of bioorthogonal reactions with azides. Information

    Number of References:

    LANGUAGE: eng

    NlmUniqueID: 101282906

    A comparative study of bioorthogonal reactions with azides. Keywords Mesh Terms:

    KEYWORDS: Proteins

    MESH TERMS: chemistry

    Chemical & Substance for Abstract: A comparative study of bioorthogonal reactions with azides. Information

    Substance Name: Copper

    Registry Number: 7440-50-8

    Grant and Affiliation Information for A comparative study of bioorthogonal reactions with azides.

    AFFILIATION:

    Country: United States

    United States Research PublicationUnited States Research Publication

    AGENCY: United States NIGMS

    GRANT: GM58867

    ACRONYM: GM

    MEDLINETA: ACS Chem Biol

    REFSOURCE:

    DATABASENAME:

    ACCESSION NUMBER:

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