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Copper-free click chemistry for dynamic in vivo imaging.

Copper-free click chemistry for dynamic in vivo imaging. Research Abstract Details 

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  • Copper-free click chemistry for dynamic in vivo imaging. Abstract Text:

    jeremy m baskinJeremy M Baskin,jennifer a prescherJennifer A Prescher,scott t laughlinScott T Laughlin,nicholas j agardNicholas J Agard,pamela v changPamela V Chang,isaac a millerIsaac A Miller,anderson loAnderson Lo,julian a codelliJulian A Codelli,carolyn r bertozziCarolyn R Bertozzi,

    Dynamic imaging of proteins in live cells is routinely performed by using genetically encoded reporters, an approach that cannot be extended to other classes of biomolecules such as glycans and lipids. Here, we report a Cu-free variant of click chemistry that can label these biomolecules rapidly and selectively in living systems, overcoming the intrinsic toxicity of the canonical Cu-catalyzed reaction. The critical reagent, a substituted cyclooctyne, possesses ring strain and electron-withdrawing fluorine substituents that together promote the [3 + 2] dipolar cycloaddition with azides installed metabolically into biomolecules. This Cu-free click reaction possesses comparable kinetics to the Cu-catalyzed reaction and proceeds within minutes on live cells with no apparent toxicity. With this technique, we studied the dynamics of glycan trafficking and identified a population of sialoglycoconjugates with unexpectedly rapid internalization kinetics.

    Copper-free click chemistry for dynamic in vivo imaging. Publishing Authors By Initials

    jm baskinJM Baskin,ja prescherJA Prescher,st laughlinST Laughlin,nj agardNJ Agard,pv changPV Chang,ia millerIA Miller,a loA Lo,ja codelliJA Codelli,cr bertozziCR Bertozzi,

    For similar natural sciences: time: time factors research abstracts see: natural sciences: time: time factors research

    PUBMED ID PMID:

    MEDLINE DATE:

    Copper-free click chemistry for dynamic in vivo imaging. Journal Published:

    PUBLICATION TYPE: Research Support, U.S. Gov't,

    Journal: Proceedings of the National Academy of Sciences of

    VOLUME: 104

    Page Numbers: 16793-7

    Journal Abbreviation: Proc. Natl. Acad. Sci. U.S.A.

    ISSN: 0027-8424

    DAY: 17

    MONTH: 10

    YEAR: 2007

    Copper-free click chemistry for dynamic in vivo imaging. Information

    Number of References:

    LANGUAGE: eng

    NlmUniqueID: 7505876

    Copper-free click chemistry for dynamic in vivo imaging. Keywords Mesh Terms:

    KEYWORDS: Time Factors

    MESH TERMS: metabolism

    Chemical & Substance for Abstract: Copper-free click chemistry for dynamic in vivo imaging. Information

    Substance Name: Copper

    Registry Number: 7440-50-8

    Grant and Affiliation Information for Copper-free click chemistry for dynamic in vivo imaging.

    AFFILIATION: Department of Chemistry, and Howard Hughes Medical Institute, University of California, Berkeley, CA 94720, USA.

    Country: United States

    United States Research PublicationUnited States Research Publication

    AGENCY: United States NIGMS

    GRANT: GM 58867

    ACRONYM: GM

    MEDLINETA: Proc Natl Acad Sci U S A

    REFSOURCE:

    DATABASENAME:

    ACCESSION NUMBER:

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