Development and evaluation of new cyclooctynes for cell surface glycan imaging in cancer cells

文献情報

出版日 2011-02-25

DOI 10.1039/C0SC00631A

インパクトファクター 9.825

著者

André A. Neves, Shaun Stairs, Heather Ireland-Zecchini, Kevin M. Brindle, Finian J. Leeper

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要旨

Two reagents have been synthesized for selective labeling of cell surface azidoglycans, an unusually stable version of a dibenzo cyclooctyne (TMDIBO) and a third-generation difluorinated cyclooctyne (DIFO3). Both syntheses are efficient with minimal purification, and the dibenzo cyclooctyne is stable under basic and acidic conditions. Flow cytometric measurements with azidosugar labeled cancer cells, in which these reagents were linked to the fluorophore Alexa Fluor 647, gave a signal-to-background ratio of up to 35 with TMDIBO as compared to ≈10 for DIFO3 and ≈5 for a phosphine reagent. TMDIBO-based probes should have applications in molecular imaging of cell surface glycans in vivo.

掲載誌

Chemical Science

CiteScore: 14.4

自己引用率: 3.9%

年間論文数: 1413

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Development and evaluation of new cyclooctynes for cell surface glycan imaging in cancer cells

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