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

文献信息

发布日期 2011-02-25

DOI 10.1039/C0SC00631A

影响因子 9.825

作者

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

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摘要

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.

期刊推荐

Organic Geochemistry

Pharmacology & Therapeutics

Bulletin of Materials Science

Progress in Materials Science

Pharmaceutical Chemistry Journal

Annual Review of Public Health

Tetrahedron

Journal of Dispersion Science and Technology

Bioorganic Chemistry

Synthetic Communications

来源期刊

Chemical Science

CiteScore: 14.4

自引率: 3.9%

年发文量: 1413

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

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来源期刊

Chemical Science

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