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活体动物内的光激活 Staudinger-Bertozzi 连接反应。

Light-Activated Staudinger-Bertozzi Ligation within Living Animals.

机构信息

Department of Chemistry and ‡Institute of Chemical Biology and Drug Discovery, State University of New York Stony Brook , Stony Brook, New York 11794-3400, United States.

出版信息

J Am Chem Soc. 2016 Apr 27;138(16):5186-9. doi: 10.1021/jacs.5b13401. Epub 2016 Apr 13.

Abstract

The ability to regulate small molecule chemistry in vivo will enable new avenues of exploration in imaging and pharmacology. However, realization of these goals will require reactions with high specificity and precise control. Here we demonstrate photocontrol over the highly specific Staudinger-Bertozzi ligation in vitro and in vivo. Our simple approach, photocaging the key phosphine atom, allows for the facile production of reagents with photochemistry that can be engineered for specific applications. The resulting compounds, which are both stable and efficiently activated, enable the spatial labeling of metabolically introduced azides in vitro and on live zebrafish.

摘要

调控体内小分子化学物质的能力将为成像和药理学领域的新探索开辟道路。然而,要实现这些目标,就需要具有高度特异性和精确控制的反应。在此,我们证明了体外和体内对高度特异性 Staudinger-Bertozzi 连接的光控。我们的简单方法是光封闭关键的膦原子,从而可以轻松地制备具有特定应用光化学性质的试剂。所得化合物既稳定又能有效地被激活,可实现体外代谢引入的叠氮化物的空间标记以及活体斑马鱼的标记。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f261/5174980/6ba8164c52a1/nihms832664f1.jpg

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