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氟代香豆素赖氨酸衍生物的合成及光谱性质。

Synthesis and Spectroscopic Properties of Fluorinated Coumarin Lysine Derivatives.

机构信息

Umeå University , Department of Chemistry , 90187 Umeå , Sweden.

出版信息

J Org Chem. 2018 Apr 20;83(8):4792-4799. doi: 10.1021/acs.joc.7b03214. Epub 2018 Apr 3.

Abstract

The site-selective incorporation of fluorescent amino acids into proteins has emerged as a valuable alternative to expressible protein reporters. For successful application, a robust and scalable, yet flexible, route to non-natural amino acids is required. This work describes an improved synthesis of coumarin-conjugated lysine derivatives where fluorinated variants are accessed. These analogues can be utilized at low pH and should find application probing biological processes that operate under acidic conditions.

摘要

荧光氨基酸的位点选择性掺入已经成为表达蛋白报告器的一种有价值的替代方法。为了成功应用,需要一种稳健、可扩展、灵活的非天然氨基酸合成途径。本工作描述了香豆素偶联赖氨酸衍生物的改进合成方法,其中可获得氟化变体。这些类似物可以在低 pH 值下使用,应该可以应用于探测在酸性条件下运行的生物过程。

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