Zhao Liang, Baslé Oliver, Li Chao-Jun
Department of Chemistry, McGill University, 801 Sherbrooke Street West, Montreal, Quebec H3A 2K6, Canada.
Proc Natl Acad Sci U S A. 2009 Mar 17;106(11):4106-11. doi: 10.1073/pnas.0809052106. Epub 2009 Feb 27.
A copper-catalyzed alpha-functionalization of glycine derivatives and short peptides with nucleophiles is described. The present method provides ways to introduce functionalities such as aryl, vinyl, alkynyl, or indolyl specifically to the terminal glycine moieties of small peptides, which are normally difficult in peptide modifications. Furthermore, on functionalization, the configurations of other stereocenters in the peptides could be maintained. Because the functionalized peptides could easily be deprotected and carried onto the next coupling process, our approach provides a useful tool for the peptide-based biological research.
本文描述了一种铜催化的甘氨酸衍生物和短肽与亲核试剂的α-官能化反应。本方法提供了将芳基、乙烯基、炔基或吲哚基等官能团特异性引入小肽末端甘氨酸部分的方法，而这些在肽修饰中通常是困难的。此外，在官能化过程中，可以保持肽中其他立体中心的构型。由于官能化的肽可以很容易地脱保护并进入下一个偶联过程，我们的方法为基于肽的生物学研究提供了一个有用的工具。
