Department of Chemistry and Biochemistry, University of Colorado, Boulder, Colorado 80309, USA.
Org Lett. 2012 Apr 6;14(7):1664-7. doi: 10.1021/ol300437w. Epub 2012 Mar 12.
A chemoselective, mild, and versatile method for performing postsynthetic modifications of peptide sequences is described. It requires only activated molecular sieves in the presence of an alkyl halide in order to N-alkylate lysine side chains. This reaction is fully compatible with most of the peptide functionalities, discriminates the reactivity of differently protected lysines, and proceeds in good yield. The mild conditions employed were further proved by performing the N-alkylation of a peptide containing a disulfide bridge.
描述了一种用于对肽序列进行后期合成修饰的化学选择性、温和且多功能的方法。它只需要在烷基卤化物存在下使用活化分子筛即可对赖氨酸侧链进行 N-烷基化。该反应与大多数肽官能团完全兼容，可区分不同保护的赖氨酸的反应性，并具有良好的收率。通过对含有二硫键的肽进行 N-烷基化，进一步证明了所采用的温和条件。
