化学
色氨酸
烷基化
表面改性
组合化学
肽
氨基酸
乙酰胺
翻译后修饰
有机化学
催化作用
生物化学
酶
物理化学
作者
Joanna C. Lee,James D. Cuthbertson,Nick Mitchell
出处
期刊:Organic Letters
[American Chemical Society]
日期:2023-07-18
卷期号:25 (29): 5459-5464
被引量:4
标识
DOI:10.1021/acs.orglett.3c01795
摘要
Across eukaryotic proteomes, tryptophan is the least abundant of the 20 canonical amino acids, which makes it an ideal chemical handle for the late-stage functionalization of peptide and protein scaffolds with minimal production of undesired isoforms. Herein, we report the photocatalytic C2-alkylation of tryptophan using bromodifluoroacetate/acetamide-derived radical precursors. This rapid visible-light-mediated reaction is additive-free, operationally simple, and tolerates diverse functionality. We demonstrate the late-stage modification of a variety of complex peptides, including examples of biological significance.
科研通智能强力驱动
Strongly Powered by AbleSci AI