Selective bi-directional amide bond cleavage of N-methylcysteinyl peptide

• Main Authors: Qiu, Yibo, Hemu, Xinya, Liu, Ding Xiang, Tam, James P.
• Other Authors: School of Biological Sciences
• Format: Article
• Language: English
• Published: 2014
• Subjects: DRNTU::Science::Chemistry::Organic chemistry
• Online Access: https://hdl.handle.net/10356/103981; http://hdl.handle.net/10220/20068
• Institution: Nanyang Technological University

A selective bi-directional peptide bond cleavage mediated by N-methylcysteine (MeCys) in Xaa-MeCys-Yaa peptides (Xaa and Yaa, non-cysteine residues) leading to thioesters and thiolactones is described. Rate and product analyses showed that an Nα-amide bond cleavage occurred at the Xaa-MeCys bond by...