Biomimetic synthesis of cyclic peptides using novel thioester surrogates

• Main Authors: Hemu, Xinya, Taichi, Misako, Qiu, Yibo, Liu, Ding-Xiang, Tam, James P.
• Other Authors: School of Biological Sciences
• Format: Article
• Language: English
• Published: 2016
• Subjects: Thioester; N-S acyl shift; Intein mimetic; Cyclic peptides; Conotoxin; Sunflower trypsin inhibitor; Thioethylamido; Thioester surrogate
• Online Access: https://hdl.handle.net/10356/81888; http://hdl.handle.net/10220/39685
• Institution: Nanyang Technological University

Acyl shifts involving N-S and S-S rearrangements are reactions central to the breaking of a peptide bond and forming of thioester intermediates in an intein-catalyzed protein splicing that ultimately leads to the formation of a new peptide bond by an uncatalyzed S-N acyl shift reaction. To mimic the...