Ontology highlight
ABSTRACT:
SUBMITTER: Chen H
PROVIDER: S-EPMC5892351 | biostudies-literature | 2018 Feb
REPOSITORIES: biostudies-literature
Chen Huan H Xiao Yunxian Y Yuan Ning N Weng Jiaping J Gao Pengcheng P Breindel Leonard L Shekhtman Alexander A Zhang Qiang Q
Chemical science 20180123 7
The ligation of sterically demanding peptidyl sites such as those involving Val-Val and Val-Pro linkages has proven to be extremely challenging with conventional NCL methods that rely on exogenous thiol additives. Herein, we report an efficient β-thiolactone-mediated additive-free NCL protocol that enables the establishment of these connections in good yield. The rapid NCL was followed by <i>in situ</i> desulfurization. Reaction rates between β-thiolactones and conventional thioesters towards NC ...[more]