Peptide Science Laboratory, School of Chemistry and Physics, University of KwaZulu-Natal, Durban 4001, South Africa.
Institute for Advanced Chemistry of Catalonia (IQAC-CSIC), Barcelona 08034, Spain.
J Org Chem. 2022 Jan 7;87(1):708-712. doi: 10.1021/acs.joc.1c02705. Epub 2021 Dec 15.
Chemoselective disulfide formation is accomplished through a thiol-disulfide interchange approach using sec-isoamyl mercaptan (SIT) as an alkyl sulfenyl-protecting group of one of the Cys residues involved in the pairing. SIT has a dual and unique characteristic, acting as a masking group during the synthesis and directing disulfide formation in the presence of a free thiol. This novel approach is illustrated by the synthesis of several peptides of biological interest.
通过使用仲异戊基硫醇 (SIT) 作为涉及配对的 Cys 残基之一的巯基-二硫键交换方法，实现了选择性的二硫键形成。SIT 具有双重独特的特性，在合成过程中作为掩蔽基团，并且在存在游离巯基时指导二硫键形成。这种新方法通过合成几个具有生物学意义的肽来举例说明。
