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3-Nitro-2-pyridinesulfenyl-mediated solid-phase disulfide ligation in the synthesis of disulfide bond-containing cyclic peptides†
Akihiro Taguchi,Kentarou Fukumoto,Yuya Asahina,Akihiro Kajiyama,Shunsuke Shimura,Keisuke Hamada,Kentaro Takayama,Fumika Yakushiji,Hironobu Hojo,Yoshio Hayashi
Organic & Biomolecular Chemistry Pub Date : 01/27/2015 00:00:00 , DOI:10.1039/C5OB00030K
Abstract

A new solid-phase disulfide ligation method is developed to prepare a disulfide peptide from two types of Cys-containing peptide fragments with minimum purification steps. In combination with the subsequent intramolecular amide bond formation, a cyclic nonapeptide, oxytocin, was efficiently synthesized as a fundamental model for more complex cyclic peptides.

Graphical abstract: 3-Nitro-2-pyridinesulfenyl-mediated solid-phase disulfide ligation in the synthesis of disulfide bond-containing cyclic peptides
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