Issue 11, 2015

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

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

Supplementary files

Article information

Article type
Communication
Submitted
07 Jan 2015
Accepted
27 Jan 2015
First published
27 Jan 2015

Org. Biomol. Chem., 2015,13, 3186-3189

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

A. Taguchi, K. Fukumoto, Y. Asahina, A. Kajiyama, S. Shimura, K. Hamada, K. Takayama, F. Yakushiji, H. Hojo and Y. Hayashi, Org. Biomol. Chem., 2015, 13, 3186 DOI: 10.1039/C5OB00030K

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