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

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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.

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Taguchi, A., Fukumoto, K., Asahina, Y., Kajiyama, A., Shimura, S., Hamada, K., … Hayashi, Y. (2015). 3-nitro-2-pyridinesulfenyl-mediated solid-phase disulfide ligation in the synthesis of disulfide bond-containing cyclic peptides. Organic and Biomolecular Chemistry, 13(11), 3186–3189. https://doi.org/10.1039/c5ob00030k

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