Issue 36, 2020

Use of solid-supported 4-fluorophenyl 3-nitro-2-pyridinesulfenate in the construction of disulfide-linked hybrid molecules

Abstract

To construct disulfide-linked hybrid molecules systematically and efficiently, we established a more practical solid-phase disulfide ligation (SPDSL) system with enhanced utility. The group Npys-OPh(pF) shows reactivity similar to that of Npys-Cl, but it is more stable. An efficient synthesis of the cyclic peptide oxytocin and a peptide–sugar conjugate was accomplished as models. These results indicate that the Npys-OPh(pF) resin functions as a common synthetic platform in SPDSL.

Graphical abstract: Use of solid-supported 4-fluorophenyl 3-nitro-2-pyridinesulfenate in the construction of disulfide-linked hybrid molecules

Supplementary files

Article information

Article type
Communication
Submitted
04 Jul 2020
Accepted
07 Sep 2020
First published
07 Sep 2020

Org. Biomol. Chem., 2020,18, 7094-7097

Use of solid-supported 4-fluorophenyl 3-nitro-2-pyridinesulfenate in the construction of disulfide-linked hybrid molecules

Y. Cui, A. Taguchi, K. Kobayashi, H. Shida, K. Takayama, A. Taniguchi and Y. Hayashi, Org. Biomol. Chem., 2020, 18, 7094 DOI: 10.1039/D0OB01370F

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