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. 2010 Sep 17;12(18):4208-11.
doi: 10.1021/ol101863s.

Reductive ligation mediated one-step disulfide formation of S-nitrosothiols

Jiming Zhang  1 , Sheng Li, Dehui Zhang, Hua Wang, A Richard Whorton, Ming Xian
Affiliations

Reductive ligation mediated one-step disulfide formation of S-nitrosothiols

Jiming Zhang et al. Org Lett. .

Abstract

A one-step reductive ligation mediated disulfide formation of S-nitrosothiols was developed. This reaction involves the reaction of the S-nitroso group with phosphine-thioesters to form sulfenamide and thiolate intermediates, which then undergo a fast intermolecular disulfide formation to form stable conjugates. This reaction can be used to design new biosensors of S-nitrosated proteins.

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