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

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.

SUBMITTER: Zhang J 

PROVIDER: S-EPMC2943486 | biostudies-literature | 2010 Sep

REPOSITORIES: biostudies-literature

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

Zhang Jiming J   Li Sheng S   Zhang Dehui D   Wang Hua H   Whorton A Richard AR   Xian Ming M  

Organic letters 20100901 18

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. ...[more]

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