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Reductive Ligation Mediated One-Step Disulfide Formation of S-Nitrosothiols
Accepted manuscript   Open access   Peer reviewed

Reductive Ligation Mediated One-Step Disulfide Formation of S-Nitrosothiols

Jiming Zhang, Sheng Li, Dehui Zhang, Hua Wang, A. Richard Whorton and Ming Xian
Organic letters, Vol.12(18), pp.4208-4211
09/17/2010
Handle:
https://hdl.handle.net/2376/109676
PMCID: PMC2943486
PMID: 20731371
pdf
nihms231293365.56 kBDownloadView
Open Access
url
https://doi.org/10.1021/ol101863sView
Published (Version of record) Open

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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