One-pot thioether formation from S-nitrosothiols

Dehui Zhang; Nelmi O Devarie-Baez; Jia Pan; Hua Wang; Ming Xian

doi:10.1021/ol102491n

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One-pot thioether formation from S-nitrosothiols

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One-pot thioether formation from S-nitrosothiols

Dehui Zhang, Nelmi O Devarie-Baez, Jia Pan, Hua Wang and Ming Xian

Organic letters, Vol.12(24), pp.5674-5676

12/17/2010

DOI: https://doi.org/10.1021/ol102491n

Handle:

https://hdl.handle.net/2376/109626

PMCID: PMC3074955

PMID: 21080645

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Abstract

Sulfides - chemical synthesis

Molecular Structure

Disulfides - chemistry

S-Nitrosothiols - chemistry

Allyl Compounds - chemistry

Protein S-nitrosation is an important post-translational modification. However, the detection of S-nitrosation is still problematic because S-nitrosation products, that is, S-nitrosothiols, are unstable species. Here a new reaction which can selectively convert unstable S-nitrosothiols to stable thioethers in one-pot under very mild conditions is reported. This reaction has the potential to be applied in the detection of protein S-nitrosation.

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Title: One-pot thioether formation from S-nitrosothiols
Creators: Dehui Zhang - Department of Chemistry, Washington State University, Pullman, Washington 99164, USA
Nelmi O Devarie-Baez
Jia Pan
Hua Wang
Ming Xian
Publication Details: Organic letters, Vol.12(24), pp.5674-5676
Academic Unit: Department of Chemistry
Publisher: Amer Chemical Soc; United States
Number of pages: 3
Grant note: R01 GM088226 / NIGMS NIH HHS R01 GM088226-01A1 / NIGMS NIH HHS R01GM088226 / NIGMS NIH HHS
Identifiers: 99900547034601842
Language: English
Resource Type: Accepted manuscript