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Literature DB >> 19715315

Facile formation of dehydroalanine from S-nitrosocysteines.

Abstract

A reductive elimination of S-nitrosocysteines using phosphine substrates has been developed. This reaction converts unstable S-nitrosocysteines to dehydroalanine derivatives under very mild conditions. It can potentially be applied for the detection of protein S-nitrosation.

Entities: Chemical

Mesh：

Substances：

Year: 2009 PMID： 19715315 DOI： 10.1021/ja905558w

Source DB: PubMed Journal: J Am Chem Soc ISSN： 0002-7863 Impact factor: 15.419

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Cited

20 in total

1. Facile amide formation via S-nitrosothioacids.

Authors: Jia Pan; Nelmi O Devarie-Baez; Ming Xian
Journal: Org Lett Date: 2011-01-27 Impact factor: 6.005

Review 2. Chemical methods to detect S-nitrosation.

Authors: Hua Wang; Ming Xian
Journal: Curr Opin Chem Biol Date: 2010-10-29 Impact factor: 8.822

3. A reductive ligation based fluorescent probe for S-nitrosothiols.

Authors: Di Zhang; Wei Chen; Zhengrui Miao; Yong Ye; Yufen Zhao; S Bruce King; Ming Xian
Journal: Chem Commun (Camb) Date: 2014-05-14 Impact factor: 6.222

Review 4. Strategies and tools to explore protein S-nitrosylation.

Authors: Karthik Raju; Paschalis-Thomas Doulias; Margarita Tenopoulou; Jennifer L Greene; Harry Ischiropoulos
Journal: Biochim Biophys Acta Date: 2011-05-30

5. Conversion of S-phenylsulfonylcysteine residues to mixed disulfides at pH 4.0: utility in protein thiol blocking and in protein-S-nitrosothiol detection.

Authors: B D Reeves; N Joshi; G C Campanello; J K Hilmer; L Chetia; J A Vance; J N Reinschmidt; C G Miller; D P Giedroc; E A Dratz; D J Singel; P A Grieco
Journal: Org Biomol Chem Date: 2014-07-02 Impact factor: 3.876

Facile formation of dehydroalanine from S-nitrosocysteines.

1. Facile amide formation via S-nitrosothioacids.

Review 2. Chemical methods to detect S-nitrosation.

3. A reductive ligation based fluorescent probe for S-nitrosothiols.

Review 4. Strategies and tools to explore protein S-nitrosylation.

5. Conversion of S-phenylsulfonylcysteine residues to mixed disulfides at pH 4.0: utility in protein thiol blocking and in protein-S-nitrosothiol detection.

Review 6. Methodologies for the characterization, identification and quantification of S-nitrosylated proteins.

7. Identification of protein nitrosothiols using phosphine-mediated selective reduction.

8. Water-soluble triarylphosphines as biomarkers for protein S-nitrosation.

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

10. Rational Design of a Dual-Reactivity-Based Fluorescent Probe for Visualizing Intracellular HSNO.