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Literature DB >> 25014913

Pyrazine-derived disulfide-reducing agent for chemical biology.

John C Lukesh¹, Kelly K Wallin, Ronald T Raines.

Abstract

For fifty years, dithiothreitol (DTT) has been the preferred reagent for the reduction of disulfide bonds in proteins and other biomolecules. Herein we report on the synthesis and characterization of 2,3-bis(mercaptomethyl)pyrazine (BMMP), a readily accessible disulfide-reducing agent with reactivity under biological conditions that is markedly superior to DTT and other known reagents.

Entities: Chemical Disease Species

Mesh：

Substances：

Year: 2014 PMID： 25014913 PMCID： PMC4237594 DOI： 10.1039/c4cc04491f

Source DB: PubMed Journal: Chem Commun (Camb) ISSN： 1359-7345 Impact factor: 6.222

19 in total

Review 1. Sulfur and selenium: the role of oxidation state in protein structure and function.

Authors: Claus Jacob; Gregory I Giles; Niroshini M Giles; Helmut Sies
Journal: Angew Chem Int Ed Engl Date: 2003-10-13 Impact factor: 15.336

2. Equilibrium and kinetic constants for the thiol-disulfide interchange reaction between glutathione and dithiothreitol.

Authors: D M Rothwarf; H A Scheraga
Journal: Proc Natl Acad Sci U S A Date: 1992-09-01 Impact factor: 11.205

3. Simple alkanethiol groups for temporary blocking of sulfhydryl groups of enzymes.

Authors: D J Smith; E T Maggio; G L Kenyon
Journal: Biochemistry Date: 1975-02-25 Impact factor: 3.162

4. Thiols and selenols as electron-relay catalysts for disulfide-bond reduction.

Authors: John C Lukesh; Brett Vanveller; Ronald T Raines
Journal: Angew Chem Int Ed Engl Date: 2013-10-10 Impact factor: 15.336

Review 5. Intermediates in the folding reactions of small proteins.

Authors: P S Kim; R L Baldwin
Journal: Annu Rev Biochem Date: 1990 Impact factor: 23.643

6. On the size of the active site in proteases. I. Papain.

Authors: I Schechter; A Berger
Journal: Biochem Biophys Res Commun Date: 1967-04-20 Impact factor: 3.575

7. Reactivity and pH dependence of thiol conjugation to N-ethylmaleimide: detection of a conformational change in chalcone isomerase.

Authors: R A Bednar
Journal: Biochemistry Date: 1990-04-17 Impact factor: 3.162

Pyrazine-derived disulfide-reducing agent for chemical biology.

Review 1. Sulfur and selenium: the role of oxidation state in protein structure and function.

2. Equilibrium and kinetic constants for the thiol-disulfide interchange reaction between glutathione and dithiothreitol.

3. Simple alkanethiol groups for temporary blocking of sulfhydryl groups of enzymes.

4. Thiols and selenols as electron-relay catalysts for disulfide-bond reduction.

Review 5. Intermediates in the folding reactions of small proteins.

6. On the size of the active site in proteases. I. Papain.

7. Reactivity and pH dependence of thiol conjugation to N-ethylmaleimide: detection of a conformational change in chalcone isomerase.

8. Rates of thiol-disulfide interchange reactions involving proteins and kinetic measurements of thiol pKa values.

9. Crystal structure of rabbit muscle creatine kinase.

10. A potent, versatile disulfide-reducing agent from aspartic acid.

1. Dithiol Based on l-Cysteine and Cysteamine as a Disulfide-Reducing Agent.