title: Pyrazine-derived disulfide-reducing agent for chemical biology.
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.
authors.affiliation: Department of Chemistry, University of Wisconsin-Madison, 1101 University Avenue, Madison, WI 53706-1322, USA. rtraines@wisc.edu.
authors.forename: John C
authors.initials: JC
authors.lastname: Lukesh
authors.forename: Kelly K
authors.initials: KK
authors.lastname: Wallin
authors.forename: Ronald T
authors.initials: RT
authors.lastname: Raines
mesh_terms: D001695:Biology; D004220:Disulfides / Q000737:chemistry*; D011719:Pyrazines / Q000138:chemical synthesis / Q000737:chemistry*; D019163:Reducing Agents / Q000138:chemical synthesis / Q000737:chemistry*; D013438:Sulfhydryl Compounds / Q000138:chemical synthesis / Q000737:chemistry*
chemical_list: C000600712:2,3-bis(mercaptomethyl)pyrazine; D004220:Disulfides; D011719:Pyrazines; D019163:Reducing Agents; D013438:Sulfhydryl Compounds