title: Rapid formal hydrolysis of peptide-αthioesters.
abstract: In the presence of 2-mercaptoethanol peptide-(α)thioesters undergo smooth conversion to their corresponding peptide-(α)carboxylates. This general and operationally simple reaction extends the utility of a promising new strategy for cleaving resin-bound Boc/benzyl-protected peptides without the use of hydrogen fluoride.
authors.affiliation: Department of Chemistry, University of Chicago, IL 60637, USA.
authors.forename: Zachary P
authors.initials: ZP
authors.lastname: Gates
authors.forename: Jules R
authors.initials: JR
authors.lastname: Stephan
authors.forename: Dong Jun
authors.initials: DJ
authors.lastname: Lee
authors.forename: Stephen B H
authors.initials: SB
authors.lastname: Kent
mesh_terms: D000595:Amino Acid Sequence; D002264:Carboxylic Acids / Q000737:chemistry*; D004952:Esters / Q000737:chemistry; D006868:Hydrolysis; D008623:Mercaptoethanol / Q000737:chemistry*; D008969:Molecular Sequence Data; D010455:Peptides / Q000737:chemistry*; D013438:Sulfhydryl Compounds / Q000737:chemistry*
chemical_list: D002264:Carboxylic Acids; D004952:Esters; D010455:Peptides; D013438:Sulfhydryl Compounds; D008623:Mercaptoethanol