title: Nalpha-2-mercaptobenzylamine-assisted chemical ligation.
abstract: [reaction: see text] The selective formation of an amide bond in the presence of unprotected functional groups is a challenging problem of peptide chemistry. A 2-mercaptobenzyl group tethered at the N-terminus of model peptides was observed to facilitate amide bond formation when a peptide thioester was added under mild aqueous conditions.
authors.affiliation: Department of Cell Biology, The Skaggs Institute for Chemical Biology, La Jolla, California 92037, USA.
authors.forename: J
authors.initials: J
authors.lastname: Offer
authors.forename: P E
authors.initials: PE
authors.lastname: Dawson
mesh_terms: D002851:Chromatography, High Pressure Liquid; D003545:Cysteine / Q000737:chemistry; D007700:Kinetics; D010455:Peptides / Q000138:chemical synthesis*; D013438:Sulfhydryl Compounds / Q000138:chemical synthesis*
chemical_list: D010455:Peptides; D013438:Sulfhydryl Compounds; D003545:Cysteine