Nalpha-2-mercaptobenzylamine-assisted chemical ligation.
[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.
Offer
J
J
Department of Cell Biology, The Skaggs Institute for Chemical Biology, La Jolla, California 92037, USA.
Dawson
P E
PE
D002851:Chromatography, High Pressure Liquid; D003545:Cysteine / Q000737:chemistry; D007700:Kinetics; D010455:Peptides / Q000138:chemical synthesis*; D013438:Sulfhydryl Compounds / Q000138:chemical synthesis*
D010455:Peptides; D013438:Sulfhydryl Compounds; D003545:Cysteine