title: Obviation of hydrogen fluoride in Boc chemistry solid phase peptide synthesis of peptide-αthioesters.
abstract: Under suitable conditions, trifluoromethanesulfonic acid performs comparably to hydrogen fluoride for the on-resin global deprotection of peptides prepared by Boc chemistry solid phase peptide synthesis (SPPS). Obviation of hydrogen fluoride in Boc chemistry SPPS enables the straightforward synthesis of peptide-αthioesters for use in native chemical ligation.
authors.affiliation: Department of Chemistry, University of Chicago, Chicago, IL 60637, USA. skent@uchicago.edu.
authors.forename: Zachary P
authors.initials: ZP
authors.lastname: Gates
authors.affiliation: Department of Chemistry, University of Chicago, Chicago, IL 60637, USA. skent@uchicago.edu.
authors.forename: Balamurugan
authors.initials: B
authors.lastname: Dhayalan
authors.affiliation: Department of Chemistry, University of Chicago, Chicago, IL 60637, USA. skent@uchicago.edu.
authors.forename: Stephen B H
authors.initials: SB
authors.lastname: Kent
mesh_terms: D000595:Amino Acid Sequence; D004952:Esters / Q000737:chemistry*; D006858:Hydrofluoric Acid / Q000737:chemistry*; D010455:Peptides / Q000138:chemical synthesis* / Q000737:chemistry*; D060327:Solid-Phase Synthesis Techniques
chemical_list: D004952:Esters; D010455:Peptides; D006858:Hydrofluoric Acid