title: Fmoc-based synthesis of peptide thioesters for native chemical ligation employing a tert-butyl thiol linker.
abstract: tert-Butyl thioesters display an astonishing stability toward secondary amines in basic milieu, in contrast to other alkyl and aryl thioesters. Exploiting this enhanced stability, peptide thioesters were synthesized in a direct manner, applying a tert-butyl thiol linker for Fmoc-based solid-phase peptide synthesis.
authors.affiliation: Leibniz Institute of Molecular Pharmacology (FMP), 13125, Germany.
authors.forename: Richard
authors.initials: R
authors.lastname: Raz
authors.forename: Jörg
authors.initials: J
authors.lastname: Rademann
mesh_terms: D004952:Esters / Q000138:chemical synthesis*; D015394:Molecular Structure; D010455:Peptides / Q000737:chemistry*; D013438:Sulfhydryl Compounds / Q000737:chemistry*
chemical_list: D004952:Esters; D010455:Peptides; D013438:Sulfhydryl Compounds; C061330:tert-butylthiol