title: Direct Fmoc-chemistry-based solid-phase synthesis of peptidyl thioesters.
abstract: Attachment of a growing peptide chain to a glycylaminomethyl resin via a thioglycinamide bond is compatible with Fmoc-chemistry solid-phase peptide synthesis. Subsequent S-alkylation of the thioamide gives a thioimide that, on treatment with aqueous trifluoroacetic acid, releases the peptide from the resin in the form of a C-terminal thioester.
authors: Department of Chemistry, Wayne State University, 5101 Cass Avenue, Detroit, Michigan 48202, USA.
authors: Indrajeet
authors: I
authors: Sharma
authors: David
authors: D
authors: Crich
mesh_terms: D005449:Fluorenes / Q000138:chemical synthesis* / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008969:Molecular Sequence Data; D015394:Molecular Structure; D009842:Oligopeptides / Q000138:chemical synthesis* / Q000737:chemistry; D010455:Peptides / Q000138:chemical synthesis* / Q000737:chemistry; D013438:Sulfhydryl Compounds / Q000138:chemical synthesis / Q000737:chemistry; D013854:Thioamides / Q000737:chemistry*
chemical_list: C496789:9-fluorenylmethoxycarbonyl; D005449:Fluorenes; D009842:Oligopeptides; D010455:Peptides; D013438:Sulfhydryl Compounds; D013854:Thioamides