title: Synthesis of β-Thiol Phenylalanine for Applications in One-Pot Ligation-Desulfurization Chemistry.
abstract: The efficient synthesis of a β-thiol phenylalanine derivative is described starting from Garner's aldehyde. The utility of this amino acid in peptide ligation-desulfurization chemistry is described, including the trifluoroethanethiol (TFET)-promoted one-pot assembly of the 62 residue peptide hormone augurin.
authors: School of Chemistry, The University of Sydney, New South Wales, 2006, Australia.
authors: Lara R
authors: LR
authors: Malins
authors: School of Chemistry, The University of Sydney, New South Wales, 2006, Australia.
authors: Andrew M
authors: AM
authors: Giltrap
authors: School of Chemistry, The University of Sydney, New South Wales, 2006, Australia.
authors: Luke J
authors: LJ
authors: Dowman
authors: School of Chemistry, The University of Sydney, New South Wales, 2006, Australia.
authors: Richard J
authors: RJ
authors: Payne
mesh_terms: D000447:Aldehydes / Q000737:chemistry; D008026:Ligation; D015394:Molecular Structure; D009363:Neoplasm Proteins / Q000737:chemistry; D036361:Peptide Hormones / Q000737:chemistry; D010455:Peptides / Q000737:chemistry; D010649:Phenylalanine / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000737:chemistry; D013438:Sulfhydryl Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D014270:Trifluoroethanol / Q000031:analogs & derivatives / Q000737:chemistry; D025521:Tumor Suppressor Proteins
chemical_list: C000597631:2,2,2-trifluoroethanethiol; D000447:Aldehydes; C476999:ECRG4 protein, human; D009363:Neoplasm Proteins; D036361:Peptide Hormones; D010455:Peptides; D013438:Sulfhydryl Compounds; D025521:Tumor Suppressor Proteins; D010649:Phenylalanine; D014270:Trifluoroethanol