title: Synthesis of the AviMeCys-containing D-ring of mersacidin.
abstract: A chemical synthesis of the D-ring of mersacidin is reported. The synthetic route relied upon development of a method for late-stage introduction of an unusual S-[(Z)-2-aminovinyl]-(3S)-3-methyl-D-cysteine (AviMeCys) functional group via an oxidative decarbonylation/decarboxylation reaction.
authors.affiliation: Department of Chemistry, Indiana University, 800 East Kirkwood Avenue, Bloomington, Indiana 47405-7102, USA.
authors.forename: Angela K
authors.initials: AK
authors.lastname: Carrillo
authors.forename: Michael S
authors.initials: MS
authors.lastname: VanNieuwenhze
mesh_terms: D001430:Bacteriocins / Q000138:chemical synthesis*; D003545:Cysteine / Q000031:analogs & derivatives* / Q000737:chemistry; D015394:Molecular Structure; D010084:Oxidation-Reduction; D010455:Peptides / Q000138:chemical synthesis*; D050050:Protein Carbonylation
chemical_list: D001430:Bacteriocins; D010455:Peptides; C572036:S-((Z)-2-aminovinyl)-(3S)-3-methyl-D-cysteine; C069959:mersacidin; D003545:Cysteine