title: Total synthesis of microcin B17 via a fragment condensation approach.
abstract: The total synthesis of the 43 amino acid antibacterial peptide Microcin B17 (MccB17) is described. The natural product was synthesized via a convergent approach from a heterocycle-derived peptide and peptide thioester fragments prepared via Fmoc-strategy solid phase peptide synthesis (SPPS). Final assembly was achieved in an efficient manner using two Ag(I)-assisted peptide ligation reactions to afford MccB17 in excellent overall yield.
authors.affiliation: School of Chemistry, The University of Sydney, NSW 2006, Australia.
authors.forename: Robert E
authors.initials: RE
authors.lastname: Thompson
authors.forename: Katrina A
authors.initials: KA
authors.lastname: Jolliffe
authors.forename: Richard J
authors.initials: RJ
authors.lastname: Payne
mesh_terms: D000595:Amino Acid Sequence; D000596:Amino Acids / Q000737:chemistry*; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D001430:Bacteriocins / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D029968:Escherichia coli Proteins / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D015394:Molecular Structure; D010455:Peptides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D012834:Silver / Q000737:chemistry
chemical_list: D000596:Amino Acids; D000900:Anti-Bacterial Agents; D001430:Bacteriocins; D029968:Escherichia coli Proteins; D010455:Peptides; C020411:microcin; D012834:Silver