title: Enantiotracin.
abstract: The enantiomer of the antibiotic bacitracin A was prepared by solid-phase total synthesis. ent-Bacitracin A was found to be equally potent to the natural enantiomer in in vitro susceptibility assays. This supports the notion that bacitracin exerts its antibacterial effects through interaction with bactoprenylpyrophosphate, an achiral ligand.
authors.affiliation: Department of Chemistry, Stanford University, 94305-5080, Stanford, CA, USA.
authors.forename: Patrick G
authors.initials: PG
authors.lastname: McDougal
authors.forename: John H
authors.initials: JH
authors.lastname: Griffin
mesh_terms: D000900:Anti-Bacterial Agents / Q000737:chemistry / Q000494:pharmacology*; D001414:Bacitracin / Q000737:chemistry / Q000494:pharmacology*; D002851:Chromatography, High Pressure Liquid; D008024:Ligands; D008826:Microbial Sensitivity Tests; D016982:Micrococcus luteus / Q000187:drug effects; D011106:Polyisoprenyl Phosphates / Q000737:chemistry; D021241:Spectrometry, Mass, Electrospray Ionization; D013211:Staphylococcus aureus / Q000187:drug effects; D013212:Staphylococcus epidermidis / Q000187:drug effects; D013237:Stereoisomerism
chemical_list: D000900:Anti-Bacterial Agents; D008024:Ligands; D011106:Polyisoprenyl Phosphates; D001414:Bacitracin; C000119:bactoprenylpyrophosphate; C026461:bacitracin A