title: Macrolactonization of peptide thioesters catalyzed by imidazole and its application in the synthesis of kahalalide B and analogues.
abstract: The macrolactonization of peptide thioester to yield cyclic depsipeptides was developed using imidazole as a catalyst. This strategy was applied to the synthesis of kahalalide B and its analogues.
authors.affiliation: Torrey Pines Institute for Molecular Studies, 11350 SW Village Parkway, Port St. Lucie, Florida 34987, USA.
authors.forename: Yangmei
authors.initials: Y
authors.lastname: Li
authors.forename: Marc
authors.initials: M
authors.lastname: Giulionatti
authors.forename: Richard A
authors.initials: RA
authors.lastname: Houghten
mesh_terms: D002384:Catalysis; D047630:Depsipeptides / Q000138:chemical synthesis* / Q000737:chemistry; D007093:Imidazoles / Q000737:chemistry*; D007783:Lactones / Q000737:chemistry*; D015394:Molecular Structure; D010456:Peptides, Cyclic / Q000138:chemical synthesis* / Q000737:chemistry; D013438:Sulfhydryl Compounds / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D047630:Depsipeptides; D007093:Imidazoles; D007783:Lactones; D010456:Peptides, Cyclic; D013438:Sulfhydryl Compounds; C551385:kahalalide B; C029899:imidazole