Macrolactonization of peptide thioesters catalyzed by imidazole and its application in the synthesis of kahalalide B and analogues.
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.
Li
Yangmei
Y
Torrey Pines Institute for Molecular Studies, 11350 SW Village Parkway, Port St. Lucie, Florida 34987, USA.
Giulionatti
Marc
M
Houghten
Richard A
RA
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
D047630:Depsipeptides; D007093:Imidazoles; D007783:Lactones; D010456:Peptides, Cyclic; D013438:Sulfhydryl Compounds; C551385:kahalalide B; C029899:imidazole