title: Studies on cochleamycins, novel antitumor antibiotics. III. Biosyntheses of cochleamycins: incorporation of 13C- and 2H-labeled compounds into cochleamycins.
abstract: Biosynthetic studies using 13C- and 2H-labeled compounds revealed that the carbon skeletons of cochleamycins A and B were derived from eight acetic acid units and one propionic acid unit with the introduction of an acetoxy group at C-10, which was replaced by an isobutyryl residue derived from valine in cochleamycins A2 and B2.
authors.affiliation: Pharmaceutical Research Laboratory, Kirin Brewery Co., Ltd., Gunma, Japan.
authors.forename: K
authors.initials: K
authors.lastname: Shindo
authors.forename: M
authors.initials: M
authors.lastname: Sakakibara
authors.forename: H
authors.initials: H
authors.lastname: Kawai
authors.forename: H
authors.initials: H
authors.lastname: Seto
mesh_terms: D000903:Antibiotics, Antineoplastic / Q000096:biosynthesis* / Q000737:chemistry; D002247:Carbon Isotopes; D003517:Cyclopentanes / Q000737:chemistry / Q000378:metabolism; D003903:Deuterium; D007783:Lactones / Q000737:chemistry / Q000378:metabolism; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D015394:Molecular Structure; D013237:Stereoisomerism; D013302:Streptomyces / Q000378:metabolism
chemical_list: D000903:Antibiotics, Antineoplastic; D002247:Carbon Isotopes; D003517:Cyclopentanes; D007783:Lactones; C099300:cochleamycin A; C099301:cochleamycin A2; C099302:cochleamycin B; C099303:cochleamycin B2; D003903:Deuterium