Studies on cochleamycins, novel antitumor antibiotics. III. Biosyntheses of cochleamycins: incorporation of 13C- and 2H-labeled compounds into cochleamycins.
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.
Shindo
K
K
Pharmaceutical Research Laboratory, Kirin Brewery Co., Ltd., Gunma, Japan.
Sakakibara
M
M
Kawai
H
H
Seto
H
H
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
D000903:Antibiotics, Antineoplastic; D002247:Carbon Isotopes; D003517:Cyclopentanes; D007783:Lactones; C099300:cochleamycin A; C099301:cochleamycin A2; C099302:cochleamycin B; C099303:cochleamycin B2; D003903:Deuterium