Biosynthetic studies on a myxobacterial antibiotic, cystothiazole A: biosynthetic precursors of the carbon skeleton.
Biosynthetic studies on cystothiazole A (1), a beta-methoxyacrylate-type antifungal compound from a myxobacterium, were performed by feeding the producing organism, Cystobacter fuscus, with stable-isotope-labeled compounds including [2-(13)C]acetate, [1,2-(13)C2]acetate, [1-(13)C]propionate, L-[1-(13)C]serine, L-[methyl-(13)C]methionine, and DL-valine-d8. The polyketide moiety of 1 was found to be derived from acetate and propionate, the bithiazole moiety from L-serine, the O-methyl groups from the S-methyl group of L-methionine, and the isopropyl moiety from L-valine, which should be the metabolic precursor of isobutyryl-CoA.
Suzuki
Yoshihiro
Y
Graduate School of Bioagricultural Sciences, Nagoya University, Chikusa-ku, Nagoya 464-8601, Japan.
Sakagami
Youji
Y
Ojika
Makoto
M
D002247:Carbon Isotopes; D009097:Multienzyme Complexes / Q000378:metabolism; D009231:Myxococcales / Q000378:metabolism*; D019906:Nuclear Magnetic Resonance, Biomolecular; D016339:Spectrometry, Mass, Fast Atom Bombardment; D013844:Thiazoles / Q000737:chemistry / Q000378:metabolism*
D002247:Carbon Isotopes; D009097:Multienzyme Complexes; D013844:Thiazoles; C112182:cystothiazole A