Biosynthesis of methanofuran in Methanobacterium thermoautotrophicum.
The 13C NMR signals of methanofuran were assigned by two-dimensional 1H and 13C NMR experiments. On this basis, the incorporation of 13C-labeled acetate and pyruvate into methanofuran by growing cells of Methanobacterium thermoautotrophicum was analyzed by one- and two-dimensional 13C NMR experiments. The data were analyzed by a retrobiosynthetic approach based on a comparison of labeling patterns in a variety of metabolites. The data show that the furan ring is formed by condensation of two molecules from the pyruvate/triose pool. The tetracarbocylic acid moiety is assembled from ketoglutarate, two molecules of acetyl CoA, and one molecule of carbon dioxide.
Eisenreich
W
W
lehrstuhl für Organische Chemie und Biochemie, Technische Universität München, Garching, Federal Republic of Germany.
Bacher
A
A
D002247:Carbon Isotopes; D002851:Chromatography, High Pressure Liquid; D005663:Furans / Q000737:chemistry / Q000302:isolation & purification / Q000378:metabolism*; D009682:Magnetic Resonance Spectroscopy / Q000379:methods; D017014:Methanobacterium / Q000378:metabolism*; D008968:Molecular Conformation; D015394:Molecular Structure; D014316:Tritium
D002247:Carbon Isotopes; D005663:Furans; D014316:Tritium; C044289:carbon dioxide reduction factor