Evidence for the combined participation of a C10 and a C15 precursor in the biosynthesis of moenocinol, the lipid part of the moenomycin antibiotics.
Upon feeding of [2-(13)C,4-(2)H]-1-deoxy-D-xylulose to Streptomyces ghanaensis, the deuterium label was retained exclusively at positions C-7 and C-17 in the moenocinol part of the moenomycin antibiotics. This result vindicates the hypothesis that the C(25) structure of moenocinol is assembled from a C(10) and a C(15) precursor, each of which requires for its formation the involvement of a dimethylallyl diphosphate starter unit.
Neundorf
Ines
I
Fakultät für Chemie und Mineralogie, Universität Leipzig, Johannisallee 29, 04103 Leipzig, Germany.
Köhler
Christian
C
Hennig
Lothar
L
Findeisen
Matthias
M
Arigoni
Duilio
D
Welzel
Peter
P
D000900:Anti-Bacterial Agents / Q000096:biosynthesis* / Q000737:chemistry; D045782:Hemiterpenes / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D009844:Oligosaccharides / Q000096:biosynthesis* / Q000737:chemistry; D009943:Organophosphorus Compounds / Q000737:chemistry; D013302:Streptomyces / Q000378:metabolism*; D013729:Terpenes / Q000097:blood* / Q000737:chemistry; D014996:Xylulose / Q000031:analogs & derivatives* / Q000378:metabolism
D000900:Anti-Bacterial Agents; D045782:Hemiterpenes; D009844:Oligosaccharides; D009943:Organophosphorus Compounds; D013729:Terpenes; C483823:moenocinol; C004809:isopentenyl pyrophosphate; C043060:3,3-dimethylallyl pyrophosphate; D014996:Xylulose; C029724:1-deoxy-2-pentulose; C419802:moenomycin