Incorporation of acetate, propionate, and methionine into rapamycin by Streptomyces hygroscopicus.
Labelling experiments with 13C-labelled precursors demonstrated that the majority of the macrolide ring of rapamycin is formed from six acetate and seven propionate units. A two-carbon unit in the ring was not labelled by acetate, propionate, glycine, or methionine. Methionine and glycine did, however, label the three methoxy groups of rapamycin to a high degree. Results from the incorporation experiments demonstrated that there were errors in the published 13C-nmr spectral assignments for rapamycin; these have now been corrected.
Paiva
N L
NL
Department of Biology, Massachusetts Institute of Technology, Cambridge 02139.
Demain
A L
AL
Roberts
M F
MF
D000085:Acetates / Q000378:metabolism*; D000935:Antifungal Agents / Q000737:chemistry / Q000378:metabolism*; D002244:Carbon / Q000378:metabolism; D002851:Chromatography, High Pressure Liquid; D005998:Glycine / Q000378:metabolism; D006863:Hydrogen-Ion Concentration; D009682:Magnetic Resonance Spectroscopy; D008715:Methionine / Q000378:metabolism*; D015394:Molecular Structure; D011090:Polyenes / Q000737:chemistry / Q000302:isolation & purification / Q000378:metabolism*; D011422:Propionates / Q000378:metabolism*; D020123:Sirolimus; D013302:Streptomyces / Q000378:metabolism*
D000085:Acetates; D000935:Antifungal Agents; D011090:Polyenes; D011422:Propionates; D002244:Carbon; D008715:Methionine; D005998:Glycine; D020123:Sirolimus