Biosynthesis of elsamicin A, a novel antitumor antibiotic.
The 1H noise-decoupled 13C-nmr spectrum of elsamicin A [1] prepared from the cultures of an unknown actinomycete species (ATCC 39417) supplemented with [1-13C]acetate and [2-13C]acetate showed enrichment of all 19-carbons in the aglycone. In addition, L-[methyl-13C]methionine- and D-[1-13C]glucose-supplemented cultures enriched the carbons of the two methyl groups on the disaccharide moiety and the C-1 carbons of the disaccharide, respectively. The results demonstrated that the aglycone of elsamicin A is derived entirely from acetate and the disaccharide portion is biosynthesized from two units of glucose and methionine.
Lam
K S
KS
Bristol-Myers Company, Pharmaceutical Research and Development Division, Wallingford, Connecticut 06492.
Veitch
J A
JA
Forenza
S
S
Combs
C M
CM
Colson
K L
KL
D000192:Actinomycetales / Q000254:growth & development / Q000378:metabolism; D000617:Aminoglycosides; D000900:Anti-Bacterial Agents / Q000096:biosynthesis* / Q000302:isolation & purification; D000903:Antibiotics, Antineoplastic / Q000096:biosynthesis*; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure
D000617:Aminoglycosides; D000900:Anti-Bacterial Agents; D000903:Antibiotics, Antineoplastic; C049904:elsamicin A