TY - JOUR
T1 - Biosynthesis of the antitumor antibiotic CC-1065 by streptomyces zelensis
AU - Hurley, Laurence H.
AU - Rokem, J. Stefan
PY - 1983/1
Y1 - 1983/1
N2 - The biosynthesis of the antitumor antibiotic, CC-1065, has been investigated by radioactive isotope techniques, in combination with chemical degradation of CC-1065. Tyrosine, dopa, serine and methionine (S-CH3 group) have been shown to be precursors of CC-1065. Tyrosine is proposed to be a precursor of all three benzodipyrrole subunits, while dopa is only apparently incorporated into subunits B and C. Serine is postulated to contribute three 2C units, with loss of C-l, to all three subunits of CC-1065. The S-CH3 group of methionine probably contributes four C-l units to CC-1065 of which one is incorporated with considerable loss of tritium, most probably into the cyclopropane ring of subunit A.
AB - The biosynthesis of the antitumor antibiotic, CC-1065, has been investigated by radioactive isotope techniques, in combination with chemical degradation of CC-1065. Tyrosine, dopa, serine and methionine (S-CH3 group) have been shown to be precursors of CC-1065. Tyrosine is proposed to be a precursor of all three benzodipyrrole subunits, while dopa is only apparently incorporated into subunits B and C. Serine is postulated to contribute three 2C units, with loss of C-l, to all three subunits of CC-1065. The S-CH3 group of methionine probably contributes four C-l units to CC-1065 of which one is incorporated with considerable loss of tritium, most probably into the cyclopropane ring of subunit A.
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U2 - 10.7164/antibiotics.36.383
DO - 10.7164/antibiotics.36.383
M3 - Article
C2 - 6406412
AN - SCOPUS:0020574431
SN - 0021-8820
VL - 36
SP - 383
EP - 390
JO - The Journal of Antibiotics
JF - The Journal of Antibiotics
IS - 4
ER -