Biosynthesis of the antitumor antibiotic CC-1065 by Streptomyces zelensis.
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-1, to all three subunits of CC-1065. The S-CH3 group of methionine probably contributes four C-1 units to CC-1065 of which one is incorporated with considerable loss of tritium, most probably into the cyclopropane ring of subunit A.
D000903:Antibiotics, Antineoplastic / Q000096:biosynthesis*; D004295:Dihydroxyphenylalanine / Q000378:metabolism; D000080890:Duocarmycins; D007211:Indoles; D007933:Leucomycins / Q000096:biosynthesis*; D008715:Methionine / Q000378:metabolism; D012694:Serine / Q000378:metabolism; D013302:Streptomyces / Q000378:metabolism*; D014443:Tyrosine / Q000378:metabolism
D000903:Antibiotics, Antineoplastic; D000080890:Duocarmycins; D007211:Indoles; D007933:Leucomycins; D014443:Tyrosine; D012694:Serine; D004295:Dihydroxyphenylalanine; C018782:CC 1065; D008715:Methionine