Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Bioconversion and Biosynthesis of 16-Membered Macrolide Antibiotics. XXII. Biosynthesis of Tylosin after Protylonolide Formation
大村 智定金 典明松原 肇
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キーワード: bioconversion
ジャーナル フリー

1982 年 30 巻 1 号 p. 223-229

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In order to clarify the later stages of tylosin biosynthesis, the biotransformation of tylosin-related compounds to tylosin was examined in a tylosin-producing strain, Streptomyces fradiae KA-427, with the aid of cerulenin, which is an inhibitor of fatty acid and polyketide biosynthesis. Protylonolide (9), 5-O-mycaminosylprotylonolide (11), deepoxycirramycin A1 (12), 20-deoxy-5-O-mycaminosylrelonolide (13), 5-O-mycaminosyltylonolide (3) and demycarosyltylosin (2) were bioconverted to tylosin. However, 23-hydroxyprotylonolide (10), 20-deoxydemycarosylrelomycin (14) and 20-deoxy-23-O-mycinosylrelonolide (16) were bioconverted not to tylosin, but to 20-deoxyrelomycin (15). Thus, the biosynthetic pathway via compounds 11 and 3 is proposed.
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© The Pharmaceutical Society of Japan
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