Biosynthesis of tylosin: Oxidations of 5-O-mycaminosylprtylonolide at C-20 and C-23 with a cell-free extract from Streptomycesfradiae |
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Authors: | Satoshi ōmura Haruo Tanaka Masaru Tsukui |
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Institution: | 1. School of Pharmaceutical Sciences, Kitasato University Minato-ku, Tokyo 108, Japan;2. The Kitasato Institute, Minato-ku, Tokyo 108, Japan |
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Abstract: | The enzymatic conversion of various tylosin precursors was carried out using a cell-free system of the tylosin producer to determine the order and intermediates of oxidations of the 16-membered branched lactone ring at C-20 and C-23 in the biosynthesis of tylosin. It was found that the order of the oxidation of the lactone is: (1) hydroxylation of 5--mycaminosylprotylonolide at C-20, (2) oxidation of C-20 hydroxymethyl to formyl, (3) hydroxylation at C-23 to give 5--mycaminosyltylonolide. The formation of 23-hydroxy-5--mycaminosylprotylonolide from 5--mycaminosylprotylonolide was not observed. |
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Keywords: | PTL protylonolide MPTL MTL |
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