3-Amino-5-hydroxybenzoic acid in antibiotic biosynthesis. VI. Directed biosynthesis studies with ansamycin antibiotics.

3-Amino-5-hydroxybenzoic acid in antibiotic biosynthesis. VI. Directed biosynthesis studies with ansamycin antibiotics.
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抗生素生物合成中的 3-氨基-5-羟基苯甲酸。

DOI:
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发表时间:
1983
期刊:
Journal of antibiotics (Tokyo. 1968)
影响因子:
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通讯作者:
R. Rickards
R. Rickards
中科院分区:
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文献类型:
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作者:
A. Becker;A. Herlt;G. L. Hilton;J. J. Kibby;R. Rickards

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在链霉菌发酵过程中添加前体3-氨基-5-羟基苯甲酸(1)可显著提高阿卡霉素(2)的生物合成。氨基酸1的4-氯、6-氯、N-甲基和O-甲基类似物4、6、5和7的类似添加减少了阿卡霉素的产量,并且不产生结构修饰的阿萨霉素。对类似物4、5和7的这些结果表明,存在于不同阿萨霉素核内的相应的氯、N-甲基和O-甲基取代基是在生物合成阶段引入的,超出了氨基酸1的水平。
Biosynthesis of the ansamycin antibiotic actamycin (2) was markedly increased by the addition of the precursor 3-amino-5-hydroxybenzoic acid (1) to the producing Streptomyces fermentation. Similar addition of the 4-chloro, 6-chloro, N-methyl and O-methyl analogues 4, 6, 5 and 7 of the amino acid 1 reduced actamycin production and did not yield structurally modified ansamycins. These results with the analogues 4, 5 and 7 indicate that the corresponding chlorine, N-methyl and O-methyl substituents present in the nuclei of various ansamycins are introduced at biosynthetic stages beyond the level of the amino acid 1.