MICROBIAL TRANSFORMATION OF A23187, A DIVALENT-CATION IONOPHORE ANTIBIOTIC

MICROBIAL TRANSFORMATION OF A23187, A DIVALENT-CATION IONOPHORE ANTIBIOTIC
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DOI:
10.1128/aac.16.6.808
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发表时间:
1979-01-01
影响因子:
4.9
通讯作者:
FARHNER, L
FARHNER, L
中科院分区:
医学2区
文献类型:
--
作者:
ABBOTT, BJ;FUKUDA, DS;FARHNER, L

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A23187是一种离子载体抗生素,与二价阳离子如Mn2+和Ca2+形成二聚体复合物。随机选取200多种土壤微生物,用A23187进行培养。这些培养物都不能转化这种化合物。相比之下,许多微生物能够修饰A23187的甲酯。从一种培养物黄treusis Streptomyces分离得到转化产物,鉴定为16-羟基- n -去甲基A23187甲酯、16-羟基-A23187甲酯和n -去甲基A23187甲酯。这些酯衍生物缺乏酸的大多数电离体性质,不能轻易地与二价阳离子形成二聚体配合物。然而,它们可以通过乙醇KOH的温和处理水解成具有良好电离体活性的酸。酯底物与水解过程的结合使用是目前已知的微生物生产A23187衍生物的唯一方法。
A23187 is an ionophore antibiotic that forms dimeric complexes with divalent cations such an Mn2+ and Ca2+. Over 200 randomly selected soil microorganisms were incubated with A23187. None of these cultures was capable of transforming this compound. In contrast, many microorganisms were able to modify the methyl ester of A23187. The transformation products produced by one culture, Streptomyces chartreusis, were isolated and identified as 16-hydroxy-N-demethyl A23187 methyl ester, 16-hydroxy-A23187 methyl ester, and N-demethyl A23187 methyl ester. These ester derivatives lack most of the ionophore properties of the acids and cannot readily form dimeric complexes with divalent cations. However, they could be hydrolyzed by a mild treatment with ethanolic KOH to free acids that possess good ionophore activity. The use of the ester substrate in conjunction with the hydrolysis procedure is, at the present time, the only known method for microbiologically producing A23187 derivatives.