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脱氢表雄酮及相关化合物的微生物氧化作用。

Microbial oxidation of dehydroepiandrosterone and related compounds.

作者信息

Iida M, Matsuhashi K, Nakayama T

出版信息

Z Allg Mikrobiol. 1975;15(3):181-7. doi: 10.1002/jobm.3630150306.

DOI:10.1002/jobm.3630150306

Abstract

The oxidation of dehydroepiandrosterone (DHEA), 4-androstene-3, 17-dione, and estrone with Streptomyces roseochromogenes NRRL B-1233 was studied. The oxidation products were isolated and identified as as 16alpha-hydroxy-DHEA, 16alpha-hydroxy-4-androstene-3,17-dione and 16alpha-hydroxyestrone. The yields of these three products were 85%, 41% and 18%, respectively. This indicates the substrate stereospecificity of 16alpha-hydroxylase of the organism. An interrelationship between cell growth and the formation of 16alpha-hydroxylated steroid was observed in any case. For formation of 16alpha-hydroxy-DHEA, 16alpha-hydroxylase showed good activity at DHEA concentration of 3.47 x 10(-4)M. In the case of DHEA, 16alpha-hydroxy-4-androstene-3,17-dione and 5-androstene-3beta, 16alpha, 17beta-triol were obtained after the yield of 16alpha-hydroxy-DHEA reached the maximum yield for about 30 hr. The oxidation pathway of DHEA is discussed.

摘要

研究了用玫瑰色链霉菌NRRL B - 1233对脱氢表雄酮（DHEA）、4 - 雄烯 - 3,17 - 二酮和雌酮进行氧化反应。分离出氧化产物并鉴定为16α - 羟基 - DHEA、16α - 羟基 - 4 - 雄烯 - 3,17 - 二酮和16α - 羟基雌酮。这三种产物的产率分别为85%、41%和18%。这表明该生物体的16α - 羟化酶具有底物立体特异性。在任何情况下都观察到细胞生长与16α - 羟基化甾体形成之间的相互关系。对于16α - 羟基 - DHEA的形成，16α - 羟化酶在DHEA浓度为3.47×10⁻⁴M时表现出良好的活性。在DHEA的情况下，在16α - 羟基 - DHEA的产率达到最大产率约30小时后，得到了16α - 羟基 - 4 - 雄烯 - 3,17 - 二酮和5 - 雄烯 - 3β,16α,17β - 三醇。讨论了DHEA的氧化途径。