Microbial transformation of androst-4-ene-3, 17-dione by Bordetella sp B4 CGMCC 2229
Microbial transformation of androst-4-ene-3, 17-dione by Bordetella sp B4 CGMCC 2229
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DOI：
10.1002/jctb.2113
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发表时间：
2009-05-01
影响因子：
3.4
通讯作者：
Qu, Yinbo
中科院分区：
文献类型：
--
作者：
Lin, Yanliang;Song, Xin;Qu, Yinbo
背景技术背景：甾体化合物的微生物转化已引起广泛关注，特别是对化学合成困难的甾体化合物的微生物转化。本研究以Bordetella sp. B4为出发菌株，对雄甾-4-烯-3，17-二酮（AD）的微生物转化进行了研究，并考察了温度对转化的影响。经制备TLC和HPLC纯化，分别鉴定为雄甾-1，4-二烯-3，17-二酮（ADD）、9 α-羟基雄甾-4-烯-3，17-二酮（9 α-hydroxyandrost-4-ene-3，17-dione（9 α-OH-AD）和3-羟基-9，10-开环雄甾-1，3，5-三烯-9，17-二酮（3-OH-SATD）。首次报道了博德特氏菌属具有降解AD的能力。AD的微生物转化在30 ℃、37 ℃、40 ℃和45 ℃下进行。在以AD为唯一碳源的培养基中，在37 ℃下培养16 h，9 α-OH-AD产量达到最大值。令人惊讶的是，ADD是由在40摄氏度下培养的菌株产生的，而不是在37摄氏度下，这与以前的报道不同。结论：Bordetella sp. B4能快速将雄甾-4-烯-3，17-二酮转化为9 α-羟基雄甾-4-烯-3，17-二酮等代谢产物。预计菌株Bordetella sp. 84 CGMCC 2229可用于类固醇行业。(C)2009年化学工业协会
BACKGROUND: Microbial transformation of steroids has attracted widespread attention, especially the transformation of those steroids synthesized with difficulty by chemical methods. In this study, microbial transformation of androst-4-ene-3, 17-dione (AD) by Bordetella sp. B4 was investigated, and the effect of temperature on transformation was studied.RESULTS: Three metabolites were purified by preparative TLC and HPLC, and identified as androsta-1,4-diene-3,17-dione (ADD), 9 alpha-hydroxyandrost-4-ene-3,17-dione (9 alpha-OH-AD), and 3-hydroxy-9, 10-secoandrost-1, 3, 5-triene-9,17-dione (3-OH-SATD) by nuclear magnetic resonance imaging (NMR), Fourier transform infrared spectroscopy (FTIR) and mass spectroscopy (MS). It was first reported that the genus of Bordetella has the capability of AD degradation. Microbial transformation of AD was performed at 30 degrees C, 37 degrees C, 40 degrees C and 45 degrees C. The 9 alpha-OH-AD yield reached a maximum within 16 h when the strain was cultivated in media with AD as sole carbon at 37 degrees C. Surprisingly, ADD was produced by the strain cultivated at 40 degrees C but not at 37 degrees C, which was different from previous reports. It was deduced that the alcohol dehydrogenase that catalyzed the transformation of AD to ADD may be temperature sensitive.CONCLUSION: Androst-4-ene-3,17-dione was converted into 9 alpha-hydroxyandrost-4-ene-3, 17-dione and other metabolites rapidly by Bordetella sp. B4. It is anticipated that the strain Bordetella sp. 84 CGMCC 2229 can be used in the steroids industry. (C) 2009 Society of Chemical Industry