Hydroxylation of steroids by Fusarium oxysporum, Exophiala jeanselmei and Ceratocystis paradoxa
Hydroxylation of steroids by Fusarium oxysporum, Exophiala jeanselmei and Ceratocystis paradoxa
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DOI：
10.1016/j.steroids.2011.06.010
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发表时间：
2011-11-01
期刊：
影响因子：
2.7
通讯作者：
Reese, Paul B.
中科院分区：
文献类型：
--
作者：
Peart, Patrice C.;McCook, Kayanne P.;Reese, Paul B.
利用单相和脉冲进料条件，重新研究了尖孢镰刀菌UAMH 9013进行类固醇生物转化的潜力。以下天然类固醇作为底物：脱氢表雄酮(1)、孕烯醇酮(2)、睾酮(3)、孕酮(4)、可的松(5)、强的松(6)、雌酮(7)和沙司皂苷元(8)。结果表明可能存在C-7和C-15羟化酶。这一假设是通过三种合成雄烷来探讨的：雄烷-3,17-二酮(9)、雄烷-4,6-二烯-3,17-二酮（10）和3 α，5 α -环雄烷-6-烯-17-酮（11）。这些非天然类固醇的发酵表明，C-7羟基化是由于该位置是烯丙基的结果。证据还指向了C-15羟化酶的存在。11种甾体激素也被投喂给jeanselmei var. lecanii-corni UAMH 8783。结果表明，该真菌具有非常活跃的5 α和14 α -羟化酶，并能进行烯丙基氧化。悖论角鼻虫UAMH 8784在上述类固醇存在下生长。结果表明，影响烯丙基羟基化和Baeyer-Villiger重排的单加氧酶具有活性。然而，氧化还原反应占主导地位。(C) 2011爱思唯尔公司版权所有。
The potential of Fusarium oxysporum var. cubense UAMH 9013 to perform steroid biotransformations was reinvestigated using single phase and pulse feed conditions. The following natural steroids served as substrates: dehydroepiandrosterone (1), pregnenolone (2), testosterone (3), progesterone (4), cortisone (5), prednisone (6), estrone (7) and sarsasapogenin (8). The results showed the possible presence of C-7 and C-15 hydroxylase enzymes. This hypothesis was explored using three synthetic androstanes: androstane-3,17-dione (9), androsta-4,6-diene-3,17-dione (10) and 3 alpha,5 alpha-cycloandrost-6-en-17-one (11). These fermentations of non-natural steroids showed that C-7 hydroxylation was as a result of that position being allylic. The evidence also pointed towards the presence of a C-15 hydroxylase enzyme.The eleven steroids were also fed to Exophiala jeanselmei var. lecanii-corni UAMH 8783. The results showed that the fungus appears to have very active 5 alpha and 14 alpha-hydroxylase enzymes, and is also capable of carrying out allylic oxidations.Ceratocystis paradoxa UAMH 8784 was grown in the presence of the above-mentioned steroids. The results showed that monooxygenases which effect allylic hydroxylation and Baeyer-Villiger rearrangement were active. However, redox reactions predominated. (C) 2011 Elsevier Inc. All rights reserved.