Microbial steroid biotransformation: Regio- and stereo selective 17β-reduction by Priestia aryabhattai

IF 2.1 4区医学 Q4 BIOCHEMISTRY & MOLECULAR BIOLOGY

Steroids Pub Date : 2025-03-20 DOI:10.1016/j.steroids.2025.109600

Yogeswari Sudhakar , Reddy Krishna Manasa , Dhanapal Priyadarshini , Sagar Chandrakant Dalsaniya , Gurrala Sheelu , Thenkrishnan Kumaraguru

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引用次数: 0

Abstract

The conversion of 17-oxosteroids to 17β-hydroxysteroids stands as a pivotal process in the synthesis of numerous steroidal drugs and intermediates. This study explored the potential of the strain Priestia aryabhattai (IICT-BC-1279) to catalyze the reduction of the C-17 carbonyl group in androst-4-ene-3,17-dione (AD), resulting in the exclusive production of testosterone (TS) through its 17β-hydroxysteroid dehydrogenase (17β-HSD) activity. Optimal conditions for this reduction were achieved at pH 7.0 and 25 °C, with supplementation of AD as an inducer (0.01 g/L), 1 % Tween 80 (w/v) and ethanol as co-solvent. Under these optimized parameters, 0.5 g/L AD was efficiently converted to TS as a sole product, achieving a yield of > 95 % and diastereomeric excess (d.e) of > 99 % within 48 h. The absence of by-products in this microbial 17β-reduction process simplifies product purification, highlighting the strain’s potential as a valuable biocatalyst for this essential transformation. Additionally, the conversion of androsta-1,4-diene-3,17-dione (ADD) to (+)-Boldenone (BD) was studied to explore substrate scope.

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来源期刊

Steroids 医学-内分泌学与代谢

CiteScore

5.10

自引率

3.70%

发文量

120

审稿时长

73 days

期刊介绍： STEROIDS is an international research journal devoted to studies on all chemical and biological aspects of steroidal moieties. The journal focuses on both experimental and theoretical studies on the biology, chemistry, biosynthesis, metabolism, molecular biology, physiology and pharmacology of steroids and other molecules that target or regulate steroid receptors. Manuscripts presenting clinical research related to steroids, steroid drug development, comparative endocrinology of steroid hormones, investigations on the mechanism of steroid action and steroid chemistry are all appropriate for submission for peer review. STEROIDS publishes both original research and timely reviews. For details concerning the preparation of manuscripts see Instructions to Authors, which is published in each issue of the journal.