Abstract

Substrate solubility in steroid biotransformation is critical for enhancing the biotransformation of hydrophobic compounds. In this study, the sulfobutyl ether-β-cyclodextrin (SBE-β-CD) complexation technique was used for the biotransformation of β-sitosterol to androsta-1, 4-diene-3, 17-dione with Mycobacterium ATCC25795. The production yield was increased by 26.72%, and the biotransformation course was shortened by 24h using β-sitosterol/SBE-β-CD inclusion complexes as substrates (1.0 g/L). Fourier transform infrared spectroscopy and differential scanning calorimetry indicated that an inclusion complex was formed between SBE-β-CD and β-sitosterol. The complex significantly increased the solubility of β-sitosterol and improved the biotransformation efficiency of the substrate.

Highlights

  • Androsta-1, 4-diene-3, 17-dione (ADD) and its derivatives are important intermediates for numerous steroid drugs [1]

  • ADD is mainly obtained from steroids, via biotransformation with microorganisms, such as Mycobacterium, Gordonia neofelifaecis, and Bacillus sphaericus

  • We investigated the biotransformation of ȕ-sitosterol to ADD with Mycobacterium ATCC25795 (Fig. 1)

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Summary

Introduction

Androsta-1, 4-diene-3, 17-dione (ADD) and its derivatives are important intermediates for numerous steroid drugs [1]. ADD is mainly obtained from steroids, via biotransformation with microorganisms, such as Mycobacterium, Gordonia neofelifaecis, and Bacillus sphaericus. These microorganisms can transform steroids into ADD through side-chain cleavage of the substrate molecules [2,3,4]. The low solubility of steroids in aqueous environment limits their potential application. To solve this problem, researchers have conducted various methods to improve substrate solubility. CDs have no side effects on microorganisms They can increase the permeability of cell membrane, which makes them more conducive for transformation [9]. This finding is significant for steroid biotransformation and could be employed for biotransformation of other steroid precursors that have poor solubility

Chemicals
Product extraction and analytical methods
Preparation of the inclusion complexes of ȕ-sitosterol with SBE-ȕ-CD
Results and Discussion
DSC analysis
Full Text
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