title: Enhancement of steroid hydroxylation yield from dehydroepiandrosterone by cyclodextrin complexation technique.
abstract: The cyclodextrins (CDs) complexation technique was performed for the enhancement of hydroxylation yield from dehydroepiandrosterone (DHEA) by Colletotrichum lini ST-1. Using DHEA/methyl-β-cyclodextrin (M-β-CD) or DHEA/hydroxypropyl-β-cyclodextrin (HP-β-CD) inclusion complexes as substrate (10g/L), the hydroxylation yields were increased by 14.98% and 20.54% respectively, and the biotransformation course was shortened by 12h. X-ray diffractometry, differential scanning calorimetry, and phase solubility analyses showed an inclusion complex was formed between CDs and DHEA at a molar ratio of 1:1, which remarkably increased the solubility of DHEA, and then improved substrate biotransformation efficiency and hydroxylation yield. Meanwhile, results of thermodynamic parameters (ΔG, ΔH, ΔS and Ks) analysis revealed the complexation process was spontaneous and DHEA/CDs inclusion complex was stable. Scanning electron microscopy and transmission electron microscopy showed that the enhancement of DHEA hydroxylation yield also depended on the improvement of cell permeability through interaction between cytomembrane and CDs. These results suggested that the CDs complexation technique was a promising method to enhance steroids hydroxylation yield by increasing steroids solubility and decreasing membrane resistance of substrate and product during biotransformation process.
authors.affiliation: School of Pharmaceutical Science, Jiangnan University, Wuxi 214122, People's Republic of China; School of Biotechnology, Jiangnan University, Wuxi 214122, People's Republic of China.
authors.forename: Yan
authors.initials: Y
authors.lastname: Wu
authors.affiliation: School of Pharmaceutical Science, Jiangnan University, Wuxi 214122, People's Republic of China.
authors.forename: Hui
authors.initials: H
authors.lastname: Li
authors.affiliation: School of Pharmaceutical Science, Jiangnan University, Wuxi 214122, People's Republic of China.
authors.forename: Zhen-Ming
authors.initials: ZM
authors.lastname: Lu
authors.affiliation: School of Pharmaceutical Science, Jiangnan University, Wuxi 214122, People's Republic of China.
authors.forename: Heng
authors.initials: H
authors.lastname: Li
authors.affiliation: School of Biotechnology, Jiangnan University, Wuxi 214122, People's Republic of China.
authors.forename: Zhi-Ming
authors.initials: ZM
authors.lastname: Rao
authors.affiliation: School of Pharmaceutical Science, Jiangnan University, Wuxi 214122, People's Republic of China.
authors.forename: Yan
authors.initials: Y
authors.lastname: Geng
authors.affiliation: School of Pharmaceutical Science, Jiangnan University, Wuxi 214122, People's Republic of China.
authors.forename: Jin-Song
authors.initials: JS
authors.lastname: Shi
authors.affiliation: School of Pharmaceutical Science, Jiangnan University, Wuxi 214122, People's Republic of China. Electronic address: zhenghxu@jiangnan.edu.cn.
authors.forename: Zheng-Hong
authors.initials: ZH
authors.lastname: Xu
mesh_terms: D002152:Calorimetry, Differential Scanning; D003505:Cyclodextrins / Q000737:chemistry*; D003687:Dehydroepiandrosterone / Q000737:chemistry*; D006900:Hydroxylation; D013256:Steroids / Q000737:chemistry*; D014961:X-Ray Diffraction
chemical_list: D003505:Cyclodextrins; D013256:Steroids; D003687:Dehydroepiandrosterone
keywords: Biotransformation; Cyclodextrin; DHEA