Biotransformation of celastrol to a novel, well-soluble, low-toxic and anti-oxidative celastrol-29-O-beta-glucoside by Bacillus glycosyltransferases

doi:10.1016/j.jbiosc.2020.09.017

CNU IR > Pharmacy and Science > Dept. of Biotechnology (including master's program) > Periodical Articles > Item 310902800/34486

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题名:	Biotransformation of celastrol to a novel, well-soluble, low-toxic and anti-oxidative celastrol-29-O-beta-glucoside by Bacillus glycosyltransferases
作者:	Chang, Te-Sheng Wang, Tzi-Yuan Chiang, Chien-Min Lin, Yu-Ju Chen, Hui-Lien Wu, Yu-Wei Ting, Huei-Ju Wu, Jiumn-Yih
贡献者:	Natl Univ Tainan, Dept Biol Sci & Technol Acad Sinica, Biodivers Res Ctr Chia Nan Univ Pharm & Sci, Dept Biotechnol Taipei Med Univ, Coll Med Sci & Technol, Grad Inst Biomed Informat Taipei Med Univ Hosp, Clin Big Data Res Ctr Natl Quemoy Univ, Dept Food Sci
关键词:	Celastrol Glycosyltransferase Bacillus Triterpenoid Biotransformation
日期:	2021
上传时间:	2023-11-11 11:56:52 (UTC+8)
出版者:	SOC BIOSCIENCE BIOENGINEERING JAPAN
摘要:	Celastrol is a quinone-methide triterpenoid isolated from the root extracts of Tripterygium wilfordii (Thunder god vine). Although celastrol possesses multiple bioactivities, the potent toxicity and rare solubility in water hinder its clinical application. Biotransformation of celastrol using either whole cells or purified enzymes to form less toxic and more soluble derivatives has been proven difficult due to its potent antibiotic and enzyme-conjugation property. The present study evaluated biotransformation of celastrol by four glycosyltransferases from Bacillus species and found one glycosyltransferase (BsGT110) from Bacillus subtilis with significant activity toward celastrol. The biotransformation metabolite was purified and identified as celastrol-29-O-beta-glucoside by mass and nuclear magnetic resonance spectroscopy. Celastrol-29-O-beta-glucoside showed over 53-fold higher water solubility than celastrol, while maintained 50% of the free radical scavenging activity of celastrol. When using zebrafish as the in vivo animal model, celastrol-29-O-beta-glucoside exhibited 50-fold less toxicity than celastrol. To our knowledge, the present study is not only the first report describing the biotransformation of celastrol, but also the first one detailing a new compound, celastrol-29-O-beta-glucoside, that is generated in the biotransformation process. Moreover, celastrol-29-O-beta-glucoside may serve as a potential candidate in the future medicine application due to its higher water solubility and lower toxicity. (C) 2020, The Society for Biotechnology, Japan. All rights reserved.
關聯:	J BIOSCI BIOENG, v.131, n.2, pp.176-182
显示于类别:	[Dept. of Biotechnology (including master's program)] Periodical Articles

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