One-Pot Bi-Enzymatic Cascade Synthesis of Novel Ganoderma Triterpenoid Saponins

doi:10.3390/catal11050580

CNU IR > Pharmacy and Science > Dept. of Pharmacy > Periodical Articles > Item 310902800/34427

Please use this identifier to cite or link to this item: https://ir.cnu.edu.tw/handle/310902800/34427

Title:	One-Pot Bi-Enzymatic Cascade Synthesis of Novel Ganoderma Triterpenoid Saponins
Authors:	Chang, Te-Sheng Chiang, Chien-Min Wang, Tzi-Yuan Tsai, Yu-Li Wu, Yu-Wei Ting, Huei-Ju Wu, Jiumn-Yih
Contributors:	Natl Univ Tainan, Dept Biol Sci & Technol Chia Nan Univ Pharm & Sci, Dept Pharm Acad Sinica, Biodivers Res Ctr Taipei Med Univ, Grad Inst Biomed Informat, Coll Med Sci & Technol Taipei Med Univ Hosp, Clin Big Data Res Ctr Natl Quemoy Univ, Dept Food Sci
Keywords:	Ganoderma lucidum ganoderic acid A triterpenoid glycosyltransferase cyclodextrin glucanotransferase saponin
Date:	2021
Issue Date:	2023-11-11 11:52:10 (UTC+8)
Publisher:	MDPI
Abstract:	Ganoderma lucidum is a medicinal fungus whose numerous triterpenoids are its main bioactive constituents. Although hundreds of Ganoderma triterpenoids have been identified, Ganoderma triterpenoid glycosides, also named triterpenoid saponins, have been rarely found. Ganoderic acid A (GAA), a major Ganoderma triterpenoid, was synthetically cascaded to form GAA-15-O-beta-glucopyranoside (GAA-15-G) by glycosyltransferase (BtGT_16345) from Bacillus thuringiensis GA A07 and subsequently biotransformed into a series of GAA glucosides by cyclodextrin glucanotransferase (Toruzyme(R) 3.0 L) from Thermoanaerobacter sp. The optimal reaction conditions for the second-step biotransformation of GAA-15-G were found to be 20% of maltose; pH 5; 60 degrees C. A series of GAA glucosides (GAA-G2, GAA-G3, and GAA-G4) could be purified with preparative high-performance liquid chromatography (HPLC) and identified by mass and nucleic magnetic resonance (NMR) spectral analysis. The major product, GAA-15-O-[alpha-glucopyranosyl-(1(R)4)-beta-glucopyranoside] (GAA-G2), showed over 4554-fold higher aqueous solubility than GAA. The present study demonstrated that multiple Ganoderma triterpenoid saponins could be produced by sequential actions of BtGT_16345 and Toruzyme(R), and the synthetic strategy that we proposed might be applied to many other Ganoderma triterpenoids to produce numerous novel Ganoderma triterpenoid saponins in the future.
Relation:	CATALYSTS, v.11, n.5, 580
Appears in Collections:	[Dept. of Pharmacy] Periodical Articles

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