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    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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