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Flavonoids as Aglycones in Retaining Glycosidase-Catalyzed Reactions: Prospects for Green Chemistry

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    SYSNO ASEP0578275
    Document TypeJ - Journal Article
    R&D Document TypeJournal Article
    Subsidiary JČlánek ve WOS
    TitleFlavonoids as Aglycones in Retaining Glycosidase-Catalyzed Reactions: Prospects for Green Chemistry
    Author(s) Kotík, Michael (MBU-M) RID, ORCID
    Kulik, Natalia (MBU-M) ORCID
    Valentová, Kateřina (MBU-M) RID, ORCID
    Source TitleJournal of Agricultural and Food Chemistry. - : American Chemical Society - ISSN 0021-8561
    Roč. 71, č. 41 (2023), s. 14890-14910
    Number of pages21 s.
    Languageeng - English
    CountryUS - United States
    Keywordscarnation dianthus-caryophyllus ; hydrolyzing beta-glucosidase ; active-site mutants ; isoflavone-glycosides ; substrate-specificity ; crystal-structure ; enzymatic deglycosylation ; thermotoga-neapolitana ; aspergillus-oryzae ; ms/ms method ; Glycoside hydrolase ; Hydrolysis ; Transglycosylation ; Glycosyl donor ; Glycosynthase ; Glucosidase ; Rutinosidase
    OECD categoryBiochemistry and molecular biology
    R&D ProjectsGA19-00091S GA ČR - Czech Science Foundation (CSF)
    GA23-04655S GA ČR - Czech Science Foundation (CSF)
    Method of publishingOpen access
    Institutional supportMBU-M - RVO:61388971
    UT WOS001082632000001
    EID SCOPUS85174751086
    DOI10.1021/acs.jafc.3c04389
    AnnotationFlavonoids and their glycosides are abundant in many plant-based foods. The (de)glycosylation of flavonoids by retaining glycoside hydrolases has recently attracted much interest in basic and applied research, including the possibility of altering the glycosylation pattern of flavonoids. Research in this area is driven by significant differences in physicochemical, organoleptic, and bioactive properties between flavonoid aglycones and their glycosylated counterparts. While many flavonoid glycosides are present in nature at low levels, some occur in substantial quantities, making them readily available low-cost glycosyl donors for transglycosylations. Retaining glycosidases can be used to synthesize natural and novel glycosides, which serve as standards for bioactivity experiments and analyses, using flavonoid glycosides as glycosyl donors. Engineered glycosidases also prove valuable for the synthesis of flavonoid glycosides using chemically synthesized activated glycosyl donors. This review outlines the bioactivities of flavonoids and their glycosides and highlights the applications of retaining glycosidases in the context of flavonoid glycosides, acting as substrates, products, or glycosyl donors in deglycosylation or transglycosylation reactions.
    WorkplaceInstitute of Microbiology
    ContactEliška Spurná, eliska.spurna@biomed.cas.cz, Tel.: 241 062 231
    Year of Publishing2024
    Electronic addresshttps://pubs.acs.org/doi/10.1021/acs.jafc.3c04389
Number of the records: 1  

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