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Enzymatic Glycosylation of Phenolic Antioxidants: Phosphorylase-Mediated Synthesis and Characterization
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SYSNO ASEP 0455579 Document Type J - Journal Article R&D Document Type Journal Article Subsidiary J Článek ve WOS Title Enzymatic Glycosylation of Phenolic Antioxidants: Phosphorylase-Mediated Synthesis and Characterization Author(s) De Winter, K. (BE)
Dewitte, W. (BE)
Dirks-Hofmeister, M. E. (BE)
De Laet, S. (BE)
Pelantová, Helena (MBU-M) ORCID, RID
Křen, Vladimír (MBU-M) RID, ORCID
Desmet, T. (BE)Source Title Journal of Agricultural and Food Chemistry. - : American Chemical Society - ISSN 0021-8561
Roč. 63, č. 46 (2015), s. 10131-10139Number of pages 9 s. Language eng - English Country US - United States Keywords glycosylation ; antioxidant ; ABTS Subject RIV CE - Biochemistry R&D Projects 7E11011 GA MŠMT - Ministry of Education, Youth and Sports (MEYS) LD13042 GA MŠMT - Ministry of Education, Youth and Sports (MEYS) Institutional support MBU-M - RVO:61388971 UT WOS 000366004800005 DOI 10.1021/acs.jafc.5b04380 Annotation Although numerous biologically active molecules exist as glycosides in nature, information on the activity, stability, and solubility of glycosylated antioxidants is rather limited to date. In this work, a wide variety of antioxidants were glycosylated using different phosphorylase enzymes. The resulting antioxidant library, containing alpha/beta-glucosides, different regioisomers, cellobiosides, and cellotriosides, was then characterized. Glycosylation was found to significantly increase the solubility and stability of all evaluated compounds. Despite decreased radical-scavenging abilities, most glycosides were identified to be potent antioxidants, outperforming the commonly used 2,6-bis(1,1-dimethylethyl)-4-methylphenol (BHT). Moreover, the point of attachment, the anomeric configuration, and the glycosidic chain length were found to influence the properties of these phenolic glycosides. Workplace Institute of Microbiology Contact Eliška Spurná, eliska.spurna@biomed.cas.cz, Tel.: 241 062 231 Year of Publishing 2016
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