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Título

Efficient α-glucosylation of epigallocatechin gallate catalyzed by cyclodextrin glucanotransferase from Thermoanaerobacter sp.

AutorGonzález-Alfonso, José L.; Leemans, Laura CSIC; Poveda, Ana; Jiménez-Barbero, Jesús CSIC ORCID; Plou Gasca, Francisco José CSIC ORCID
Palabras claveGlycosylation
Tea polyphenols
Antioxidants
Catechins
Cyclodextrin glucosyltransferase
Enzymatic glucosylation
Fecha de publicación25-jun-2018
EditorAmerican Chemical Society
CitaciónJournal of Agricultural and Food Chemistry 66(28): 7402-7408 (2018)
ResumenThe glycosylation of plant polyphenols may modulate their solubility and bioavailability, and protect these molecules from oxygen, light degradation and during gastrointestinal transit. In this work, the synthesis of various α-glucosyl derivatives of (‒)-epigallocatechin gallate (EGCG), the predominant catechin in green tea, was performed in water at 50 °C by a transglycosylation reaction catalyzed by cyclodextrin glycosyltransferase (CGTase) from Thermoanaerobacter sp. The molecular weight of reaction products was determined by HPLC-MS. Using hydrolyzed potato starch as glucosyl donor, two main monoglucosides were obtained with conversion yields of 58% and 13%, respectively. The products were isolated and chemically characterized by combining 2D-NMR methods. The major derivative was epigallocatechin gallate 3’-O-α-D-glucopyranoside (1) and the minor epigallocatechin gallate 7-O-α-D-glucopyranoside (2).
Versión del editorhttp://dx.doi.org/10.1021/acs.jafc.8b02143
URIhttp://hdl.handle.net/10261/167290
DOI10.1021/acs.jafc.8b02143
ISSN0021-8561
E-ISSN1520-5118
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