Polyglucosylation of rutin catalyzed by cyclodextrin glucanotransferase from geobacillus sp.: optimization and chemical characterization of products

Despite the presence of a rutinosyl group at 3-OH, the aqueous solubility of the flavonoid rutin is even lower than that of its aglycon quercetin. In this work, we describe a fast, simple, and easily scalable process for polyglucosylation of rutin to enhance aqueous solubility, catalyzed by a cyclod...

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Detalles Bibliográficos
Autores: González Alfonso, José Luis, Poveda, Ana, Arribas, Miguel, Hirose, Yoshihiko, Fernández Lobato, María, Olmo Ballesteros, Antonio, Jiménez-Barbero, Jesús, Plou, Francisco J.
Tipo de recurso: artículo
Fecha de publicación:2021
País:España
Institución:Universidad Autónoma de Madrid
Repositorio:Biblos-e Archivo. Repositorio Institucional de la UAM
Idioma:inglés
OAI Identifier:oai:repositorio.uam.es:10486/716962
Acceso en línea:http://hdl.handle.net/10486/716962
https://dx.doi.org/10.1021/acs.iecr.1c03070
Access Level:acceso abierto
Palabra clave:Cyclodextrin
glucosyltransferase
starch
Biblioteconomía y Documentación
Descripción
Sumario:Despite the presence of a rutinosyl group at 3-OH, the aqueous solubility of the flavonoid rutin is even lower than that of its aglycon quercetin. In this work, we describe a fast, simple, and easily scalable process for polyglucosylation of rutin to enhance aqueous solubility, catalyzed by a cyclodextrin glucanotransferase (CGTase). Several reaction parameters (source of enzyme, rutin/starch weight ratio, cosolvent, pH, and temperature) were assessed to optimize the transglucosylation yield. Under the best conditions (6 mg/mL rutin, 30 mg/mL soluble starch as glucosyl donor, 20% (v/v) acetonitrile, pH 9.2, 3.3 U/mL CGTase from Geobacillus sp., 60 °C), the total glucosides reached a maximum concentration of 6 mM (60% conversion yield). The glucosylated products were chemically characterized by MALDI-TOF mass spectrometry and 2D nuclear magnetic resonance. The glucosylation takes place with an α-configuration at the 4-OH position of the β-Glc moiety. A series of maltooligosyl derivatives with 1–6 residues of glucose linked by α(1 → 4) bonds was obtained. The yield of monoglucosylated product was increased 2-fold by treatment with amyloglucosidase STA1 from S. cerevisiae