Fructosylation of phenolic compounds by levansucrase from Gluconacetobacter diazotrophicus.

Bacterial Proteins / metabolism Biocatalysis Gluconacetobacter / enzymology Glycosylation Hexosyltransferases / metabolism Isoflavones / chemistry Phenols / chemistry Solubility Sucrose / metabolism
Gluconacetobacter diazotrophicus Levansucrase Phenolic compounds Transfructosylation

Journal

Enzyme and microbial technology
ISSN: 1879-0909
Titre abrégé: Enzyme Microb Technol
Pays: United States
ID NLM: 8003761

Informations de publication

Date de publication:
Mar 2019
Historique:
received: 07 09 2018
revised: 11 11 2018
accepted: 03 12 2018
entrez: 15 1 2019
pubmed: 15 1 2019
medline: 12 4 2019
Statut: ppublish

Résumé

Fructosylation can significantly improve the solubility, stability and bioactivity of phenolic compounds, increasing their health benefits. Levansucrase from Gluconacetobacter diazotrophicus (LsdA, EC 2.4.1.10) was found to transfer the fructosyl unit of sucrose to different classes of phenolic compounds. Among the various acceptors tested, the isoflavone puerarin and the phenol coniferyl alcohol were the most efficiently fructosylated compounds, with conversion rates of 93% and 25.1%, respectively. In both cases, mono-, di-, and trifructosides were synthesized at a ratio of 37:14:1 and 32:8:1, respectively. Structural characterization of the puerarin mono-fructoside revealed that the enzyme transferred the fructosyl moiety of sucrose to the O6-position of the glucosyl unit of puerarin. The water solubility of fructosyl-β-(2→6)-puerarin was increased 23-fold, up to 16.2 g L

Identifiants

DOI: 10.1016/j.enzmictec.2018.12.004 PMID: 30638505
pubmed: 30638505
pii: S0141-0229(18)30532-5
doi: 10.1016/j.enzmictec.2018.12.004
pii:
doi:

Substances chimiques

Bacterial Proteins 0
Isoflavones 0
Phenols 0
Sucrose 57-50-1
Hexosyltransferases EC 2.4.1.-
levansucrase EC 2.4.1.10
puerarin Z9W8997416

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Pagination

19-25

Informations de copyright

Copyright © 2018 Elsevier Inc. All rights reserved.

Auteurs

Gema Núñez-López (G)

Centro de Investigación y Asistencia en Tecnología y Diseño del Estado de Jalisco A.C.- Unidad Zapopan. Camino Arenero 1227, El Bajio del Arenal, 4519, Zapopan, Jal., Mexico; LISBP, Université de Toulouse, CNRS, INRA, INSA, LISBP-INSA Toulouse 135 Avenue de Rangueil, 31077, Toulouse, France.

Azucena Herrera-González (A)

Centro de Investigación y Asistencia en Tecnología y Diseño del Estado de Jalisco A.C.- Unidad Zapopan. Camino Arenero 1227, El Bajio del Arenal, 4519, Zapopan, Jal., Mexico; LISBP, Université de Toulouse, CNRS, INRA, INSA, LISBP-INSA Toulouse 135 Avenue de Rangueil, 31077, Toulouse, France.

Lázaro Hernández (L)

Centro de Ingeniería Genetica y Biotecnología, Ave. 31 e/ 158 y 190 Cubanacán, Municipio Playa, 6162, La Habana, Cuba.

Lorena Amaya-Delgado (L)

Centro de Investigación y Asistencia en Tecnología y Diseño del Estado de Jalisco A.C.- Unidad Zapopan. Camino Arenero 1227, El Bajio del Arenal, 4519, Zapopan, Jal., Mexico.

Georgina Sandoval (G)

Centro de Investigación y Asistencia en Tecnología y Diseño del Estado de Jalisco, A.C.- Unidad Guadalajara. Av. Normalistas 800, Colinas de la Normal, 44270, Guadalajara, Jal., Mexico.

Anne Gschaedler (A)

Centro de Investigación y Asistencia en Tecnología y Diseño del Estado de Jalisco A.C.- Unidad Zapopan. Camino Arenero 1227, El Bajio del Arenal, 4519, Zapopan, Jal., Mexico.

Javier Arrizon (J)

Centro de Investigación y Asistencia en Tecnología y Diseño del Estado de Jalisco A.C.- Unidad Zapopan. Camino Arenero 1227, El Bajio del Arenal, 4519, Zapopan, Jal., Mexico.

Magali Remaud-Simeon (M)

LISBP, Université de Toulouse, CNRS, INRA, INSA, LISBP-INSA Toulouse 135 Avenue de Rangueil, 31077, Toulouse, France.

Sandrine Morel (S)

LISBP, Université de Toulouse, CNRS, INRA, INSA, LISBP-INSA Toulouse 135 Avenue de Rangueil, 31077, Toulouse, France. Electronic address: morel@insa-toulouse.fr.

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Classifications MeSH

questionsmedicales.fr › Acides aminés, peptides et protéines › Protéines › Protéines bactériennes › Fructosylation of phenolic compounds by...
questionsmedicales.fr › Métabolisme › Biocatalyse › Fructosylation of phenolic compounds by...
questionsmedicales.fr › Bactéries › Proteobacteria › Alphaproteobacteria › Rhodospirillales › Acetobacteraceae › Gluconacetobacter › Fructosylation of phenolic compounds by...
questionsmedicales.fr › Métabolisme › Métabolisme glucidique › Glycosylation › Fructosylation of phenolic compounds by...
questionsmedicales.fr › Enzymes et coenzymes › Enzymes › Transferases › Glycosyltransferase › Hexosyltransferases › Fructosylation of phenolic compounds by...
questionsmedicales.fr › Composés hétérocycliques › Composés hétérocycliques à cycles fusionnés › Composés hétérobicycliques › Benzopyranes › 4H-1-Benzopyran-4-ones › Flavonoïdes › Isoflavones › Fructosylation of phenolic compounds by...
questionsmedicales.fr › Composés chimiques organiques › Hydrocarbures › Hydrocarbures cycliques › Hydrocarbures aromatiques › Dérivés du benzène › Phénols › Fructosylation of phenolic compounds by...
questionsmedicales.fr › Phénomènes chimiques › Solubilité › Fructosylation of phenolic compounds by...
questionsmedicales.fr › Glucides › Sucres › Diholoside › Saccharose › Fructosylation of phenolic compounds by...