Literature DB >> 30638505

Fructosylation of phenolic compounds by levansucrase from Gluconacetobacter diazotrophicus.

Gema Núñez-López1, Azucena Herrera-González1, Lázaro Hernández2, Lorena Amaya-Delgado3, Georgina Sandoval4, Anne Gschaedler3, Javier Arrizon3, Magali Remaud-Simeon5, Sandrine Morel6.   

Abstract

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-1, while its antioxidant capacity was only decreased 1.25-fold compared with that of puerarin.
Copyright © 2018 Elsevier Inc. All rights reserved.

Entities:  

Keywords:  Gluconacetobacter diazotrophicus; Levansucrase; Phenolic compounds; Transfructosylation

Mesh:

Substances:

Year:  2018        PMID: 30638505     DOI: 10.1016/j.enzmictec.2018.12.004

Source DB:  PubMed          Journal:  Enzyme Microb Technol        ISSN: 0141-0229            Impact factor:   3.493


  4 in total

1.  Fisetin glycosides synthesized by cyclodextrin glycosyltransferase from Paenibacillus sp. RB01: characterization, molecular docking, and antioxidant activity.

Authors:  Nattawadee Lorthongpanich; Panupong Mahalapbutr; Thanyada Rungrotmongkol; Thanapon Charoenwongpaiboon; Manchumas Hengsakul Prousoontorn
Journal:  PeerJ       Date:  2022-05-24       Impact factor: 3.061

2.  The Structure of Sucrose-Soaked Levansucrase Crystals from Erwinia tasmaniensis reveals a Binding Pocket for Levanbiose.

Authors:  Ivan Polsinelli; Rosanna Caliandro; Nicola Demitri; Stefano Benini
Journal:  Int J Mol Sci       Date:  2019-12-20       Impact factor: 5.923

3.  Enzymatic Synthesis of Novel and Highly Soluble Puerarin Glucoside by Deinococcus geothermalis Amylosucrase.

Authors:  Hsiou-Yu Ding; Tzi-Yuan Wang; Jiumn-Yih Wu; Yu-Li Tsai; Te-Sheng Chang
Journal:  Molecules       Date:  2022-06-24       Impact factor: 4.927

4.  Erwinia tasmaniensis levansucrase shows enantiomer selection for (S)-1,2,4-butanetriol.

Authors:  Ivan Polsinelli; Marco Salomone-Stagni; Stefano Benini
Journal:  Acta Crystallogr F Struct Biol Commun       Date:  2022-07-26       Impact factor: 1.072

  4 in total

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