Literature DB >> 26976334

Synthesis of rebaudioside A from stevioside and their interaction model with hTAS2R4 bitter taste receptor.

Ramit Singla1, Vikas Jaitak2.   

Abstract

Steviol glycosides (SG's) from Stevia rebaudiana (Bertoni) have been used as a natural low-calorie sweeteners. Its aftertaste bitterness restricts its use for human consumption and limits its application in food and pharmaceutical products. In present study, we have performed computational analysis in order to investigate the interaction of two major constituents of SG's against homology model of the hTAS2R4 receptor. Molecular simulation study was performed using stevioside and rebaudioside A revealed that, sugar moiety at the C-3'' position in rebaudioside A causes restriction of its entry into the receptor site thereby unable to trigger the bitter reception signaling cascade. Encouraged by the current finding, we have also developed a greener route using β-1,3-glucanase from Irpex lacteus for the synthesis of de-bittered rebaudioside A from stevioside. The rebaudioside A obtained was of high quality with percent conversion of 62.5%. The results here reported could be used for the synthesis of rebaudioside A which have large application in food and pharmaceutical industry.
Copyright © 2016 Elsevier Ltd. All rights reserved.

Entities:  

Keywords:  Homology model; Ramachandran plot; Stevia rebaudiana (Asteraceae); Steviol glycosides; Transglycosylation; hTAS2R4; β-1,3-Glucanase

Mesh:

Substances:

Year:  2016        PMID: 26976334     DOI: 10.1016/j.phytochem.2016.03.004

Source DB:  PubMed          Journal:  Phytochemistry        ISSN: 0031-9422            Impact factor:   4.072


  5 in total

Review 1.  Status of the application of exogenous enzyme technology for the development of natural plant resources.

Authors:  Bin Yuan; Shiyu Zhou; Changwei Liu; Sheng Zhang; Jiayin Li; Ailing Liu
Journal:  Bioprocess Biosyst Eng       Date:  2020-11-04       Impact factor: 3.210

2.  Differential Cerebral Gustatory Responses to Sucrose, Aspartame, and Stevia Using Gustatory Evoked Potentials in Humans.

Authors:  Thomas Mouillot; Anaïs Parise; Camille Greco; Sophie Barthet; Marie-Claude Brindisi; Luc Penicaud; Corinne Leloup; Laurent Brondel; Agnès Jacquin-Piques
Journal:  Nutrients       Date:  2020-01-27       Impact factor: 5.717

3.  Transglycosylation of Steviol Glycosides and Rebaudioside A: Synthesis Optimization, Structural Analysis and Sensory Profiles.

Authors:  Ana Muñoz-Labrador; Silvana Azcarate; Rosa Lebrón-Aguilar; Jesús E Quintanilla-López; Plácido Galindo-Iranzo; Sofia Kolida; Lisa Methven; Robert A Rastall; F Javier Moreno; Oswaldo Hernandez-Hernandez
Journal:  Foods       Date:  2020-11-26

4.  Enrichment of the rebaudioside A concentration in Stevia rebaudiana extract with cyclodextrin glycosyltransferase from Bacillus licheniformis DSM 13.

Authors:  Réka Czinkóczky; Áron Németh
Journal:  Eng Life Sci       Date:  2021-11-10       Impact factor: 2.678

5.  β-Glucosidase and β-Galactosidase-Mediated Transglycosylation of Steviol Glycosides Utilizing Industrial Byproducts.

Authors:  Anastasia Zerva; Koar Chorozian; Anastasia S Kritikou; Nikolaos S Thomaidis; Evangelos Topakas
Journal:  Front Bioeng Biotechnol       Date:  2021-06-09
  5 in total

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