Next Article in Journal
Enhanced Adsorption and Recovery of Uranyl Ions by NikR Mutant-Displaying Yeast
Previous Article in Journal
Kinetics and Thermodynamics of Membrane Protein Folding
Article Menu

Export Article

Open AccessArticle
Biomolecules 2014, 4(2), 374-389; https://doi.org/10.3390/biom4020374

Isolation and Characterization of a Novel Rebaudioside M Isomer from a Bioconversion Reaction of Rebaudioside A and NMR Comparison Studies of Rebaudioside M Isolated from Stevia rebaudiana Bertoni and Stevia rebaudiana Morita

1
The Coca-Cola Company, Atlanta, GA 30313, USA
2
AMRI-Albany, Analytical Development, Albany, NY 12212, USA
3
PureCircle Limited, Lengkuk Teknologi, Bandar Enstek, Negeri Sembilan 71760, Malaysia
*
Author to whom correspondence should be addressed.
Received: 30 January 2014 / Revised: 12 March 2014 / Accepted: 13 March 2014 / Published: 31 March 2014
View Full-Text   |   Download PDF [271 KB, uploaded 31 March 2014]   |  

Abstract

A minor product, rebaudioside M2 (2), from the bioconversion reaction of rebaudioside A (4) to rebaudioside D (3), was isolated and the complete structure of the novel steviol glycoside was determined. Rebaudioside M2 (2) is considered an isomer of rebaudioside M (1) and contains a relatively rare 16 sugar linkage. It was isolated and characterized with NMR (1H, 13C, COSY, HSQC-DEPT, HMBC, 1D-TOCSY, and NOESY) and mass spectral data. Additionally, we emphasize the importance of 1D and 2D NMR techniques when identifying complex steviol glycosides. Numerous NMR spectroscopy studies of rebaudioside M (1), rebaudioside D (3), and mixture of 1 and 3 led to the discovery that SG17 which was previously reported in literature, is a mixture of rebaudioside D (3), rebaudioside M (1), and possibly other related steviol glycosides. View Full-Text
Keywords: Stevia rebaudiana Bertoni; Stevia rebaudiana Morita; rebaudioside M; rebaudioside D; rebaudioside M2; bioconversion; steviol glycosides; structure characterization; nuclear magnetic resonance (NMR) Stevia rebaudiana Bertoni; Stevia rebaudiana Morita; rebaudioside M; rebaudioside D; rebaudioside M2; bioconversion; steviol glycosides; structure characterization; nuclear magnetic resonance (NMR)
Figures

Figure 1

This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

Supplementary material

SciFeed

Share & Cite This Article

MDPI and ACS Style

Prakash, I.; Bunders, C.; Devkota, K.P.; Charan, R.D.; Ramirez, C.; Priedemann, C.; Markosyan, A. Isolation and Characterization of a Novel Rebaudioside M Isomer from a Bioconversion Reaction of Rebaudioside A and NMR Comparison Studies of Rebaudioside M Isolated from Stevia rebaudiana Bertoni and Stevia rebaudiana Morita. Biomolecules 2014, 4, 374-389.

Show more citation formats Show less citations formats

Related Articles

Article Metrics

Article Access Statistics

1

Comments

[Return to top]
Biomolecules EISSN 2218-273X Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert
Back to Top