Biomolecules 2014, 4(2), 374-389; doi:10.3390/biom4020374
Article

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

Received: 30 January 2014; in revised form: 12 March 2014 / Accepted: 13 March 2014 / Published: 31 March 2014
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
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.
Keywords: Stevia rebaudiana Bertoni; Stevia rebaudiana Morita; rebaudioside M; rebaudioside D; rebaudioside M2; bioconversion; steviol glycosides; structure characterization; nuclear magnetic resonance (NMR)
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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.

AMA Style

Prakash I, Bunders C, Devkota KP, Charan RD, 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(2):374-389.

Chicago/Turabian Style

Prakash, Indra; Bunders, Cynthia; Devkota, Krishna P.; Charan, Romila D.; Ramirez, Catherine; Priedemann, Christopher; Markosyan, Avetik. 2014. "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 4, no. 2: 374-389.

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