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Biomolecules 2017, 7(1), 10; doi:10.3390/biom7010010

A Novel Diterpene Glycoside with Nine Glucose Units from Stevia rebaudiana Bertoni

1
The Coca‐Cola Company, One Coca‐Cola Plaza, Atlanta, GA 30313, USA
2
AMRI‐Albany, Analytical Development, Albany, NY 12212, USA
*
Author to whom correspondence should be addressed.
Received: 18 November 2016 / Accepted: 23 January 2017 / Published: 31 January 2017
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Abstract

Following our interest in new diterpene glycosides with better taste profiles than that of Rebaudioside M, we have recently isolated and characterized Rebaudioside IX—a novel steviol glycoside—from a commercially‐supplied extract of Stevia rebaudiana Bertoni. This molecule contains a hexasaccharide group attached at C‐13 of the central diterpene core, and contains three additional glucose units when compared with Rebaudioside M. Here we report the complete structure elucidation—based on extensive Nuclear Magnetic Resonance (NMR) analysis (1H, 13C, Correlation Spectroscopy (COSY), Heteronuclear Single Quantum Coherence‐Distortionless Enhancement Polarization Transfer (HSQC‐DEPT), Heteronuclear Multiple Bond Correlation (HMBC), 1D Total Correlation Spectroscopy (TOCSY), Nuclear Overhauser Effect Spectroscopy (NOESY)) and mass spectral data—of this novel diterpene glycoside with nine sugar moieties and containing a relatively rare 16 α‐linked glycoside. A steviol glycoside bearing nine glucose units is unprecedented in the literature, and could have an impact on the natural sweetener catalog. View Full-Text
Keywords: Diterpene glycosides; nine sugar steviol glycoside; structure elucidation; NMR; Stevia rebaudiana Bertoni; 16 glycoside linkage Diterpene glycosides; nine sugar steviol glycoside; structure elucidation; NMR; Stevia rebaudiana Bertoni; 16 glycoside linkage
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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. (CC BY 4.0).

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MDPI and ACS Style

Prakash, I.; Ma, G.; Bunders, C.; Charan, R.D.; Ramirez, C.; Devkota, K.P.; Snyder, T.M. A Novel Diterpene Glycoside with Nine Glucose Units from Stevia rebaudiana Bertoni. Biomolecules 2017, 7, 10.

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