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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.

Authors
  • Prakash, Indra
  • Bunders, Cynthia
  • Devkota, Krishna P
  • Charan, Romila D
  • Ramirez, Catherine
  • Priedemann, Christopher
  • Markosyan, Avetik
Type
Published Article
Journal
Biomolecules
Publication Date
Jan 01, 2014
Volume
4
Issue
2
Pages
374–389
Identifiers
DOI: 10.3390/biom4020374
PMID: 24970220
Source
Medline
License
Unknown

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 1→6 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.

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