Resolving natural productepimer spectra by matrix-assisted DOSY

Ralph W. Adams, Juan Aguilar Malavia, Julia Cassani Hernandez, Gareth A. Morris, Mathias Nilsson

    Research output: Contribution to journalArticlepeer-review

    Abstract

    High resolution diffusion-ordered NMR spectroscopy allows the separation of signals from different species based on their diffusion coefficients. In general this requires that the NMR spectra of the components do not have overlapping signals, and that the diffusion coefficients are significantly different. Modifying the solvent matrix in which a sample is dissolved can change the diffusion coefficients observed, allowing resolution ("matrix-assisted DOSY"). We show here that dissolving the two naturally-occurring epimers of naringin in an aqueous solution of β-cyclodextrin causes both shift and diffusion changes, allowing the signals of the epimers to be distinguished. Chiral matrix-assisted DOSY has the potential to allow simple resolution and assignment of the spectra of epimers and enantiomers, without the need for derivatisation or for titration with a shift reagent. © 2011 The Royal Society of Chemistry.
    Original languageEnglish
    Pages (from-to)7062-7064
    Number of pages3
    JournalOrganic and Biomolecular Chemistry
    Volume9
    Issue number20
    DOIs
    Publication statusPublished - 21 Oct 2011

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