Chemistry: A European Journal 2005-10-21

High resolution 1H NMR structural studies of sucrose octaacetate in supercritical carbon dioxide.

Baby Chandrika, Laura K Schnackenberg, Poovathinthodiyil Raveendran, Scott L Wallen

Index: Chemistry 11(21) , 6266-71, (2005)

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Abstract

High pressure (HP), high resolution (HR), proton nuclear magnetic resonance (1H NMR) spectroscopy has been utilized for the first time to investigate the solution structure of a carbohydrate based system, sucrose octaacetate (SOA), in supercritical CO2. The studies indicate that the average solution state conformation of the alpha-D-Glucopyranosyl ring of SOA in scCO2 medium is consistent with the 4C1 chair form, while the beta-D-fructofuranosyl ring adopts an envelope conformation. The investigations also suggest that scCO2 is a promising medium to study the solution structure and conformation of acetylated sugar systems. Spectral manifestations of a specific interaction between the acetate methyl protons and CO2 molecules are also presented.