NMR studies of the conformation of the natural sweetener rebaudioside A |
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Authors: | Wayne E Steinmetz Alvin Lin |
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Institution: | Chemistry Department, Pomona College, Claremont, CA 91711, United States |
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Abstract: | Rebaudioside A is a natural sweetener from Stevia rebaudiana in which four β-d-glucopyranose units are attached to the aglycone steviol. Its 1H and 13C NMR spectra in pyridine-d5 were assigned using 1D and 2D methods. Constrained molecular dynamics of solvated rebaudioside using NMR constraints derived from ROESY cross peaks yielded the orientation of the β-d-glucopyranose units. Hydrogen bonding was examined using the temperature coefficients of the hydroxyl chemical shifts, ROESY and long-range COSY spectra, and proton-proton coupling constants. |
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Keywords: | Rebaudioside Stevia rebaudiana NMR Conformation Hydrogen bonding |
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