ANOMERIC SUGAR CONFIGURATION OF ANTHOCYANIN O-PYRANOSIDES DETERMINED FROM HETERONUCLEAR ONE-BOND COUPLING-CONSTANTS
ANOMERIC SUGAR CONFIGURATION OF ANTHOCYANIN O-PYRANOSIDES DETERMINED FROM HETERONUCLEAR ONE-BOND COUPLING-CONSTANTS
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DOI：
10.1002/pca.2800060608
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发表时间：
1995-11-01
影响因子：
3.3
通讯作者：
NERDAL, W
中科院分区：
文献类型：
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作者：
PEDERSEN, AT;ANDERSEN, OM;NERDAL, W
Using the nuclear magnetic resonance technique, two-dimensional inverse heteronuclear shift correlation through multiple quantum coherence (HMQC), the one-bond coupling constants between the carbon atoms and protons ((1)J((C,H))) have been measured for a number of anthocyanins represented by 6-hydroxydelphinidin and all the common aglycones (except peonidin) and monosaccharides found as building blocks of anthocyanins. The large anomeric (1)J((C,H)) values of rhamnopyranosyls (168-170 Hz) show that these protons are in equatorial positions while the smaller (1)J((C,H)) values of the other anomeric protons (162-165 Hz) correspond to axial positions, thus assigning the anomeric configurations of the examined anthocyanins to be beta for the gluco-, galacto- and xylopyranosyls and alpha for the rhamno- and arabinopyranosyls. In the pentoses, xylo- and arabinopyranosyls, it was found that the (1)J((C,H)) couplings for the equatorial H-5 protons (149-150 Hz) are larger than for the corresponding axial H-5 protons (140-143 Hz).
