Conformational Analysis of Sulfated α-(1→3)-Linked D-Galactobioses Using the Mm3 Force-Field
- 1 December 1998
- journal article
- research article
- Published by Taylor & Francis in Journal of Carbohydrate Chemistry
- Vol. 17 (9) , 1405-1419
- https://doi.org/10.1080/07328309808002362
Abstract
The conformational maps of eight derivatives of the disaccharide α-D-Galp-(1→3)-β-D-Galp sulfated in different positions were obtained using the MM3 force-field specially parameterized for sulfate ester groups. As occurred with MM2, the conformational flexibility of the glycosidic linkage is only slightly hindered by sulfation. A substantial effect of sulfation of the β-D-galactose unit on position 4 shifts the global minimum to positive ΨH (C1′-O3-C3-H3) angles, while sulfation at position 2 of the same unit deepens the well at negative ΨH angles. On the other hand, sulfation on the α-D-galactose unit has a lesser effect, which in any case tends to stabilize the minimum at negative ΨH angles.Keywords
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