Abstract
Molecular modeling of glycosaminoglycans, hyaluronan, chondroitin, chondroitin-4-sulfate, chondroitin-6-sulfate and keratan sulfate is presented. Semiempirical quantum mechanical calculations, PM3 method, have been used to locate the minimal energy regions in the conformational space around the β 1→3 and β 1→4 glycosidic linkages. The global minima obtained for each of the glycosaminoglycans correspond to a compact conformation across the β 1→3 linkage and to the standard extended form across the β 1→4 linkage. The higher minima obtained around the β 1→3 linkage reproduces the crystallographic data for hyaluronan. A complex of hyaluronan and hydrated chromium ion has been modeled as well (ZINDO method). The complexation at the β 1→3 linkage resulted in an extended conformation.
Original language | English |
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Pages (from-to) | 121-132 |
Number of pages | 12 |
Journal | Journal of Molecular Structure: THEOCHEM |
Volume | 683 |
Issue number | 1-3 |
DOIs | |
Publication status | Published - 10 Sept 2004 |
Externally published | Yes |
Keywords
- Chondroitin
- Chondroitin sulfate
- Glycosaminoglycan
- Hyaluronan
- Keratan sulfate