Conformational Behavoir of C-Glycosyl Analogues of Sialyl a-(2,3) Galactose

Authors
Poveda, A.
Asensio, J.L.
Polat, T.
Bazin, H.
Linhardt, Robert J.
Jiminez-Barbero, J.
ORCID
https://orcid.org/0000-0003-2219-5833
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Other Contributors
Issue Date
2000
Keywords
Biology , Chemistry and chemical biology , Chemical and biological engineering , Biomedical engineering
Degree
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Full Citation
Conformational Behavoir of C-Glycosyl Analogues of Sialyl a-(2,3) Galactose, A. Poveda, J.L. Asensio, T. Polat, H. Bazin, R. J. Linhardt, J. Jiminez-Barbero, European Journal of Organic Chemistry, 1805-1813, 2000.
Abstract
The conformational behavior of the C-glycosyl analogue of sialyl-α-(2→3)-galactose, synthesized as a glycosidase inhibitor, has been studied using a combination of NMR spectroscopy (J and NOE data) and molecular dynamics calculations. The obtained results show that the population distribution of conformers with respect to the orientation about the pseudo-glycosidic linkages is mainly controlled by steric interactions. This is in contrast to findings made for O-glycosides. In these natural compounds, the conformational behavior about the glycosidic linkage Φ is mainly governed by the exo-anomeric effect.
Description
European Journal of Organic Chemistry, 1805-1813
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Department
The Linhardt Research Labs.
The Shirley Ann Jackson, Ph.D. Center for Biotechnology and Interdisciplinary Studies (CBIS)
Publisher
Relationships
The Linhardt Research Labs Online Collection
Rensselaer Polytechnic Institute, Troy, NY
https://harc.rpi.edu/
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