Conformational differences between C- and O-glycosides: The alpha-C-mannobiose/alpha-O-mannobiose case

Authors
Espinosa, JF Bruix, M Jarreton, O Skrydstrup, T Beau, JM Jimenez-Barbero, J
Citation
Jf. Espinosa et al., Conformational differences between C- and O-glycosides: The alpha-C-mannobiose/alpha-O-mannobiose case, CHEM-EUR J, 5(2), 1999, pp. 442-448
Citations number
30
Categorie Soggetti
Chemistry
Journal title
CHEMISTRY-A EUROPEAN JOURNAL
ISSN journal
09476539 → ACNP
Volume
5
Issue
2
Year of publication
1999
Pages
442 - 448
Database
ISI
SICI code
0947-6539(199902)5:2<442:CDBCAO>2.0.ZU;2-T
Abstract
The conformational behavior of methyl alpha-C-mannobiose (1) and an analogu e 3 bearing a hydroxy group at the bridging position have been studied with a combination of NMR spectroscopy (J and NOE data) in different solvents a nd molecular mechanics and dynamics calculations. The obtained results show clear differences with respect to the O-disaccharide analogue 2.