High α/β-Anomer Selectivity in Molecular Recognition of Carbohydrates by Artificial Receptors

New effective, acyclic, pyridine-based receptors 1−3 show remarkable α/β binding selectivity in the recognition of monosaccharides. They are able to participate in cooperative and bidentate hydrogen bonds with sugar hydroxyls as well as in CH−π interactions with CH's of sugar molecules.

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Bibliographic Details
Published in:Organic letters 2002-12, Vol.4 (26), p.4579-4582
Main Authors: Mazik, Monika, Radunz, Wolfgang, Sicking, Willi
Format: Article
Language:English
Subjects:
Binding Sites
Carbohydrate Metabolism
Carbohydrates - chemistry
Glucose - chemistry
Glucose - metabolism
Hydrogen Bonding
Ligands
Models, Molecular
Molecular Mimicry
Pyridines - chemistry
Receptors, Cell Surface - chemistry
Stereoisomerism
Structure-Activity Relationship
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Summary:New effective, acyclic, pyridine-based receptors 1−3 show remarkable α/β binding selectivity in the recognition of monosaccharides. They are able to participate in cooperative and bidentate hydrogen bonds with sugar hydroxyls as well as in CH−π interactions with CH's of sugar molecules.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol0201759