High alpha/beta-anomer selectivity in molecular recognition of carbohydrates by artificial receptors.
[structure: see text] New effective, acyclic, pyridine-based receptors 1-3 show remarkable alpha/beta 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-pi interactions with CH's of sugar molecules.
Mazik
Monika
M
Institut für Organische Chemie der Universität Essen, Universitätsstrasse 5, 45117 Essen, Germany. monika.mazik@uni-essen.de
Radunz
Wolfgang
W
Sicking
Willi
W
D001665:Binding Sites; D050260:Carbohydrate Metabolism; D002241:Carbohydrates / Q000737:chemistry*; D005947:Glucose / Q000737:chemistry / Q000378:metabolism; D006860:Hydrogen Bonding; D008024:Ligands; D008958:Models, Molecular; D018716:Molecular Mimicry; D011725:Pyridines / Q000737:chemistry; D011956:Receptors, Cell Surface / Q000737:chemistry*; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
D002241:Carbohydrates; D008024:Ligands; D011725:Pyridines; D011956:Receptors, Cell Surface; C027786:glucose receptor; D005947:Glucose; C023666:pyridine