Novel porphyrin-cryptand cyclic systems: receptors for saccharide recognition in water.
Two macrocyclic porphyrin sandwich systems, 4 and 5, together with the linear compound 6 have been prepared and examined as saccharide receptors. The cyclic porphyrin-cryptand conjugates 4 and 5 bind saccharides efficiently in highly competitive media with a preference for trisaccharides probably due to a complementary topology of hydrophobic and hydrophilic solvating regimes with respect to the sugar guests.
Král
V
V
Department of Analytical Chemistry, Institute of Chemical Technology, Technická 5, 166 28 Prague, Czech Republic.
Rusin
O
O
Schmidtchen
F P
FP
D019086:Bridged Bicyclo Compounds, Heterocyclic / Q000737:chemistry*; D002241:Carbohydrates / Q000737:chemistry*; D002614:Chelating Agents / Q000737:chemistry*; D008958:Models, Molecular; D008968:Molecular Conformation; D015394:Molecular Structure; D009005:Monosaccharides / Q000737:chemistry; D011166:Porphyrins / Q000737:chemistry*; D013816:Thermodynamics; D014312:Trisaccharides / Q000737:chemistry; D014867:Water
D019086:Bridged Bicyclo Compounds, Heterocyclic; D002241:Carbohydrates; D002614:Chelating Agents; D009005:Monosaccharides; D011166:Porphyrins; D014312:Trisaccharides; D014867:Water; C008317:maltotriose