Binding enhancements of nicotinic acid to water-soluble zinc porphyrins based on triple attractions of coordination, Coulomb, and CH-pi interactions.
The binding of amines to artificial zinc-porphyrin receptors 1-4 was examined in basic aqueous solutions. For nicotinic acid and 3,5-dicarboxypyridine, substantial binding enhancements were observed compared to other amines with no pi system or carboxyl group. This observation suggested that interligand attractions of Coulomb and CH-pi interactions in addition to N-atom coordination can act effectively as recognition factors. The differences in the Coulomb interaction between carboxylate and sulfonate anions were also discussed.
Imai
Hiroyasu
H
Faculty of Pharmaceutical Sciences, Hokuriku University, h-imai@hokuriku-u.ac.jp
Munakata
Hiroki
H
Uemori
Yoshio
Y
D008665:Metalloporphyrins / Q000737:chemistry*; D009525:Niacin / Q000737:chemistry*
D008665:Metalloporphyrins; C017802:zinc hematoporphyrin; D009525:Niacin