Isomer-specific molecular interaction of cationic glucosamine with benzoate and phthalates: individual stabilities of unresolvable-isomer complexes detected by NMR titration

Sheyla D-Yañez, Yedith Soberanes, Rosa Elena Navarro, Claudia Virués, Motomichi Inoue*

*Autor correspondiente de este trabajo

Resultado de la investigación: Contribución a una revistaArtículorevisión exhaustiva

Resumen

Some biogenic compounds undergo conformational isomerism, and the isomers may interact distinctively with other substances to form molecular complexes individually with different stabilities. In the present work, such molecular interaction specific to isomers was confirmed for the complexation of cationic glucosamine anomers with benzoate and phthalate anions. The individual stability constants of the anomer complexes were determined by tracing 1H NMR shifts of each anomer in titration with the appropriate carboxylate. In the complexes of benzoate, phthalate and terephthalate, the binding forces in the β-anomer complexes are two to five times as strong as those of the corresponding α-anomer complexes. The formulae of titration curves for determining individual stabilities have been developed in a generalised form to be applicable to the complexation of other unresolvable isomers with different compositions.

Idioma originalInglés
Páginas (desde-hasta)527-534
Número de páginas8
PublicaciónSupramolecular Chemistry
Volumen32
N.º10
DOI
EstadoPublicada - 2 oct 2020

Nota bibliográfica

Publisher Copyright:
© 2020 Informa UK Limited, trading as Taylor & Francis Group.

Huella

Profundice en los temas de investigación de 'Isomer-specific molecular interaction of cationic glucosamine with benzoate and phthalates: individual stabilities of unresolvable-isomer complexes detected by NMR titration'. En conjunto forman una huella única.

Citar esto