Cyclodextrin-benzoic acid binding in salt solutions: effects of biologically relevant anions

I V Terekhova; E S Chibunova; R S Kumeev; G A Alper

doi:10.1016/j.carbpol.2014.04.057

Cyclodextrin-benzoic acid binding in salt solutions: effects of biologically relevant anions

Carbohydr Polym. 2014 Sep 22:110:472-9. doi: 10.1016/j.carbpol.2014.04.057. Epub 2014 Apr 26.

Authors

I V Terekhova¹, E S Chibunova², R S Kumeev², G A Alper²

Affiliations

¹ G.A. Krestov Institute of Solution Chemistry of Russian Academy of Sciences, 1 Akademicheskaya Street, 153045 Ivanovo, Russian Federation. Electronic address: ivt@isc-ras.ru.
² G.A. Krestov Institute of Solution Chemistry of Russian Academy of Sciences, 1 Akademicheskaya Street, 153045 Ivanovo, Russian Federation.

PMID: 24906781
DOI: 10.1016/j.carbpol.2014.04.057

Abstract

Inclusion complex formation of benzoic acid with α-, β- and γ-cyclodextrins in water and in 0.2 M solutions of inorganic salts (KCl, KBr, KH2PO4 and K2SO4) has been studied by means of 1H NMR at 298.15 K. Binding constants have been determined and role of biologically active inorganic anions in the inclusion complex formation has been revealed. It has been shown that effects of the anions are determined not only by changing the ionic strength. More pronounced influence of Br- and H2PO4- compared with Cl- and SO4(2-) is caused by specific ion-molecular interactions, occurrence of which depends on the physical-chemical properties of the anions as well as on the binding mode of cyclodextrins with benzoic acid. Competing interactions of cyclodextrin-anion were observed in the presence of KBr, while the ternary complex formation was detected upon addition of KH2PO4.

Keywords: Complex formation; Cyclodextrin; Salt effects.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Anions / chemistry
Benzoic Acid / chemistry*
Binding Sites
Cyclodextrins / chemistry*
Magnetic Resonance Spectroscopy
Salts / chemistry*
Solutions

Substances

Anions
Cyclodextrins
Salts
Solutions
Benzoic Acid