Investigation of noncovalent complexes between β-cyclodextrin and polyamide acids containing N-methylpyrrole and N-methylimidazole by electrospray ionization mass spectrometry

Abstract

Electrospray ionization (ESI) mass spectrometry was utilized to investigate noncovalent complexes between beta-cyclodextrin (beta-CD) and five novel polyamide acids containing N-methylpyrrole and N-methylimidazole. The 1:1 binding mode was specified by examining the binding stoichiometry from ESI mass spectra. It found that polyamide acids with beta-CD have binding affinities in the order: ImImImbetaCOOH > ImPyImbetaCOOH > ImPyPybetaCOOH > PyPyPybetaCOOH > NO(2)PyPyPybetaCOOH. The method gives, simultaneously, the binding constants between beta-CD and polyamide acids based on a novel linear equation.

Modified β-Cyclodextrin Inclusion Complex to Improve the Physicochemical Properties of Albendazole. Complete In Vitro Evaluation and Characterization

“…Electrospray ionization mass spectrometry (ESI-MS) is a powerful means of studying reaction products and non-covalent complexes between “host-guest” with high sensitivity and rapidity, at a very low level of sample consumption [24], [25], [26].…”

Use of reversed phase high pressure liquid cromatography for the physicochemical and thermodynamic characterization of oxyresveratrol/β-cyclodextrin complexes

“…To characterize inclusion complexes several methods have been used including UV spectroscopy [17], fluorescence measurements [18], circular dichroism [19], potentiometry [20], mass spectrometry [21], nuclear magnetic resonance (NMR) [22], among others. In recent years, HPLC has been increasingly used for observing and characterizing CD-guest inclusion complexes [23].…”

Investigation of heptakis(2,6‐di‐O‐methyl)‐β‐cyclodextrin inclusion complexes with flavonoid glycosides by electrospray ionization mass spectrometry

“…A relative intensity I r ,21 defined as I r = I c /( I c + I G ), where I G and I c are defined as the abundances of G and the complex DM‐ β ‐CD:G, respectively, was introduced to evaluate the effect of DM‐ β ‐CD concentration on relative abundance of the complex. According to the literature,21, 22 I r relates to K st by the following equation: where k c is a proportionality constant and [ G ] t and [DM‐ β ‐CD] t are initial concentrations of G and DM‐ β ‐CD, respectively. According to Eqn.…”