Affinity capillary electrophoresis and density functional theory study of noncovalent interactions of cyclic peptide [Gly⁶]‐antamanide with small cations

Abstract

ACE and density functional theory were employed to study the noncovalent interactions of cyclic decapeptide glycine-6-antamanide ([Gly ]AA), synthetic derivative of native antamanide (AA) peptide from the deadly poisonous fungus Amanita phalloides, with small cations (Li , Rb , Cs , NH , and Ca ) in methanol. The strength of these interactions was quantified by the apparent stability constants of the appropriate complexes determined by ACE. The stability constants were calculated using the nonlinear regression analysis of the dependence of the effective electrophoretic mobility of [Gly ]AA on the concentration of the above ions in the BGE (methanolic solution of 20 mM chloroacetic acid, 10 mM Tris, pH 7.8, containing 0-70 mM concentrations of the above ions added in the form of chlorides). Prior to stability constant calculation, the effective mobilities measured at actual temperature inside the capillary and at variable ionic strength of the BGEs were corrected to the values corresponding to the reference temperature of 25°C and to the constant ionic strength of 10 mM. From the above ions, Rb and Cs cations interacted weakly with [Gly ]AA but no interactions of [Gly ]AA with univalent Li and NH ions and divalent Ca ion were observed. The apparent stability constants of [Gly ]AA-Rb and [Gly ]AA-Cs complexes were found to be equal to 13 ± 4 and 22 ± 3 L/mol, respectively. The structural characteristics of these complexes, such as position of the Rb and Cs ions in the cavity of the [Gly ]AA molecule and the interatomic distances within these complexes, were obtained by the density functional theory calculations.

Studying molecular interactions via capillary electrophoresis and microscale thermophoresis: A review

“…Another important category is interactions with metals. The values of the binding constant of interactions are often given in the logarithmic form [75,79,83,84,[91][92][93] or are displayed using normalized ratios [94][95][96][97][98][99][100][101][102][103]. The examples of conventional ms-ACE applications are summarized in Table 1 as reported in Refs.…”

Affinity capillary electrophoresis employed for determination of stability constants of antamanide complexes with univalent and divalent cations in methanol

“…Circular dichroism spectroscopy and conductivity measurements were applied to study binding of AA with Mg 2+ and Ca 2+ ions. Recently, affinity capillary electrophoresis (ACE) has been applied to study noncovalent interactions of AA derivative ([Gly 6 ]antamanide) with small cations.…”