Complexation of Calix[4]arene bis-Hydroxymethylenediphosphonic Acid with Amino acids.  Binding Constants Determination by RP HPLC Method

Vitaly Ivanovich Kalchenko; Olga Kalchenko; Sergiy Cherenok

doi:10.17721/fujcV3I2P93-100

Authors

Vitaly Ivanovich Kalchenko Institute of Organic Chemistry, National Academy of Sciences of Ukraine http://orcid.org/0000-0002-0325-7544
Olga Kalchenko
Sergiy Cherenok

DOI:

https://doi.org/10.17721/fujcV3I2P93-100

Keywords:

calixarenephosphonic acids, reversible-phase high performance liquid chromatography, amino acids, Host-Guest complexes, supramolecular interactions

Abstract

Host-Guest complexation of calixarene-bis-hydroxymethylenediphosphonic acid with 17 amino acids in water solution had been studied by the RP HPLC and molecular modelling methods. It had been shown the binding constants of the complexes are depended on the nature of the amino acid residue, log P and pKa of the acids. The complexation is mainly determined by the electrostatic interactions between the positively charged nitrogen atom of the amino acid and the negatively charged oxygen atom of phosphonic acid residue of the calixarene, the Host-Guest p-p, СН-p and solvophobic interactions.

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