Thia- and Sulfonyl-Calix[4]Arene Methylphosphonous Acids: Synthesis, Structure, and Amino Acids Binding

Abstract

Thia- and sulfonyl-calix[4]arene methylphosphonous acids have been synthesized by hydrolysis of corresponding alkyl esters. Host-Guest complexation of the thiacalix[4]arene tetrakis-methylphosphonous acid with a series of 12 amino acids has been investigated by HPLC and molecular modeling methods. Stability constants of the complexes are within 530—10,140 M⁻¹ in water contained solution.

GRAPHICAL ABSTRACT

Keywords:

• Thiacalixarenes
• phosphonous acids
• amino acids
• supramolecular complexes
• HPLC
• molecular modeling

Acknowledgments

This work was partially supported by the State Fund for Fundamental Research of Ukraine through grant F 40/78-2011.