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Complexation of amino acids derivatives in water by calix[4]arene phosphonic acids

Abstract

Series of the calix[4]arene phosphonic acids with various substituents at the lower rim was synthesized. Complexing properties of these receptors towards methyl esters of six amino acids strongly depended on the calix[4]arene conformation flexibility. The complex formation processes were monitored using 1H NMR spectroscopy (deuterated phosphate buffer at pD 7.3, 22 oC) and association constant values were evaluated. Inherently mobile calix[4]arene molecule 3 occurred in cone conformation in aqueous solution turned out to be more effective in complexation of the basic amino acids methyl esters compared to the rigid 2 and flexible 4. Mixed 1:2 and 2:1 (host-guest) complexes were observed for compound 1 with all amino acids methyl esters.

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Category:
Articles
Type:
artykuł w czasopiśmie z listy filadelfijskiej
Published in:
Journal of Inclusion Phenomena and Macrocyclic Chemistry no. 61, pages 381 - 391,
ISSN: 1388-3127
Language:
English
Publication year:
2008
Bibliographic description:
Dziemidowicz J., Witt D., Rachoń J.: Complexation of amino acids derivatives in water by calix[4]arene phosphonic acids// JOURNAL OF INCLUSION PHENOMENA AND MACROCYCLIC CHEMISTRY. -Vol. 61., nr. nr 4 (2008), s.381-391
Verified by:
Gdańsk University of Technology

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