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

被引：19

作者：

Dziemidowicz, Joanna ^{[1
]}

Witt, Dariusz ^{[1
]}

Rachon, Janusz ^{[1
]}

机构：

[1] Gdansk Univ Technol, Dept Organ Chem, Fac Chem, PL-80952 Gdansk, Poland

来源：

JOURNAL OF INCLUSION PHENOMENA AND MACROCYCLIC CHEMISTRY | 2008年 / 61卷 / 3-4期

关键词：

amino acids; association constants; calix[4]arenes; molecular recognition in water; phosphonic acids; supramolecular chemistry; complex formation;

D O I：

10.1007/s10847-008-9434-4

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

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 H-1 NMR spectroscopy (deuterated phosphate buffer at pD 7.3, 22 degrees C) 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.

引用

页码：381 / 391

页数：11

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