Abstract
In this account, selected applications of monosaccharides, starting from sugar-based crown-ethers, in recognition of chiral ammonium cations derived from chiral amines and amino acids, are presented. The influence of sugar incorporation into the crown ether ring on binding and structural properties is discussed as well as selected methods used in determination of chiral recognition ability of these hosts. Afterwards, the differences in the design of hosts for chiral anions and receptors for cations are compared. The key-factors in construction of the sugar-based anion receptors: the structure of anion binding pocket and the role of sugar moiety, are shown. Application of these hosts in recognition of biologically important N-protected amino acids and α-hydroxy-acids, using titrations methodology under 1H NMR, UV/VIS and fluorescence control is reviewed.
Keywords: Cation and anion receptors, chiral recognition, crown ethers, monosaccharides.
Current Organic Chemistry
Title:Synthesis and Complexation Properties of Sugar Derived Receptors for Chiral Ions
Volume: 18 Issue: 14
Author(s): Jaroslaw M. Granda and Janusz Jurczak
Affiliation:
Keywords: Cation and anion receptors, chiral recognition, crown ethers, monosaccharides.
Abstract: In this account, selected applications of monosaccharides, starting from sugar-based crown-ethers, in recognition of chiral ammonium cations derived from chiral amines and amino acids, are presented. The influence of sugar incorporation into the crown ether ring on binding and structural properties is discussed as well as selected methods used in determination of chiral recognition ability of these hosts. Afterwards, the differences in the design of hosts for chiral anions and receptors for cations are compared. The key-factors in construction of the sugar-based anion receptors: the structure of anion binding pocket and the role of sugar moiety, are shown. Application of these hosts in recognition of biologically important N-protected amino acids and α-hydroxy-acids, using titrations methodology under 1H NMR, UV/VIS and fluorescence control is reviewed.
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Cite this article as:
M. Granda Jaroslaw and Jurczak Janusz, Synthesis and Complexation Properties of Sugar Derived Receptors for Chiral Ions, Current Organic Chemistry 2014; 18 (14) . https://dx.doi.org/10.2174/1385272819666140527232358
DOI https://dx.doi.org/10.2174/1385272819666140527232358 |
Print ISSN 1385-2728 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-5348 |
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