Synthesis and NMR characterization of β-alanine-bridged hemispherodextrin, a very efficient chiral selector in EKC

被引：16

作者：

Cucinotta, Vincenzo ^{[1
]}

Giuffrida, Alessandro ^{[1
]}

Maccarrone, Giuseppe ^{[1
]}

Messina, Marianna ^{[1
]}

Puglisi, Antonino ^{[1
]}

Vecchio, Graziella ^{[1
]}

机构：

[1] Univ Catania, Dept Chem Sci, I-95125 Catania, Italy

来源：

ELECTROPHORESIS | 2007年 / 28卷 / 15期

关键词：

CD; chiral separation; dansyl-amino acid; EKC;

D O I：

10.1002/elps.200600813

中图分类号：

Q5 [生物化学];

学科分类号：

071010 ; 081704 ;

摘要：

A capped derivative of P-CD (THALAH) was synthesized and characterized by NMR spectroscopy at different pH values. A trehalose moiety, bonded through beta-alanine bridges to the CD cavity, is included in the capping unit, giving peculiar properties to this molecule. The hemispherodextrin thus obtained was tested as a chiral selector in EKC. At neutral pH, the monocationic species of THALAH behaves as a very efficient selector separating successfully all the 11 tested enantiomeric pairs of dansyl-derivatives of amino acids, some of them even at concentrations as low as 0.15 mM. The differences observed in the migration order among the different systems give suggestions about the mechanism of molecular recognition between the selector and the analytes.

引用

页码：2580 / 2588

页数：9

共 39 条

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