FUNCTIONALIZED ALPHA-CYCLODEXTRINS AS POTENTIOMETRIC CHIRAL SENSORS

被引:24
作者
KATAKY, R [1 ]
BATES, PS [1 ]
PARKER, D [1 ]
机构
[1] UNIV DURHAM,DEPT CHEM,S RD,DURHAM DH1 3LE,ENGLAND
关键词
CYCLODEXTRIN; SENSOR; POTENTIOMETRY; CHIRAL; ENANTIOSELECTIVE;
D O I
10.1039/an9921701313
中图分类号
O65 [分析化学];
学科分类号
070302 ; 081704 ;
摘要
Octylated cyclodextrins have been synthesized and characterized by mass spectrometry (+ fast atom bombardment, + field desorption) and 500 MHz H-1 nuclear magnetic resonance spectroscopy. These highly lipophilic, enantiomerically pure molecules have been incorporated into solvent polymeric membranes and investigated as electrochemical sensors for chiral molecules incorporating aryl rings. Bis(1-butylpentyl) adipate (BBPA) and ortho-nitrophenyl octyl ether (o-NPOE) were used as plasticizers. Electrodes using BBPA as the plasticizer were stable and well defined with a limit of detection for ephedrine of -log[c] = 6.5. Interference from serum levels of Na+, K+ and Ca2+ is minimal; the best value obtained for -log k(pot) (the over-all selectivity coefficient) was 3.9 with BBPA as plasticizer and 1 X 10(-3) mol dm-3 NH4Cl as inner filling solution. The electrodes were highly enantioselective in binding ephedrine (enantioselectivity k(+)/(-)pot, 2.7). The o-NPOE-based electrodes, although enantioselective with minimal interference from serum levels of Na+, K+ and Ca2+, behaved in a time-dependent manner.
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页码:1313 / 1317
页数:5
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