6-METHOXY-2-(4-SUBSTITUTED PHENYL)BENZOXAZOLES AS FLUORESCENT CHIRAL DERIVATIZATION REAGENTS FOR CARBOXYLIC-ACID ENANTIOMERS

被引：32

作者：

KONDO, J ^{[1
]}

SUZUKI, N ^{[1
]}

IMAOKA, T ^{[1
]}

KAWASAKI, T ^{[1
]}

NAKANISHI, A ^{[1
]}

KAWAHARA, Y ^{[1
]}

机构：

[1] SANKYO CO LTD, ANALYT & METAB RES LABS, SHINAGAWA KU, TOKYO 140, JAPAN

来源：

ANALYTICAL SCIENCES | 1994年 / 10卷 / 01期

关键词：

CHIRAL DERIVATIZATION REAGENT; HIGH-PERFORMANCE LIQUID CHROMATOGRAPHY; CARBOXYLIC ACID ENANTIOMER; PRECOLUMN DERIVATIZATION; FLUORESCENCE DETECTION; 2-PHENYLBENZOXAZOLE;

D O I：

10.2116/analsci.10.17

中图分类号：

O65 [分析化学];

学科分类号：

070302 ; 081704 ;

摘要：

Three chiral derivatization reagents: 2-[4-(L-leucyl)aminophenyl]-6-methoxybenzoxazole, 2-[4-(D-phenylglycyl)aminophenyl]-6-methoxybenzoxazole, and 2-[4-(L-phenylalanyl)aminophenyl]-6-methoxybenzoxazole, have been synthesized to permit separation of carboxylic acid enantiomers by high-performance liquid chromatography. Enantiomeric carboxylic acids were readily condensed with the chiral reagents in the presence of 2,2'-dipyridyl disulfide and triphenylphosphine. The diastereometric amides formed were separated on a normal-phase column, and were sensitively detected fluorometrically at 375 nm, with excitation at 330 nm. The detection limit Of L-PheBOX derivative of 2-phenylpropionic acid was 70 fmol at a signal-to-noise ratio of 3.

引用

页码：17 / 23

页数：7

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