6-Methoxy-2-(4-substituted phenyl)benzoxazoles as Fluorescent Chiral Derivatization Reagents for Carboxylic Acid Enantiomers

阅读量:

22

作者:

J KondoN SuzukiT ImaokaT KawasakiA NakanishiY Kawahara

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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.

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DOI:

10.2116/analsci.10.17

被引量:

54

年份:

1994

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