4-N,N-Dimethylaminosulfonyl-7-N-(2-aminoethyl)amino-benzofurazan as a new precolumn fluorescence derivatization reagent for carboxylic acids (fatty acids and drugs containing a carboxyl moiety) in liquid chromatography

P. Prados, T. Fukushima, T. Santa, H. Homma, M. Tsunoda, S. Al-Kindy, S. Mori, H. Yokosu, K. Imai

Research output: Contribution to journalArticle

21 Citations (Scopus)

Abstract

A new fluorescent reagent for carboxylic acids, 4-N,N-dimethylaminosulfonyl-7-N-(2-aminoethyl)amino-2,1,3-benz oxadiazole (DBD-ED) was synthesized from 4-N,N-dimethylaminosulfonyl-7-chloro-2,1,3-benzoxadiazole (DBD-Cl) and 1,2-diaminoethane. DBD-Cl is also a new compound described in this work for the first time. The applicability of DBD-ED as a precolumn derivatization reagent in liquid chromatography (LC) was examined. DBD-ED reacted with saturated fatty acids and non-steroidal anti-inflammatory drugs (NSAIDs) in the presence of triphenylphosphine and 2,2'-dipyridyl disulfide at room temperature for 30 min for NSAIDs and 1 h for fatty acids to give fluorescent products. The reaction solutions were subjected to LC and the derivatized products were detected spectrofluorimetrically at 560 nm with excitation at 450 nm. The detection limits were in the fmol range.

Original languageEnglish
Pages (from-to)227-232
Number of pages6
JournalAnalytica Chimica Acta
Volume344
Issue number3
DOIs
Publication statusPublished - Jun 10 1997
Externally publishedYes

Fingerprint

ethylenediamine
Liquid chromatography
carboxylic acid
Carboxylic Acids
Liquid Chromatography
liquid chromatography
drug
Anti-Inflammatory Agents
fluorescence
Fatty Acids
fatty acid
Fluorescence
Oxadiazoles
Pharmaceutical Preparations
Limit of Detection
Temperature
temperature
benzofurazan
product
triphenylphosphine

Keywords

  • 2-Arylpropionic acid
  • 4-N,N-Dimethylaminosulfonyl-7-chloro-2,1,3-benzoxadia zole (DBD-Cl)
  • 4-N,N-Dimethylaminosulfonyl-7-N-(2-aminoethyl)amino-2,1,3-benz oxadiazole (DBD-ED)
  • Fatty acid
  • Liquid chromatography

ASJC Scopus subject areas

  • Biochemistry
  • Analytical Chemistry
  • Spectroscopy
  • Environmental Chemistry

Cite this

4-N,N-Dimethylaminosulfonyl-7-N-(2-aminoethyl)amino-benzofurazan as a new precolumn fluorescence derivatization reagent for carboxylic acids (fatty acids and drugs containing a carboxyl moiety) in liquid chromatography. / Prados, P.; Fukushima, T.; Santa, T.; Homma, H.; Tsunoda, M.; Al-Kindy, S.; Mori, S.; Yokosu, H.; Imai, K.

In: Analytica Chimica Acta, Vol. 344, No. 3, 10.06.1997, p. 227-232.

Research output: Contribution to journalArticle

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abstract = "A new fluorescent reagent for carboxylic acids, 4-N,N-dimethylaminosulfonyl-7-N-(2-aminoethyl)amino-2,1,3-benz oxadiazole (DBD-ED) was synthesized from 4-N,N-dimethylaminosulfonyl-7-chloro-2,1,3-benzoxadiazole (DBD-Cl) and 1,2-diaminoethane. DBD-Cl is also a new compound described in this work for the first time. The applicability of DBD-ED as a precolumn derivatization reagent in liquid chromatography (LC) was examined. DBD-ED reacted with saturated fatty acids and non-steroidal anti-inflammatory drugs (NSAIDs) in the presence of triphenylphosphine and 2,2'-dipyridyl disulfide at room temperature for 30 min for NSAIDs and 1 h for fatty acids to give fluorescent products. The reaction solutions were subjected to LC and the derivatized products were detected spectrofluorimetrically at 560 nm with excitation at 450 nm. The detection limits were in the fmol range.",
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AU - Prados, P.

AU - Fukushima, T.

AU - Santa, T.

AU - Homma, H.

AU - Tsunoda, M.

AU - Al-Kindy, S.

AU - Mori, S.

AU - Yokosu, H.

AU - Imai, K.

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N2 - A new fluorescent reagent for carboxylic acids, 4-N,N-dimethylaminosulfonyl-7-N-(2-aminoethyl)amino-2,1,3-benz oxadiazole (DBD-ED) was synthesized from 4-N,N-dimethylaminosulfonyl-7-chloro-2,1,3-benzoxadiazole (DBD-Cl) and 1,2-diaminoethane. DBD-Cl is also a new compound described in this work for the first time. The applicability of DBD-ED as a precolumn derivatization reagent in liquid chromatography (LC) was examined. DBD-ED reacted with saturated fatty acids and non-steroidal anti-inflammatory drugs (NSAIDs) in the presence of triphenylphosphine and 2,2'-dipyridyl disulfide at room temperature for 30 min for NSAIDs and 1 h for fatty acids to give fluorescent products. The reaction solutions were subjected to LC and the derivatized products were detected spectrofluorimetrically at 560 nm with excitation at 450 nm. The detection limits were in the fmol range.

AB - A new fluorescent reagent for carboxylic acids, 4-N,N-dimethylaminosulfonyl-7-N-(2-aminoethyl)amino-2,1,3-benz oxadiazole (DBD-ED) was synthesized from 4-N,N-dimethylaminosulfonyl-7-chloro-2,1,3-benzoxadiazole (DBD-Cl) and 1,2-diaminoethane. DBD-Cl is also a new compound described in this work for the first time. The applicability of DBD-ED as a precolumn derivatization reagent in liquid chromatography (LC) was examined. DBD-ED reacted with saturated fatty acids and non-steroidal anti-inflammatory drugs (NSAIDs) in the presence of triphenylphosphine and 2,2'-dipyridyl disulfide at room temperature for 30 min for NSAIDs and 1 h for fatty acids to give fluorescent products. The reaction solutions were subjected to LC and the derivatized products were detected spectrofluorimetrically at 560 nm with excitation at 450 nm. The detection limits were in the fmol range.

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