Title
An acridinium sulphonylamide as a new chemiluminescent label for the determination of carboxylic acids in liquid chromatography
Author
Steijger, O.M.
Kamminga, D.A.
Lingeman, H.
Brinkman, U.A.T.
Centraal Instituut voor Voedingsonderzoek TNO TNO Voeding
Publication year
1998
Abstract
The synthesis of a new acridinium sulphonylamide label for the liquid chromatographic determination of carboxylic acids is described. The label 10-methyl-N-(p-tolyl)-N-(p-iodoacetamidobenzenesulphonyl)-9-acridinium carboxamide iodide is synthesized from 9-acridinecarboxylic acid by a seven-step reaction. Ibuprofen, used as test compound, is coupled to the reactive iodoacetamide group of the label by means of an alkylation reaction in dry acetonitrile for 20 min at 50°C in the presence of 18-crown-6 and potassium carbonate as base catalyst. The reaction mixture is injected into a liquid chromatographic system with chemiluminescence detection. Separation is performed on a Zorbax C18 column with acetonitrile-water-tetrahydrofuran (39:57:4, v/v/v) containing 10 mmol/L TBABr and 0.035% H2O2 as the mobile phase at a flow rate of 1.0 ml/min. Chemiluminescence detection is achieved by the postcolumn addition of 200 mmol/L potassium hydroxide dissolved in methanol-water (1:1, v/v) at a flow rate of 20 μL/min. The detection limit (S/N = 3) of derivatized ibuprofen is 60 pg (3 pg injected). © 1998 John Wiley & Sons, Ltd. Chemicals/CAS: 10-methyl-N-(p-tolyl)-N-(p-iodoacetamidobenzenesulfonyl)-9-acridinium carboxamide; Acridines; Carboxylic Acids; Hydroxides; Ibuprofen, 15687-27-1; Molecular Probes; Potassium Compounds; potassium hydroxide, 1310-58-3; Solvents; Sulfonamides
Subject
Nutrition
10-methyl-N-(sulphonyl)-9-acridinium carboxamide
Carboxylic acids
Chemiluminescence
Derivatization
Liquid chromatography
10 methyl N (p tolyl) N (p iodoacetamidobenzenesulfonyl) 9 acridinium carboxamide
Acridine derivative
Potassium derivative
Potassium hydroxide
Chemistry
Chemoluminescence
Liquid chromatography
Methodology
Molecular probe
Synthesis
Acridines
Carboxylic Acids
Chemiluminescent Measurements
Chromatography, Liquid
Hydroxides
Ibuprofen
Molecular Probes
Potassium Compounds
Solvents
Sulfonamides
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TNO identifier
234834
ISSN
0884-3996
Source
Journal of Bioluminescence and Chemiluminescence, 13 (1), 31-40
Document type
article