An acridinium sulphonylamide as a new chemiluminescent label for the determination of carboxylic acids in liquid chromatography

✍ Scribed by Steijger, O. M. ;Kamminga, D. A. ;Lingeman, H. ;Brinkman, U. A. Th.

• Publisher: John Wiley and Sons
• Year: 1998
• Weight: 182 KB
• Volume: 13
• Category: Article
• ISSN: 0884-3996
• DOI: 10.1002/(sici)1099-1271(199801/02)13:1<31::aid-bio468>3.0.co;2-z

✦ Synopsis

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 C 18 column with acetonitrile-watertetrahydrofuran (39:57:4, v/v/v) containing 10 mmol/L TBABr and 0.035% H 2 O 2 as the mobile phase at a ¯ow 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 ¯ow rate of 20 mL/min. The detection limit (S/N = 3) of derivatized ibuprofen is 60 pg (3 pg injected).