Letter: Detection of reaction intermediates by flow injection electrospray ionization mass spectrometry: reaction of chemiluminescent

N-sulfonylacridinium-9-carboxamides with hydrogen peroxide

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Eur. J. Mass Spectrom. 4, 121 - 125 (1998)

Letter: Detection of reaction intermediates by flow injection electrospray ionization mass spectrometry: reaction of chemiluminescent N-sulfonylacridinium-9-carboxamides with hydrogen peroxide

Maciej Adamczyk,^* Jeffrey R. Fishpaugh, John C. Gebler, Phillip G. Mattingly and Kevin Shreder
Abbott Laboratories, Diagnostics Division, Division Organic Chemistry (9-NM), Building AP 20, 100 Abbott Park Road, Abbott Park, IL 60064, USA.

ABSTRACT:

Flow injection electrospray mass spectrometry was used to detect the intermediates and products formed during the reaction of chemiluminescent acridinium salts under the conditions necessary for light emission. A stream of aqueous alkaline hydrogen peroxide was mixed with an aqueous solution of N-sulfonylacridinium-9-carboxamide salt immediately prior to entering the ESI-MS interface. The resulting negative-ion mass spectra corresponded to the expected 9-hydroperoxide adduct, the acridone end product normally seen in the chemiluminescent reaction, and unreacted acridinium salt, with no indication of the postulated spirodioxetanone intermediate or competing pseudobase.

Keywords: Electrospray mass spectrometry, chemiluminescence, acridinium salt.

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