Identification of naturally occurring quaternary compounds by combined laser desorption and tandem mass spectrometry

Analytical Chemistry
1983.0

Abstract

Laser desorption of quaternary alkaloids can be used to generate the intact cations which can be mass selected and then identified by recording a spectrum of fragment ions generated by collision-induced dissociation. The resulting MS/MS spectra show much less chemical noise than do the corresponding laser desorption mass spectra. This procedure allows Identification of the quaternary alkaloid candicine chloride (N,N,N-trimethyltyramlne chloride, 1) in crude extracts of cactus material at the level of 1 part per thousand (dry weight). Procedures for rapidly surveying plant material for quaternary alkaloids are given and tested for candicine in six species of cacti. Results agree with those from a much less specific chromatographic method. Secondary ion mass spectrometry provides similar capabilities and two new quaternary alkaloids, O-methylcandiclne and N,N,N-trlmethyl-β-methoxyphenylethylamine, were discovered with the aid of this procedure. © 1983, American Chemical Society. All rights reserved.

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