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Analysis of a Verapamil Microsomal Incubation using Metabolite ID and Mass FrontierTM

ws the user to select individual modifications of interest from the extensive list provided or define custom modifications. An alternative approach that can be employed when the user has no prior knowledge of their drugs metabolism is to use all of the modifications supplied. The results of this latter approach, applied to this verapamil example, are shown in Figure 2. These results were generated by clicking the Results button. The top portion of the display in Figure 2 shows extracted ion chromatograms corresponding to the masses of the parent drugs and modifications specified. From the three chromatograms displayed, one can conclude that verapamil undergoes demethylation and dehydrogenation but not decarboxylation.

The bottom portion of Figure 2 consists of two windows containing the MS and MS2 spectra. Generated by clicking the cursor on the apex of the peak in the Dehydrogenation chromatogram the MS spectrum shows a parent mass of 453 and a mass of 277 in the MS2 spectrum. This is a loss of 176 mass units which is characteristic of a glucuronide conjugate rather than a simple dehydrogenation product. This example demonstrates the utility of having quick and easy access to MS and MS2 spectra. This metabolite is likely the result of a three step process where alkyl cleavage at the tertiary amine group of verapamil initially produces a previously documented metabolic product at mass 290 which then undergoes demethylation to produce a free hydroxyl group which is the site of glucuronidation in the final step (Figure 3). The results for the mass 453 metabolite should prompt the user to return to the Modification List Manager dialog box and create custom modifications corresponding to the proposed mass 291 metabolite and its demethylated analogue.

Table 1 summarizes the results that were obtained by applying the list of single and multiple modifications provided with Metabo
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