Analytical Chemistry and Spectroscopy
Wiley InterScience Backfile Collection 1832-2000
Chemistry and Pharmacology
The isomeric prostaglandins, A and B, can be readily distinguished by differences in the mass spectra of their derivatives. The mass spectra of the PGA1- or PGA2-methyl ester (ME)-trimethyl silyl (TMS) ether derivatives have a prominent ion at [M - 71]+ or [M - C5H11]+ while those of the PGB1- or PGB2-ME-TMS derivatives have a predominant ion at [M - 99]+ or [M - C6H11O]+ in addition to that at [M - 71]+. Ions of similar origin characterize the spectra of the PGA1- or PGA2-TMS ether-TMS ester and PGB1- or PGB1-TMS-TMS derivatives, respectively. The fragmentation of other derivatives of PGA1, PGA2, PGB1 and PGB2 such as the ME-t-Bu-DMS (t-butyl-dimethylsilyl ether); ME-MO (methoxime)-TMS; ME-MO-Ac (acetate), and ME-Ac are also described comparatively. The composition of important ions was confirmed by deuterium labeling and/or high resolution mass spectroscopy, where appropriate. The potential advantages and limitations of the derivatives for quantitative analysis of prostaglandins by the specialized technique of multiple ion detection (MID) are described.
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