Submitted to: Chemistry and Physics of Lipids
Publication Type: Peer Reviewed Journal
Publication Acceptance Date: 6/12/1996
Publication Date: N/A
Interpretive Summary: Prostaglandins (PG) are hormone-like substances metabolically derived from the fatty portion of the diet. PG are involved in the genesis of allergic and inflammatory disorders, in the modulation of the immune response, in the atherosclerotic process, and other critical aspects of cardiovascular physiology, such as blood pressure regulation and the blood clotting mechanism. Diet is one of the many agents that influence the production o PG. Diet-induced changes must be quantified to advance our knowledge of the influence of the diet on our well being. Mass spectrometry is a powerful analytical technology that plays a crucial role in the identification and quantification of prostaglandin and their metabolic products. This paper provides new knowledge on the chemistry and mass spectrometry of the metabolite of prostaglandin F, which can be monitored noninvasively in urine. This knowledge has the potential of enhancing sensitivity and specificity of mass spectrometry-based analytical assays designed to evaluate the effects of dietary modifications on the synthesis of prostaglandin F (PGF). The physiological effects of altered PGF production are some of the criteria that influence the development of dietary guidelines for the general public.
Technical Abstract: The EI mass spectra of four tert-butyldimethylsilyl ether derivatives of the major metabolite of prostaglandins F1-alpha and F2-alpha (PGF-M) are presented and discussed. Proposed ion assignments and fragmentation pathways are based on substituent shifts, on data from a deuterium-labeled methoxime analog, and on the analysis of collision-induced dissociation spectra of selected ions. Fragment ions suitable for identification and quantification work are proposed.