Structural characterization of monohydroxyeicosatetraenoic acids and dihydroxy- and trihydroxyeicosatrienoic acids by ESI-FTICR. J Am Soc Mass Spectrom 2008 Apr;19(4):569-85
Date
02/26/2008Pubmed ID
18296063Pubmed Central ID
PMC2373256DOI
10.1016/j.jasms.2008.01.007Scopus ID
2-s2.0-41049093224 (requires institutional sign-in at Scopus site) 18 CitationsAbstract
The fragmentation characteristics of monohydroxyeicosatetraenoic acids and dihydroxy- and trihydroxyeicosatrienoic acids were investigated by electrospray ionization Fourier transform ion cyclotron resonance (FTICR) mass spectrometry using sustained off-resonance irradiation collision-induced dissociation (SORI-CID) and infrared multiphoton dissociation (IRMPD). The fragmentation patterns of these compounds were associated with the number and positions of the hydroxyl substituents. The fragmentation is more complicated with increasing number of the hydroxyl groups of the compounds. In general, the major carbon-carbon cleavage of [M - H](-) ions occurred at the alpha-position to the hydroxyl group, and the carbon-carbon cleavage occurred when there was a double-bond at the beta-position to the hydroxyl group. SORI-CID and IRMPD produced some common fragmentation patterns; however, each technique provided some unique patterns that are useful for structural identification of these compounds. This study demonstrated the application of FTICR via the identification of regioisomers of trihydroxyeicosatrienoic acids in rabbit aorta samples.
Author List
Cui L, Isbell MA, Chawengsub Y, Falck JR, Campbell WB, Nithipatikom KAuthor
William B. Campbell PhD Professor in the Pharmacology and Toxicology department at Medical College of WisconsinMESH terms used to index this publication - Major topics in bold
AnimalsAnimals, Newborn
Aorta
Calcimycin
Cyclotrons
Hydroxyeicosatetraenoic Acids
Hydroxyl Radical
Indomethacin
Rabbits
Spectrometry, Mass, Electrospray Ionization
Spectroscopy, Fourier Transform Infrared
Tandem Mass Spectrometry
