Analysis of Cytochrome P450 Metabolites of Arachidonic and Linoleic Acids by Liquid Chromatography–Mass Spectrometry with Ion Trap MS2

Bylund, Johan; Ericsson, Johanna; Oliw, Ernst H.

doi:10.1006/abio.1998.2897

Cited by 132 publications

(113 citation statements)

References 26 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The characteristic product ions of 15-HETE were m/z 219, 175, and 113 and were similar to previous studies [33,39]. The m/z 219 was the product ion formed by the identical mechanism as previously described for the m/z 179 of 12-HETE [41].…”

Section: (Scheme 1a)supporting

confidence: 87%

“…Ϫ , m/z 337, for 11,12-DHET is shown in Figure 3a and the ions are shown in Table 2. The prominent m/z 167, 163, 135, 179, 197, 153, and 169 were observed and were similar to the results from ion trap mass spectrometer [39]. Formation of the highest abundant m/z 167 was similar to 11-HETE [41].…”

Section: From the [M ϫ H ϫ H 2 O]supporting

confidence: 77%

“…For 12-HETE, the major characteristic ions were m/z 179, 163, and 135 and were similar to the results from the ion trap mass spectrometer [39]. Again, the m/z 257 is the highest abundant ion.…”

Section: (Scheme 1a)supporting

confidence: 77%

“…The characteristic m/z 167 is similar to that reported fragmentation by triple quadrupole and ion trap mass spectrometers [33,39,41]. The MS/MS spectra for 11-HETE by a triple quadrupole mass spectrometer had the dominant ion of m/z 167 [33], while spectra from FTICR and ion trap [39] contained other characteristic ions. The mechanism for formation of m/z 167 was previously described [41] as the charge-remote formation of the aldehyde by proton …”

Section: Unique Fragmentation Pathways For Hetes Dhets and Thetassupporting

confidence: 76%

“…Previous studies showed that HETEs and DHETs form characteristic fragments during MS 2 analysis by ion trap and triple quadrupole mass spectrometers [32][33][34][35][36][37][38][39][40]. The mechanisms for electrospray ionization and tandem mass spectrometry of various classes of eicosanoids have been elegantly reviewed [41].…”

mentioning

confidence: 99%

See 4 more Smart Citations

Structural characterization of monohydroxyeicosatetraenoic acids and dihydroxy- and trihydroxyeicosatrienoic acids by ESI-FTICR

Cui

Isbell

Chawengsub

et al. 2008

J. Am. Soc. Mass Spectrom.

View full text Add to dashboard Cite

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 Ϫ H] Ϫ ions occurred at the ␣-position to the hydroxyl group, and the ␣ carbon-carbon cleavage occurred when there was a double-bond at the ␤-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. (J Am

show abstract

Section: (Scheme 1a)supporting

confidence: 87%

Section: From the [M ϫ H ϫ H 2 O]supporting

confidence: 77%

Section: (Scheme 1a)supporting

confidence: 77%

Section: Unique Fragmentation Pathways For Hetes Dhets and Thetassupporting

confidence: 76%

mentioning

confidence: 99%

See 3 more Smart Citations

Structural characterization of monohydroxyeicosatetraenoic acids and dihydroxy- and trihydroxyeicosatrienoic acids by ESI-FTICR

Cui

Isbell

Chawengsub

et al. 2008

J. Am. Soc. Mass Spectrom.

View full text Add to dashboard Cite

show abstract

Metabolism of testosterone and progesterone by cytochrome P450 2C19 allelic variants

Takeji,

Okada,

Hayashi

et al. 2023

Biopharm & Drug Disp

View full text Add to dashboard Cite

CYP2C19 is a member of the human microsomal cytochrome P450 (CYP). Significant variation in CYP2C19 levels and activity can be attributed to polymorphisms in this gene. Wildtype CYP2C19 and 13 mutants (CYP2C19.1B, CYP2C19.5A, CYP2C19.5B, CYP2C19.6, CYP2C19.8, CYP2C19.9, CYP2C19.10, CYP2C19.11, CYP2C19.13, CYP2C19.16, CYP2C19.19, CYP2C19.23, CYP2C19.30, and CYP2C19.33) were coexpressed with NADPH‐cytochrome P450 reductase in Escherichia coli. Hydroxylase activity toward testosterone and progesterone was also examined. Ten CYP2C19 variants showed Soret peaks (450 nm) typical of P450 in the reduced CO‐difference spectra. CYP2C19.11 and CYP2C19.23 showed higher testosterone 11α, 16α‐/17‐ and progesterone 6β‐,21‐,16α‐/17α‐hydroxylase activities than CYP2C19.1B. CYP2C19.6, CYP2C19.16, CYP2C19.19, and CYP2C19.30 showed lower activity than CYP2C19.1B. CYP2C19.9, CYP2C19.10. CYP2C19.13, and CYP2C19.33 showed different hydroxylation activities than CYP2C19.1B. These results indicated that CYP2C19 variants have very different substrate specificities for testosterone and progesterone.

show abstract

Palladium‐Catalyzed Carbon–Carbon Bond Formation and Cleavage of Organo(hydro)fullerenes

Nambo

Itami

2009

Chemistry A European J

View full text Add to dashboard Cite

show abstract

Analysis of Cytochrome P450 Metabolites of Arachidonic and Linoleic Acids by Liquid Chromatography–Mass Spectrometry with Ion Trap MS2

Cited by 132 publications

References 26 publications

Structural characterization of monohydroxyeicosatetraenoic acids and dihydroxy- and trihydroxyeicosatrienoic acids by ESI-FTICR

Structural characterization of monohydroxyeicosatetraenoic acids and dihydroxy- and trihydroxyeicosatrienoic acids by ESI-FTICR

Metabolism of testosterone and progesterone by cytochrome P450 2C19 allelic variants

Palladium‐Catalyzed Carbon–Carbon Bond Formation and Cleavage of Organo(hydro)fullerenes

Contact Info

Product

Resources

About