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Chemical Compound Review:

AC1NQXIQ (5Z,9E,12S,14Z)-8,11,12- trihydroxyicosa-5...

Synonyms: C04843

Laneuville, O. et al., Lefèvre, C. et al., Pace-Asciak, C.R. et al., Vogan, C.L. et al., Reynaud, D. et al., et al.

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High impact information on Trioxilin A3

FLJ39501 encodes a protein which was found to be a cytochrome P450, family 4, subfamily F, polypeptide 2 homolog of the leukotriene B4-omega-hydroxylase (CYP4F2) and could catalyze the 20-hydroxylation of trioxilin A3 from the 12(R)-lipoxygenase pathway [1].
Using [1-14C]HxA3, we demonstrated that the pineal gland contained hepoxilin epoxide hydrolase, which hydrolyzed HxA3 into trioxilin A3 [2].
1. Hepoxilin A3 (8R and 8S isomers) (HxA3), hepoxilin A3-C (8R and 8S isomers) (HxA3-C) and trioxilin A3 (8S isomer) (TrXA3, the stable derivative of HxA3) were tested for their effects on helicoidal strips of guinea-pig isolated tracheae [3].
The trihydroxy metabolite of the active isomer of HxA3 (8S), i.e. TrXA3 (8S) (10(-6) M), was inactive in potentiating the NKA-induced contraction of the trachea [3].
In contrast to earlier reports, trioxilin A3 had no E. modestus egg-hatching activity at any of the concentrations tested (10(-9)-10(-6) mol l(-1)) [4].

Biological context of Trioxilin A3

Evidence is presented showing the presence of hepoxilin A3 as the hydrolysis product trioxilin A3 [5].

Analytical, diagnostic and therapeutic context of Trioxilin A3

The product was assayed as the Me t-BDMSi derivative of its stable trihydroxy product trioxilin A3, by capillary gas chromatography-electron impact mass spectrometry using the stable deuterium isotope dilution technique [6].

References

Mutations in a new cytochrome P450 gene in lamellar ichthyosis type 3. Lefèvre, C., Bouadjar, B., Ferrand, V., Tadini, G., Mégarbané, A., Lathrop, M., Prud'homme, J.F., Fischer, J. Hum. Mol. Genet. (2006) [Pubmed]
Formation, metabolism, and action of hepoxilin A3 in the rat pineal gland. Reynaud, D., Delton, I., Gharib, A., Sarda, N., Lagarde, M., Pace-Asciak, C.R. J. Neurochem. (1994) [Pubmed]
Neurokinin A-induced contraction of guinea-pig isolated trachea: potentiation by hepoxilins. Laneuville, O., Couture, R., Pace-Asciak, C.R. Br. J. Pharmacol. (1992) [Pubmed]
Hepoxilins and trioxilins in barnacles: an analysis of their potential roles in egg hatching and larval settlement. Vogan, C.L., Maskrey, B.H., Taylor, G.W., Henry, S., Pace-Asciak, C.R., Clare, A.S., Rowley, A.F. J. Exp. Biol. (2003) [Pubmed]
Endogenous release of hepoxilin A3 from isolated perifused pancreatic islets of Langerhans. Pace-Asciak, C.R., Martin, J.M., Corey, E.J., Su, W.G. Biochem. Biophys. Res. Commun. (1985) [Pubmed]
In vivo formation of hepoxilin A3 in the rat. Pace-Asciak, C.R., Lee, S.P., Martin, J.M. Biochem. Biophys. Res. Commun. (1987) [Pubmed]

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