Abstract
Cytochromes P450 (CYP) of liver microsomes can oxygenate polyunsaturated fatty acids1, 2. Hydroxylations of carbons at the ω end and epoxidations of the double bonds have attracted greatest attention. ω-Hydroxylation of polyunsaturated fatty acids is efficiently catalyzed by CYP4A, while other enzymes catalyze ω2 and ω3 hydroxylations of arachidonic acid (20: 4n-6). Enzymes of the CYP2B and CYP2C subfamily oxygenate 20: 4n-6 to epoxides1, 2, but all the constitutive epoxygenases may not have been identified.
This is a preview of subscription content, log in via an institution.
Buying options
Tax calculation will be finalised at checkout
Purchases are for personal use only
Learn about institutional subscriptionsPreview
Unable to display preview. Download preview PDF.
References
E.H. Oliw, Oxygenation of polyunsaturated fatty acids by cytochrome P450 monooxygenases. Prog. Lipid Res. 33: 329 (1994).
E.H. Oliw, J. Bylund, and L. Hörnsten, Bisallylic hydroxylation and epoxidation of polyunsaturated fatty acids by cytochrome P450. Lipids 31: 1003 (1996)
E.H Oliw, I.D. Brodowsky, L. Hörnsten, and M. Hamberg, bis-Allylic hydroxylation of polyunsaturated fatty acids by hepatic monooxygenases and its relation to the enzymatic and non-enzymatic formation of conjugated hydroxy fatty acids. Arch. Biochem. Biophys. 300: 434 (1993).
A.R. Brash, W.E. Boeglin, J.H. Capdevila, S. Yeola, and I.A. Blair, 7-HETE, 10-HETE, and 13-HETE are major products of NADPH-dependent arachidonic acid metabolism in rat liver microsomes: analysis of their stereochemistry and the stereochemistry of their acid-catalyzed rearrangement. Arch. Biochem. Biophys. 321: 485 (1995).
E.H. Oliw, bis-Allylic hydroxylation of linoleic acid and arachidonic acid by human hepatic monooxygenases. Biochim. Biophys. Acta 1166: 258 (1993).
M. Hamberg, W.H. Gerwick, and P.A. Åsen, Linoleic acid metabolism in the red alga Lithothamnion corallioides: biosynthesis of 1 l(R)-hydroxy-9(Z), 12(Z)-octadecadioenoic acid. Lipids 27: 487 (1992).
L. Hörnsten, J. Bylund, and E.H. Oliw, Dexamethasone induces bisallylic hydroxylation of polyunsaturated fatty acids by rat liver microsomes. Arch. Biochem. Biophys. 332: 261 (1996).
A.B. Rifkind, C. Lee, T.K.H. Chang, and D.J. Waxman, Arachidonic acid metabolism by human cytochrome P450s 2C8, 2C9, 2E1, and 1A2: regioselective oxygenation and evidence for a role for CYP2C enzymes in arachidonic acid epoxygenatiion in human liver microsomes. Arch. Biochem. Biophys. 320: 380 (1995).
Author information
Authors and Affiliations
Editor information
Editors and Affiliations
Rights and permissions
Copyright information
© 1997 Springer Science+Business Media New York
About this chapter
Cite this chapter
Hörnsten, L., Bylund, J., Oliw, E.H. (1997). Bisallylic Hydroxylation of Linoleic and Arachidonic Acids by Adult and Fetal Human Liver Microsomes and a Comparison with Human Recombinant Cytochromes P450. In: Sinzinger, H., Samuelsson, B., Vane, J.R., Paoletti, R., Ramwell, P., Wong, P.YK. (eds) Recent Advances in Prostaglandin, Thromboxane, and Leukotriene Research. Advances in Experimental Medicine and Biology, vol 433. Springer, Boston, MA. https://doi.org/10.1007/978-1-4899-1810-9_25
Download citation
DOI: https://doi.org/10.1007/978-1-4899-1810-9_25
Publisher Name: Springer, Boston, MA
Print ISBN: 978-1-4899-1812-3
Online ISBN: 978-1-4899-1810-9
eBook Packages: Springer Book Archive