Cytochrome P450 arachidonic acid epoxygenase: Stereochemical characterization of epoxyeicosatrienoic acids

J. H. Capdevila; E. Dishman; A. Karara; J R Falck

doi:10.1016/0076-6879(91)06113-H

Cytochrome P450 arachidonic acid epoxygenase: Stereochemical characterization of epoxyeicosatrienoic acids

J. H. Capdevila, E. Dishman, A. Karara, J R Falck

Biochemistry

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Abstract

This chapter discusses the cytochrome P450 arachidonic acid epoxygenase. The epoxygenase regio- and stereoselectivity of oxygenation is under the control of the cytochrome P450 protein catalyst. The potential functional significance of this metabolic pathway has been highlighted by (a) the potent biological activities of the epoxyeicosatrienoic acids (EETs), and (b) the demonstration of a role for the hemoprotein in the in vivo metabolism of endogenous arachidonic acid. The enantioselective nature of the endogenous EET pools present in rat liver and human kidney established the epoxygenase as an additional member of the “arachidonate metabolic cascade.” This chapter discusses the methodology developed in laboratories for the regio- and stereochemical characterization of the cytochrome P450 epoxygenase metabolites generated in vitro by enzymatic incubations or present in vivo in extracts isolated from whole organs.

Original language	English (US)
Pages (from-to)	441-453
Number of pages	13
Journal	Methods in Enzymology
Volume	206
Issue number	C
DOIs	https://doi.org/10.1016/0076-6879(91)06113-H
State	Published - Jan 1 1991

ASJC Scopus subject areas

Biochemistry
Molecular Biology

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10.1016/0076-6879(91)06113-H

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title = "Cytochrome P450 arachidonic acid epoxygenase: Stereochemical characterization of epoxyeicosatrienoic acids",

abstract = "This chapter discusses the cytochrome P450 arachidonic acid epoxygenase. The epoxygenase regio- and stereoselectivity of oxygenation is under the control of the cytochrome P450 protein catalyst. The potential functional significance of this metabolic pathway has been highlighted by (a) the potent biological activities of the epoxyeicosatrienoic acids (EETs), and (b) the demonstration of a role for the hemoprotein in the in vivo metabolism of endogenous arachidonic acid. The enantioselective nature of the endogenous EET pools present in rat liver and human kidney established the epoxygenase as an additional member of the “arachidonate metabolic cascade.” This chapter discusses the methodology developed in laboratories for the regio- and stereochemical characterization of the cytochrome P450 epoxygenase metabolites generated in vitro by enzymatic incubations or present in vivo in extracts isolated from whole organs.",

author = "Capdevila, {J. H.} and E. Dishman and A. Karara and Falck, {J R}",

note = "Funding Information: This work was supported by National Institutes of Health Grants ES 03771 (RTO) and GM 31296 (BSSM). J.E.C. was a Parker B. Francis Fellow in pulmonary research during the time in which these studies were performed. B.S.S.M. is The Robert A. Welch Foundation Professor in Chemistry at the University of Texas Health Science Center at San Antonio. Funding Information: Work in the author's laboratories was supported by U.S. Public Health Service Grants GM37922, GM31278, and DK38226, from the National Institutes of Health and North Atlantic Treaty Organization Grant RC 26/0085.",

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AU - Falck, J R

N1 - Funding Information: This work was supported by National Institutes of Health Grants ES 03771 (RTO) and GM 31296 (BSSM). J.E.C. was a Parker B. Francis Fellow in pulmonary research during the time in which these studies were performed. B.S.S.M. is The Robert A. Welch Foundation Professor in Chemistry at the University of Texas Health Science Center at San Antonio. Funding Information: Work in the author's laboratories was supported by U.S. Public Health Service Grants GM37922, GM31278, and DK38226, from the National Institutes of Health and North Atlantic Treaty Organization Grant RC 26/0085.

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N2 - This chapter discusses the cytochrome P450 arachidonic acid epoxygenase. The epoxygenase regio- and stereoselectivity of oxygenation is under the control of the cytochrome P450 protein catalyst. The potential functional significance of this metabolic pathway has been highlighted by (a) the potent biological activities of the epoxyeicosatrienoic acids (EETs), and (b) the demonstration of a role for the hemoprotein in the in vivo metabolism of endogenous arachidonic acid. The enantioselective nature of the endogenous EET pools present in rat liver and human kidney established the epoxygenase as an additional member of the “arachidonate metabolic cascade.” This chapter discusses the methodology developed in laboratories for the regio- and stereochemical characterization of the cytochrome P450 epoxygenase metabolites generated in vitro by enzymatic incubations or present in vivo in extracts isolated from whole organs.

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Cytochrome P450 arachidonic acid epoxygenase: Stereochemical characterization of epoxyeicosatrienoic acids

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