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1.14.14.B9: fatty acid omega2/3-hydroxyase

This is an abbreviated version!
For detailed information about fatty acid omega2/3-hydroxyase, go to the full flat file.

Reaction

(4Z,7Z,10Z,13Z,16Z,19Z)-docosa-4,7,10,13,16,19-hexaenoate
+
[reduced NADPH-hemoprotein reductase]
+
O2
=
(4Z,7Z,10Z,13Z,16Z)-19,20-epoxydocosa-4,7,10,13,16-pentaenoate
+
[oxidized NADPH-hemoprotein reductase]
+
H2O

Synonyms

CYP4F11, CYP4F12, CYP4F8

ECTree

     1 Oxidoreductases
         1.14 Acting on paired donors, with incorporation or reduction of molecular oxygen
             1.14.14 With reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygen into the other donor
                1.14.14.B9 fatty acid omega2/3-hydroxyase

Substrates Products

Substrates Products on EC 1.14.14.B9 - fatty acid omega2/3-hydroxyase

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SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
(4Z,7Z,10Z,13Z,16Z)-docosa-4,7,10,13,16-pentaenoate + [reduced NADPH-hemoprotein reductase] + O2
(4Z,7Z,10Z,13Z,16Z)-20-hydroxydocosa-4,7,10,13,16-pentaenoate + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
-
main product, plus minor amounts of 21-hydroxy-4,7,10,13,16-(Z)-docosapentaenoic acid, no significant formation of dihydroxycompounds
-
?
(4Z,7Z,10Z,13Z,16Z,19Z)-docosa-4,7,10,13,16,19-hexaenoate + [reduced NADPH-hemoprotein reductase] + O2
(4Z,7Z,10Z,13Z,16Z)-19,20-epoxydocosa-4,7,10,13,16-pentaenoate + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
-
formation of 19,20-epoxydocosapentaenoic acid, 16,17-epoxydocosahexaenoic acid, 13,14-epoxydocosahexaenoic acid, and 10,11-epoxydocosahexaenoic acid, no significant formation of 21-hydroxy- or 22-hydroxydocosahexaenoic acid. Reaction is catalyzed by both isoforms CYP4F8 and CYP4F12
-
?
(4Z,7Z,10Z,13Z,16Z,19Z)-docosa-4,7,10,13,16,19-hexaenoate + [reduced NADPH-hemoprotein reductase] + O2
(4Z,7Z,10Z,16Z,19Z)-13,14-epoxydocosa-4,7,10,16,19-pentaenoate + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
-
formation of 19,20-epoxydocosapentaenoic acid, 16,17-epoxydocosahexaenoic acid, 13,14-epoxydocosahexaenoic acid, and 10,11-epoxydocosahexaenoic acid, no significant formation of 21-hydroxy- or 22-hydroxydocosahexaenoic acid. Reaction is catalyzed by both isoforms CYP4F8 and CYP4F12
-
?
(4Z,7Z,10Z,13Z,16Z,19Z)-docosa-4,7,10,13,16,19-hexaenoate + [reduced NADPH-hemoprotein reductase] + O2
(4Z,7Z,13Z,16Z,19Z)-10,11-epoxydocosa-4,7,13,16,19-pentaenoate + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
-
formation of 19,20-epoxydocosapentaenoic acid, 16,17-epoxydocosahexaenoic acid, 13,14-epoxydocosahexaenoic acid, and 10,11-epoxydocosahexaenoic acid, no significant formation of 21-hydroxy- or 22-hydroxydocosahexaenoic acid. Reaction is catalyzed by both isoforms CYP4F8 and CYP4F12
-
?
(7Z,10Z,13Z,16Z,19Z)-docosa-7,10,13,16,19-pentaenoate + [reduced NADPH-hemoprotein reductase] + O2
(7Z,10Z,13Z,16Z)-19,20-epoxydocosa-7,10,13,16-tetraenoate + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
-
formation of 19,20-epoxydocosatetraenoic acid, 16,17-epoxydocosatetraenoic acid, 13,14-epoxydocosatetraenoic acid, and 10,11-epoxydocosatetraenoic acid, no formation of 21-hydroxy- or 22-hydroxydocosapentaenoic acid
-
?
(7Z,10Z,13Z,16Z,19Z)-docosa-7,10,13,16,19-pentaenoate + [reduced NADPH-hemoprotein reductase] + O2
(7Z,10Z,13Z,19Z)-16,17-epoxydocosa-7,10,13,19-tetraenoate + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
-
formation of 19,20-epoxydocosapentaenoic acid, 16,17-epoxydocosapentaenoic acid, 13,14-epoxydocosapentaenoic acid, and 10,11-epoxydocosapentaenoic acid, no formation of 21-hydroxy- or 22-hydroxydocosapentaenoic acid
-
?
(7Z,10Z,13Z,16Z,19Z)-docosa-7,10,13,16,19-pentaenoate + [reduced NADPH-hemoprotein reductase] + O2
(7Z,13Z,16Z,19Z)-10,11-epoxydocosa-7,13,16,19-tetraenoate + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
-
formation of 19,20-epoxydocosapentaenoic acid, 16,17-epoxydocosapentaenoic acid, 13,14-epoxydocosapentaenoic acid, and 10,11-epoxydocosapentaenoic acid, no formation of 21-hydroxy- or 22-hydroxydocosapentaenoic acid
-
?
arachidonic acid + [reduced NADPH-hemoprotein reductase] + O2
18-hydroxyarachidonic acid + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
-
hydroxylation at C-18
-
?
astemizole + [reduced NADPH-hemoprotein reductase] + O2
? + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
-
-
-
?