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arachidonate + O2
(5Z,8Z,10E,14Z)-(12S)-12-hydroperoxyicosa-5,8,10,14-tetraenoate
-
-
-
?
arachidonic acid + O2
(5Z,8Z,10E,14Z)-(12S)-12-hydroperoxyicosa-5,8,10,14-tetraenoate
-
-
-
?
(Z,Z,Z,E)-5,8,11,13-eicosatetraenoic acid + O2
?
-
-
-
-
?
1-linoleoyl lysophosphatidic acid + O2
(S)-hydroperoxy 1-linoleoyl lysophosphatidic acid
-
i.e. linoleoyl-lysoPA
major product
-
?
1-linoleoyl lysophosphatidylcholine + O2
(S)-hydroperoxy 1-linoleoyl lysophosphatidylcholine
-
i.e. linoleoyl-lysoPC
major product
-
?
11,14,17-eicosatrienoic acid + O2
?
-
enzyme from leukocyte
-
-
?
11,14-eicosadienoic acid + O2
?
-
enzyme from leukocyte
-
-
?
4,7,10,13,16,19-docosahexaenoic acid + O2
?
-
-
-
-
?
5(S)-hydroxy-6E,8Z,11Z,14Z-eicosatetraenoic acid + O2
5,12-(5S,12S)-dihydroxy-6E,8Z,10E,14Z-eicosatetraenoic acid + 5,12-(5S,15S)-dihydroxy-6E,8Z,11Z,13E-eicosatetraenoic acid
5,15-(5S,15S)-dihydroperoxyarachidonic acid + O2
5S,14R,15S-trihydroperoxy-6,10,12-trans-8-cis-eicosatetraenoic acid
-
-
the product is reduced to 5S,14R,15S,-8-cis-lipoxin B due to 14R-oxygenase activity of the enzyme
?
5,8,11,14,17-eicosapentaenoic acid + O2
12-hydroxy-5,8,10,14,17-eicosapentaenoic acid
8,11,14-eicosatrienoic acid + O2
12-hydroxyeicosatrienoic acid
alpha-linolenic acid + O2
?
-
activity with enzyme from leukocyte
-
-
?
arachidonate + O2
(5Z,8Z,10E,14Z)-(12S)-12-hydroperoxyeicosa-5,8,10,14-tetraenoate
-
-
-
-
?
arachidonate + O2
(5Z,8Z,10E,14Z)-(12S)-12-hydroperoxyicosa-5,8,10,14-tetraenoate
gamma-linolenic acid + O2
10-hydroxy-octadeca-6Z,8E,12Z-trienoic acid
linoleic acid + O2
(9Z,11E)-(13S)-13-hydroperoxyoctadeca-9,11-dienoate
-
-
-
-
?
linoleic acid + O2
13(S)-hydroperoxy-9Z,11E-octadecadienoic acid
15(S)-hydroperoxy-5Z,8Z,11Z,13E-eicosatetraenoic acid + O2
additional information
-
5(S)-hydroxy-6E,8Z,11Z,14Z-eicosatetraenoic acid + O2
5,12-(5S,12S)-dihydroxy-6E,8Z,10E,14Z-eicosatetraenoic acid + 5,12-(5S,15S)-dihydroxy-6E,8Z,11Z,13E-eicosatetraenoic acid
-
-
-
-
?
5(S)-hydroxy-6E,8Z,11Z,14Z-eicosatetraenoic acid + O2
5,12-(5S,12S)-dihydroxy-6E,8Z,10E,14Z-eicosatetraenoic acid + 5,12-(5S,15S)-dihydroxy-6E,8Z,11Z,13E-eicosatetraenoic acid
-
40% of the activity with arachidonic acid
-
-
?
5,8,11,14,17-eicosapentaenoic acid + O2
12-hydroxy-5,8,10,14,17-eicosapentaenoic acid
-
-
-
-
?
5,8,11,14,17-eicosapentaenoic acid + O2
12-hydroxy-5,8,10,14,17-eicosapentaenoic acid
-
14% of the activity with arachidonic acid
-
-
?
8,11,14-eicosatrienoic acid + O2
12-hydroxyeicosatrienoic acid
-
-
-
-
?
8,11,14-eicosatrienoic acid + O2
12-hydroxyeicosatrienoic acid
-
95% of the activity with arachidonic acid
-
-
?
arachidonate + O2
(5Z,8Z,10E,14Z)-(12S)-12-hydroperoxyicosa-5,8,10,14-tetraenoate
-
-
12/15LO eicosanoid products reduce cholesterol efflux to high density lipoproteins, regulate ATP-binding cassette transporter G1 expression and enhance ATP-binding cassette transporter G1 degradation and ATP-binding cassette transporter G1 serine phosphorylation
-
?
arachidonate + O2
(5Z,8Z,10E,14Z)-(12S)-12-hydroperoxyicosa-5,8,10,14-tetraenoate
-
i.e. 5Z,8Z,11Z,14Z-eicosatetraenoic acid
-
?
arachidonate + O2
(5Z,8Z,10E,14Z)-(12S)-12-hydroperoxyicosa-5,8,10,14-tetraenoate
-
i.e. 5Z,8Z,11Z,14Z-eicosatetraenoic acid
-
?
arachidonate + O2
(5Z,8Z,10E,14Z)-(12S)-12-hydroperoxyicosa-5,8,10,14-tetraenoate
-
i.e. 5Z,8Z,11Z,14Z-eicosatetraenoic acid
-
?
arachidonate + O2
(5Z,8Z,10E,14Z)-(12S)-12-hydroperoxyicosa-5,8,10,14-tetraenoate
-
i.e. 5Z,8Z,11Z,14Z-eicosatetraenoic acid
-
?
arachidonate + O2
(5Z,8Z,10E,14Z)-(12S)-12-hydroperoxyicosa-5,8,10,14-tetraenoate
-
i.e. 5Z,8Z,11Z,14Z-eicosatetraenoic acid
-
?
arachidonate + O2
(5Z,8Z,10E,14Z)-(12S)-12-hydroperoxyicosa-5,8,10,14-tetraenoate
-
i.e. 5Z,8Z,11Z,14Z-eicosatetraenoic acid
-
?
arachidonate + O2
(5Z,8Z,10E,14Z)-(12S)-12-hydroperoxyicosa-5,8,10,14-tetraenoate
-
i.e. 5Z,8Z,11Z,14Z-eicosatetraenoic acid
-
?
arachidonate + O2
(5Z,8Z,10E,14Z)-(12S)-12-hydroperoxyicosa-5,8,10,14-tetraenoate
-
i.e. 5Z,8Z,11Z,14Z-eicosatetraenoic acid
-
?
arachidonate + O2
(5Z,8Z,10E,14Z)-(12S)-12-hydroperoxyicosa-5,8,10,14-tetraenoate
-
i.e. 5Z,8Z,11Z,14Z-eicosatetraenoic acid
-
?
arachidonate + O2
(5Z,8Z,10E,14Z)-(12S)-12-hydroperoxyicosa-5,8,10,14-tetraenoate
-
i.e. 5Z,8Z,11Z,14Z-eicosatetraenoic acid
-
?
arachidonate + O2
(5Z,8Z,10E,14Z)-(12S)-12-hydroperoxyicosa-5,8,10,14-tetraenoate
-
i.e. 5Z,8Z,11Z,14Z-eicosatetraenoic acid
-
?
arachidonate + O2
(5Z,8Z,10E,14Z)-(12S)-12-hydroperoxyicosa-5,8,10,14-tetraenoate
-
i.e. 5Z,8Z,11Z,14Z-eicosatetraenoic acid
selective oxygenation at carbon 14 yields only the S-isomer
?
arachidonate + O2
(5Z,8Z,10E,14Z)-(12S)-12-hydroperoxyicosa-5,8,10,14-tetraenoate
-
i.e. 5Z,8Z,11Z,14Z-eicosatetraenoic acid
the 12-(S)-enantiomer is the predominant product
?
gamma-linolenic acid + O2
10-hydroxy-octadeca-6Z,8E,12Z-trienoic acid
-
-
-
-
?
gamma-linolenic acid + O2
10-hydroxy-octadeca-6Z,8E,12Z-trienoic acid
-
-
-
?
linoleic acid + O2
13(S)-hydroperoxy-9Z,11E-octadecadienoic acid
-
-
-
?
linoleic acid + O2
13(S)-hydroperoxy-9Z,11E-octadecadienoic acid
-
enzyme from leukocyte
-
-
?
linoleic acid + O2
13(S)-hydroperoxy-9Z,11E-octadecadienoic acid
-
19% of the activity with arachidonic acid
-
-
?
15(S)-hydroperoxy-5Z,8Z,11Z,13E-eicosatetraenoic acid + O2
additional information
-
-
-
-
-
?
15(S)-hydroperoxy-5Z,8Z,11Z,13E-eicosatetraenoic acid + O2
additional information
-
-
-
14R,15S-dihydroxy-5Z,8Z,10E,12E-eicosatetraenoic acid + 14R,15S-epoxy-5Z,8Z,10E,12E-eicosatetraenoic acid
?
15(S)-hydroperoxy-5Z,8Z,11Z,13E-eicosatetraenoic acid + O2
additional information
-
-
-
(8S,15S)-dihydroperoxy-5Z,9E,11Z,13E-eicosatetraenoic acid + (14R,15S)-erythro-dihydroperoxy-5Z,8Z,10E,12E-eicosatetraenoic acid
?
additional information
?
-
-
enzyme shows 14R-oxygenase activity and 14,15-leukotriene A synthase activity
-
-
?
additional information
?
-
-
pathway of lipoxin biosynthesis
-
-
?
additional information
?
-
-
stereo-selectivity in LOX-catalyzed oxygenation of lysophospholipids, overview
-
-
?
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Matsuda, S.; Suzuki, H.; Yoshimoto, T.; Yamamoto, S.; Miyatake, A.
Analysis of non-heme iron in arachidonate 12-lipoxygenase of porcine leukocytes
Biochim. Biophys. Acta
1084
202-204
1991
Sus scrofa
brenda
Hada, T.; Ueda, N.; Takahashi, Y.; Yamamoto, S.
Catalytic properties of human platelet 12-lipoxygenase as compared with the enzymes of other origins
Biochim. Biophys. Acta
1083
89-93
1991
Bos taurus, Homo sapiens, Sus scrofa
brenda
Kroneck, P.M.H.; Cucurou, C.; Ullrich, V.; Ueda, N.; Suzuki, H.; Yoshimoto, T.; Matsuda, S.; Yamamoto, S.
Porcine leukocyte 5- and 12-lipoxygenases are iron enzymes
FEBS Lett.
287
105-107
1991
Sus scrofa
brenda
Labelle, M.; Falgueyret, J.P.; Riendeau, D.; Rokach, J.
Synthesis of two analogues of arachidonic acid and their reactions with 12-lipoxygenase
Tetrahedron
46
6301-6310
1990
Sus scrofa
-
brenda
Brash, A.R.; Yokoyama, C.; Oates, J.A.; Yamamoto, S.
Mechanistic studies of the dioxygenase and leukotriene synthase activities of the porcine leukocyte 12S-lipoxygenase
Arch. Biochem. Biophys.
273
414-422
1989
Sus scrofa
brenda
Yokoyama, C.; Shinjo, F.; Yoshimoto, T.; Yamamoto, S.; Oates, J.A.; Brash, A.R.
Arachidonate 12-lipoxygenase purified from porcine leukocytes by immunoaffinity chromatography and its reactivity with hydroperoxyeicosatetraenoic acids
J. Biol. Chem.
261
16714-16721
1986
Sus scrofa
brenda
Ueda, N.; Yokoyama, C.; Yamamoto, S.; Fitzsimmons, B.J.; Rokach, J.; Oates, J.A.; Brash, A.R.
Lipoxin synthesis by arachidonate 12-lipoxygenase purified from porcine leukocytes
Biochem. Biophys. Res. Commun.
149
1063-1069
1987
Sus scrofa
brenda
Shinjo, F.; Yoshimoto, T.; Yokoyama, C.; Yamamoto, S.; Izumi, S.I.; Komatsu, N.; Watanabe, K.
Studies on porcine arachidonate 12-lipoxygenase using its monoclonal antibodies
J. Biol. Chem.
261
3377-3381
1986
Sus scrofa
brenda
Yoshimoto, T.; Miyamoto, Y.; Ochi, K.; Yamamoto, S.
Arachidonate 12-lipoxygenase of porcine leukocyte with activity for 5-hydroxyeicosatetraenoic acid
Biochim. Biophys. Acta
713
638-646
1982
Sus scrofa
brenda
Richards, K.M.; Marnett, L.J.
Leukocyte 12-lipoxygenase: Expression, purification, and investigation of the role of methionine residues in turnover-dependent inactivation and 5,8,11,14-eicosatetraynoic acid inhibition
Biochemistry
36
6692-6699
1997
Sus scrofa
brenda
Reddy, R.G.; Yoshimoto, T.; Yamamoto, S.; Funk, C.D.; Marnett, L.J.
Expression of porcine leukocyte 12-lipoxygenase in a baculovirus/insect cell system and its characterization
Arch. Biochem. Biophys.
312
219-226
1994
Sus scrofa
brenda
Moody, J.S.; Marnett, L.J.
Kinetics of Inhibition of Leukocyte 12-Lipoxygenase by the Isoform-Specific Inhibitor 4-(2-Oxapentadeca-4-yne)phenylpropanoic Acid
Biochemistry
41
10297-10303
2002
Sus scrofa
brenda
Richards, K.M.; Moody, J.S.; Marnett, L.J.
Mechanism of Inhibition of Porcine Leukocyte 12-Lipoxygenase by the Isoform-Specific Inhibitor 4-(2-Oxapentadeca-4-yne)phenylpropanoic Acid
Biochemistry
38
16529-16538
1999
Sus scrofa
brenda
Wen, Y.; Gu, J.; Vandenhoff, G.E.; Liu, X.; Nadler, J.L.
Role of 12/15-lipoxygenase in the expression of MCP-1 in mouse macrophages
Am. J. Physiol. Heart Circ. Physiol.
294
H1933-H1938
2008
Mus musculus, Sus scrofa
brenda
Huang, L.S.; Kim, M.R.; Jeong, T.S.; Sok, D.E.
Linoleoyl lysophosphatidic acid and linoleoyl lysophosphatidylcholine are efficient substrates for mammalian lipoxygenases
Biochim. Biophys. Acta
1770
1062-1070
2007
Sus scrofa
brenda
Rapp, J.; Xu, S.; Sharp, A.M.; Griffith, W.P.; Kim, Y.W.; Funk, M.O.
EPR spectroscopy and electrospray ionization mass spectrometry reveal distinctive features of the iron site in leukocyte 12-lipoxygenase
Arch. Biochem. Biophys.
490
50-56
2009
Sus scrofa (P16469), Sus scrofa
brenda
Nagelin, M.H.; Srinivasan, S.; Lee, J.; Nadler, J.L.; Hedrick, C.C.
12/15-Lipoxygenase activity increases the degradation of macrophage ATP-binding cassette transporter G1
Arterioscler. Thromb. Vasc. Biol.
28
1811-1819
2008
Sus scrofa
brenda
Xu, S.; Mueser, T.C.; Marnett, L.J.; Funk, M.O.
Crystal structure of 12-lipoxygenase catalytic-domain-inhibitor complex identifies a substrate-binding channel for catalysis
Structure
20
1490-1497
2012
Sus scrofa (P16469)
brenda
Ito, H.; Otsuki, A.; Mori, H.; Li, P.; Kinoshita, M.; Kawakami, Y.; Tsuji, H.; Fang, D.; Takahashi, Y.
Two new monoterpene glycosides from Qing Shan Lu Shui tea with inhibitory effects on leukocyte-type 12-lipoxygenase activity
Molecules
18
4257-4266
2013
Sus scrofa (P16469)
brenda