EC number:5.4.4.7
Enzyme
Download| EC Tree |
| 5. Isomerases |
| 5.4 Intramolecular transferases |
| 5.4.4 Transferring hydroxy groups |
| ID: | 5.4.4.7 |
|---|---|
| Description: | Hydroperoxy icosatetraenoate isomerase. |
| Alternative Name: |
Epidermal lipoxygenase-3. |
3D structure
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Note: Use your mouse to drag, rotate, and zoom in and out of the structure. Mouse-over to identify atoms and bonds. Mouse controls documentation.References
External Links
| UniProtKB Enzyme Link: | UniProtKB 5.4.4.7 |
| BRENDA Enzyme Link: | BRENDA 5.4.4.7 |
| KEGG Enzyme Link: | KEGG5.4.4.7 |
| BioCyc Enzyme Link: | BioCyc 5.4.4.7 |
| ExPASy Enzyme Link: | ExPASy5.4.4.7 |
| EC2PDB Enzyme Link: | EC2PDB 5.4.4.7 |
| ExplorEnz Enzyme Link: | ExplorEnz 5.4.4.7 |
| PRIAM enzyme-specific profiles Link: | PRIAM 5.4.4.7 |
| IntEnz Enzyme Link: | IntEnz 5.4.4.7 |
| MEDLINE Enzyme Link: | MEDLINE 5.4.4.7 |
| RHEA:37931 | (8S)-hydroperoxy-(5Z,9E,11Z,14Z)-eicosatetraenoate = (10R)-hydroxy-(8S,9S)-epoxy-(5Z,11Z,14Z)-eicosatrienoate |
| RULE(radius=1) | [*:1]-[CH;+0:2]=[CH;+0:3]-[*:4]-[O;H0;+0:5]-[OH;+0:6]>>[*:1]-[CH;+0:2](-[OH;+0:6])-[CH;+0:3]1-[*:4]-[O;H0;+0:5]-1 |
| Reaction |  |
| Core-to-Core | No scaffolds atoms were exchanged as a result of the reaction |
References
| Title | Authors | Date | PubMed ID |
|---|---|---|---|
| Human and mouse eLOX3 have distinct substrate specificities: implications for their linkage with lipoxygenases in skin. | Yu Z, Schneider C, Boeglin WE, Brash AR | 2006 Nov 15 | 17045234 |
| RHEA:37939 | (12R)-hydroperoxy-(5Z,8Z,10E,14Z)-eicosatetraenoate = (8R)-hydroxy-(11R,12R)-epoxy-(5Z,9E,14Z)-eicosatrienoate |
| RULE(radius=1) | [*:1]-[CH;+0:2]=[CH;+0:3]-[CH;+0:4]=[CH;+0:5]-[*:6]-[O;H0;+0:7]-[OH;+0:8]>>[*:1]-[CH;+0:2](-[OH;+0:8])-[CH;+0:3]=[CH;+0:4]-[CH;+0:5]1-[*:6]-[O;H0;+0:7]-1 |
| Reaction |  |
| Core-to-Core | No scaffolds atoms were exchanged as a result of the reaction |
References
| Title | Authors | Date | PubMed ID |
|---|---|---|---|
| The lipoxygenase gene ALOXE3 implicated in skin differentiation encodes a hydroperoxide isomerase. | Yu Z, Schneider C, Boeglin WE, Marnett LJ, Brash AR | 2003 Aug 5 | 12881489 |
| RHEA:37951 | (12S)-hydroperoxy-(5Z,8Z,10E,14Z)-eicosatetraenoate = (10R)-hydroxy-(11S,12S)-epoxy-(5Z,8Z,14Z)-eicosatrienoate |
| RULE(radius=1) | [*:1]-[CH;+0:2]=[CH;+0:3]-[*:4]-[O;H0;+0:5]-[OH;+0:6]>>[*:1]-[CH;+0:2](-[OH;+0:6])-[CH;+0:3]1-[*:4]-[O;H0;+0:5]-1 |
| Reaction |  |
| Core-to-Core | No scaffolds atoms were exchanged as a result of the reaction |
References
| Title | Authors | Date | PubMed ID |
|---|---|---|---|
| The lipoxygenase gene ALOXE3 implicated in skin differentiation encodes a hydroperoxide isomerase. | Yu Z, Schneider C, Boeglin WE, Marnett LJ, Brash AR | 2003 Aug 5 | 12881489 |
| RHEA:37955 | (12S)-hydroperoxy-(5Z,8Z,10E,14Z)-eicosatetraenoate = (8R)-hydroxy-(11S,12S)-epoxy-(5Z,9E,14Z)-eicosatrienoate |
| RULE(radius=1) | [*:1]-[CH;+0:2]=[CH;+0:3]-[CH;+0:4]=[CH;+0:5]-[*:6]-[O;H0;+0:7]-[OH;+0:8]>>[*:1]-[CH;+0:2](-[OH;+0:8])-[CH;+0:3]=[CH;+0:4]-[CH;+0:5]1-[*:6]-[O;H0;+0:7]-1 |
| Reaction |  |
| Core-to-Core | No scaffolds atoms were exchanged as a result of the reaction |
References
| Title | Authors | Date | PubMed ID |
|---|---|---|---|
| The lipoxygenase gene ALOXE3 implicated in skin differentiation encodes a hydroperoxide isomerase. | Yu Z, Schneider C, Boeglin WE, Marnett LJ, Brash AR | 2003 Aug 5 | 12881489 |
| RHEA:37959 | (15S)-hydroperoxy-(5Z,8Z,11Z,13E)-eicosatetraenoate = (13R)-hydroxy-(14S,15S)-epoxy-(5Z,8Z,11Z)-eicosatrienoate |
| RULE(radius=1) | [*:1]-[CH;+0:2]=[CH;+0:3]-[*:4]-[O;H0;+0:5]-[OH;+0:6]>>[*:1]-[CH;+0:2](-[OH;+0:6])-[CH;+0:3]1-[*:4]-[O;H0;+0:5]-1 |
| Reaction |  |
| Core-to-Core | No scaffolds atoms were exchanged as a result of the reaction |
References
| Title | Authors | Date | PubMed ID |
|---|---|---|---|
| Cytochrome P450-dependent transformations of 15R- and 15S-hydroperoxyeicosatetraenoic acids: stereoselective formation of epoxy alcohol products. | Chang MS, Boeglin WE, Guengerich FP, Brash AR | 1996 Jan 16 | 8555216 |
| Identification of 13-hydroxy-14,15-epoxyeicosatrienoic acid as an acid-stable endothelium-derived hyperpolarizing factor in rabbit arteries. | Chawengsub Y, Gauthier KM, Nithipatikom K, Hammock BD, Falck JR, Narsimhaswamy D, Campbell WB | 2009 Nov 6 | 19737933 |
| The lipoxygenase gene ALOXE3 implicated in skin differentiation encodes a hydroperoxide isomerase. | Yu Z, Schneider C, Boeglin WE, Marnett LJ, Brash AR | 2003 Aug 5 | 12881489 |
| RHEA:55560 | a hydroperoxyeicosatetraenoate = a hydroxy epoxy eicosatetraenoate |
| RULE(radius=1) | |
| Reaction |  |
| Core-to-Core | No scaffolds atoms were exchanged as a result of the reaction |
References
| Title | Authors | Date | PubMed ID |
|---|---|---|---|
| Lipoxygenases mediate the effect of essential fatty acid in skin barrier formation: a proposed role in releasing omega-hydroxyceramide for construction of the corneocyte lipid envelope. | Zheng Y, Yin H, Boeglin WE, Elias PM, Crumrine D, Beier DR, Brash AR | 2011 Jul 8 | 21558561 |
| Dioxygenase activity of epidermal lipoxygenase-3 unveiled: typical and atypical features of its catalytic activity with natural and synthetic polyunsaturated fatty acids. | Zheng Y, Brash AR | 2010 Dec 17 | 20921226 |
| Human and mouse eLOX3 have distinct substrate specificities: implications for their linkage with lipoxygenases in skin. | Yu Z, Schneider C, Boeglin WE, Brash AR | 2006 Nov 15 | 17045234 |
| The lipoxygenase gene ALOXE3 implicated in skin differentiation encodes a hydroperoxide isomerase. | Yu Z, Schneider C, Boeglin WE, Marnett LJ, Brash AR | 2003 Aug 5 | 12881489 |
| On the role of molecular oxygen in lipoxygenase activation: comparison and contrast of epidermal lipoxygenase-3 with soybean lipoxygenase-1. | Zheng Y, Brash AR | 2010 Dec 17 | 20923767 |