EC Number | Cloned (Comment) | Organism |
---|---|---|
4.2.1.B6 | gene CYP74M1 , DNA and amino acid sequence determination and analysis, sequence comparisons and unrooted phylogenetic tree, recombinant expression in Escherichia coli strain BL21(DE3)pLysS | Selaginella moellendorffii |
4.2.1.B8 | gene CYP74M1 , DNA and amino acid sequence determination and analysis, sequence comparisons and unrooted phylogenetic tree, recombinant expression in Escherichia coli strain Rosetta-gami(DE3)pLysS B | Selaginella moellendorffii |
EC Number | KM Value [mM] | KM Value Maximum [mM] | Substrate | Comment | Organism | Structure |
---|---|---|---|---|---|---|
4.2.1.B6 | 0.0114 | - |
(9Z,11E,13S,15Z)-13-hydroperoxy-9,11,15-octadecatrienoic acid | pH 7.5, 25°C, recombinant enzyme | Selaginella moellendorffii | |
4.2.1.B6 | 0.0703 | - |
(9Z,11E,13S)-13-hydroperoxy-9,11-octadecadienoic acid | pH 7.5, 25°C, recombinant enzyme | Selaginella moellendorffii | |
4.2.1.B8 | 0.0723 | - |
(9Z,11E,13S)-13-hydroperoxy-9,11-octadecadienoic acid | pH 7.5, 25°C, recombinant enzyme | Selaginella moellendorffii | |
4.2.1.B8 | 0.0893 | - |
(9Z,11E,13S,15Z)-13-hydroperoxy-9,11,15-octadecatrienoic acid | pH 7.5, 25°C, recombinant enzyme | Selaginella moellendorffii |
EC Number | Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
---|---|---|---|---|---|---|---|
4.2.1.B6 | (9Z,11E,13S)-13-hydroperoxy-9,11-octadecadienoic acid | Selaginella moellendorffii | i.e. 13-HPOD | (9Z,11E)-12[(1E)-hex-1-en-1-yloxy]dodeca-9,11-dienoic acid + H2O | - |
? | |
4.2.1.B6 | (9Z,11E,13S,15Z)-13-hydroperoxy-9,11,15-octadecatrienoic acid | Selaginella moellendorffii | i.e. 13-HPOT | (9Z,11E)-12[(1Z,3Z)-hexa-1,3-dien-1-yloxy]dodeca-9,11-dienoic acid + H2O | - |
? | |
4.2.1.B8 | (9Z,11E,13S)-13-hydroperoxy-9,11-octadecadienoic acid | Selaginella moellendorffii | i.e. 13-HPOD | (9Z,11E)-12[(1E)-hex-1-en-1-yloxy]dodeca-9,11-dienoic acid + H2O | - |
? | |
4.2.1.B8 | (9Z,11E,13S,15Z)-13-hydroperoxy-9,11,15-octadecatrienoic acid | Selaginella moellendorffii | i.e. 13-HPOT | (9Z,11E)-12[(1Z,3Z)-hexa-1,3-dien-1-yloxy]dodeca-9,11-dienoic acid + H2O | - |
? |
EC Number | Organism | UniProt | Comment | Textmining |
---|---|---|---|---|
4.2.1.B6 | Selaginella moellendorffii | D8S724 | - |
- |
4.2.1.B8 | Selaginella moellendorffii | D8QZ31 | - |
- |
EC Number | Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
---|---|---|---|---|---|---|---|
4.2.1.B6 | (9Z,11E,13S)-13-hydroperoxy-9,11-octadecadienoic acid | i.e. 13-HPOD | Selaginella moellendorffii | (9Z,11E)-12[(1E)-hex-1-en-1-yloxy]dodeca-9,11-dienoic acid + H2O | - |
? | |
4.2.1.B6 | (9Z,11E,13S,15Z)-13-hydroperoxy-9,11,15-octadecatrienoic acid | i.e. 13-HPOT | Selaginella moellendorffii | (9Z,11E)-12[(1Z,3Z)-hexa-1,3-dien-1-yloxy]dodeca-9,11-dienoic acid + H2O | - |
? | |
4.2.1.B6 | additional information | products are analyzed by gas chromatography-mass spectrometry, Individual oxylipins are purified by HPLC and finally identified by their NMR data, including the 1H NMR, 2D-COSY, HSQC and HMBC, overview. Enzyme CYP74M1 (SmDES1) specifically converts 13-HPOT to (11Z)-etherolenic acid and 13-HPOD to (11Z)-etheroleic acid via a (Z)-vinyl ether radial intermediate. The enzyme is inactive towards (9S,10E,12Z,15Z)-9-hydroperoxy-10,12,15-octadecatrienoic acid (9-HPOT) and (9S,10E,12Z)-9-hydroperoxy-10,12-octadecadienoic acid (9-HPOD) | Selaginella moellendorffii | ? | - |
? | |
4.2.1.B8 | (9Z,11E,13S)-13-hydroperoxy-9,11-octadecadienoic acid | i.e. 13-HPOD | Selaginella moellendorffii | (9Z,11E)-12[(1E)-hex-1-en-1-yloxy]dodeca-9,11-dienoic acid + H2O | - |
? | |
4.2.1.B8 | (9Z,11E,13S,15Z)-13-hydroperoxy-9,11,15-octadecatrienoic acid | i.e. 13-HPOT | Selaginella moellendorffii | (9Z,11E)-12[(1Z,3Z)-hexa-1,3-dien-1-yloxy]dodeca-9,11-dienoic acid + H2O | - |
? | |
4.2.1.B8 | additional information | products are analyzed by gas chromatography-mass spectrometry, individual oxylipins are purified by HPLC and finally identified by their NMR data, including the 1H NMR, 2D-COSY, HSQC and HMBC, overview. Enzyme CYP74M3 (SmDES2) converts 13-HPOT and 13-HPOD mainly to etherolenic and etheroleic acids, respectively, via an (E)-vinyl ether radial intermediate. The enzyme is inactive towards (9S,10E,12Z,15Z)-9-hydroperoxy-10,12,15-octadecatrienoic acid (9-HPOT) and (9S,10E,12Z)-9-hydroperoxy-10,12-octadecadienoic acid (9-HPOD) | Selaginella moellendorffii | ? | - |
? |
EC Number | Synonyms | Comment | Organism |
---|---|---|---|
4.2.1.B6 | CYP74M1 | - |
Selaginella moellendorffii |
4.2.1.B6 | SmDES1 | - |
Selaginella moellendorffii |
4.2.1.B8 | CYP74M3 | - |
Selaginella moellendorffii |
4.2.1.B8 | SmDES2 | - |
Selaginella moellendorffii |
EC Number | Temperature Optimum [°C] | Temperature Optimum Maximum [°C] | Comment | Organism |
---|---|---|---|---|
4.2.1.B6 | 25 | - |
assay at | Selaginella moellendorffii |
4.2.1.B8 | 25 | - |
assay at | Selaginella moellendorffii |
EC Number | Turnover Number Minimum [1/s] | Turnover Number Maximum [1/s] | Substrate | Comment | Organism | Structure |
---|---|---|---|---|---|---|
4.2.1.B6 | 185.3 | - |
(9Z,11E,13S,15Z)-13-hydroperoxy-9,11,15-octadecatrienoic acid | pH 7.5, 25°C, recombinant enzyme | Selaginella moellendorffii | |
4.2.1.B6 | 261.1 | - |
(9Z,11E,13S)-13-hydroperoxy-9,11-octadecadienoic acid | pH 7.5, 25°C, recombinant enzyme | Selaginella moellendorffii | |
4.2.1.B8 | 193.5 | - |
(9Z,11E,13S)-13-hydroperoxy-9,11-octadecadienoic acid | pH 7.5, 25°C, recombinant enzyme | Selaginella moellendorffii | |
4.2.1.B8 | 266.7 | - |
(9Z,11E,13S,15Z)-13-hydroperoxy-9,11,15-octadecatrienoic acid | pH 7.5, 25°C, recombinant enzyme | Selaginella moellendorffii |
EC Number | pH Optimum Minimum | pH Optimum Maximum | Comment | Organism |
---|---|---|---|---|
4.2.1.B6 | 7.5 | - |
assay at | Selaginella moellendorffii |
4.2.1.B8 | 7.5 | - |
assay at | Selaginella moellendorffii |
EC Number | kcat/KM Value [1/mMs-1] | kcat/KM Value Maximum [1/mMs-1] | Substrate | Comment | Organism | Structure |
---|---|---|---|---|---|---|
4.2.1.B6 | 3714.1 | - |
(9Z,11E,13S)-13-hydroperoxy-9,11-octadecadienoic acid | pH 7.5, 25°C, recombinant enzyme | Selaginella moellendorffii | |
4.2.1.B6 | 16254.4 | - |
(9Z,11E,13S,15Z)-13-hydroperoxy-9,11,15-octadecatrienoic acid | pH 7.5, 25°C, recombinant enzyme | Selaginella moellendorffii | |
4.2.1.B8 | 2676.3 | - |
(9Z,11E,13S)-13-hydroperoxy-9,11-octadecadienoic acid | pH 7.5, 25°C, recombinant enzyme | Selaginella moellendorffii | |
4.2.1.B8 | 2986.6 | - |
(9Z,11E,13S,15Z)-13-hydroperoxy-9,11,15-octadecatrienoic acid | pH 7.5, 25°C, recombinant enzyme | Selaginella moellendorffii |