EC Number   |
Substrates |
Organism |
Products |
Reversibility |
|---|
  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-octadecatrienoate |
- |
Allium sativum |
(9Z,11E)-12-[(1E,3Z)-hexa-1,3-dien-1-yloxy]dodeca-9,11-dienoic acid + H2O |
i.e. etherolenic acid |
? |
| 4.2.1.B8 | (9Z,11E,13S,15Z)-13-hydroperoxy-9,11,15-octadecatrienoate |
highly preferred substrate |
Ranunculus acris |
(9Z,11E)-12-[(1'Z,3'Z)-hexadienyloxy]-9,11-dodecadienoate + H2O |
i.e. etherolenic acid |
? |
| 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 | more |
irrespective of which hydroperoxide regioisomer serves as the substrate, divinyl ether synthases abstracting the pro-R hydrogen generate divinyl ethers having an E vinyl ether double bond, whereas enzymes abstracting the pro-S hydrogen produce divinyl ethers having a Z vinyl ether double bond |
Allium sativum |
? |
- |
? |
| 4.2.1.B8 | more |
low activity with 13-hydroperoxy-octadecatrienoate |
Allium sativum |
? |
- |
? |
| 4.2.1.B8 | more |
preferred substrates of the enzyme are the 13-hydroperoxides of alpha-linolenic and linoleic acids, which are converted to the divinyl ether oxylipins (omega5Z)-etherolenic acid, (9Z,11E)-12-[(1?Z,3?Z)-hexadienyloxy]-9,11-dodecadienoic acid, and (omega5Z)-etheroleic acid, (9Z,11E)-12-[(1?Z)-hexenyloxy]-9,11-dodecadienoic acid, respectively, as revealed by the data of mass spectrometry, NMR and UV spectroscopy |
Ranunculus acris |
? |
- |
? |
| 4.2.1.B8 | more |
no activity with (9S,10E,12Z)-9-hydroperoxy-10,12-octadecadienoic acid and (9S,10E,12Z,15Z)-9-hydroperoxy-10,12,15-octadecatrienoic acid, high substrate specificity, overview. Product identification by GC-MS analyses |
Ranunculus acris |
? |
- |
? |
| 4.2.1.B8 | more |
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 |
? |
- |
? |
