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-octadecadienoate | Ranunculus lingua | a two-step pathway involving 13-lipoxygenase and divinyl ether synthase is responsible for biosynthesis of divinyl ethers in the plant | (9Z,11E)-12-[(1Z)-hex-1-en-1-yloxy]dodeca-9,11-dienoic acid + (9Z,11Z)-12-[(1E)-hex-1-en-1-yloxy]dodeca-9,11-dienoic acid + H2O | (9Z,11E)-12-[(1Z)-hex-1-en-1-yloxy]dodeca-9,11-dienoic acid (i.e. omega5(Z)-etheroleic acid) and (9Z,11Z)-12-[(1E)-hex-1-en-1-yloxy]dodeca-9,11-dienoic acid (11Z-etheroleic acid) | ? | |
4.2.1.B6 | (9Z,11E,13S)-13-hydroperoxy-9,11-octadecadienoate | Ranunculus peltatus | a two-step pathway involving 13-lipoxygenase and divinyl ether synthase is responsible for biosynthesis of divinyl ethers in the plant | (9Z,11E)-12-[(1Z)-hex-1-en-1-yloxy]dodeca-9,11-dienoic acid + (9Z,11Z)-12-[(1E)-hex-1-en-1-yloxy]dodeca-9,11-dienoic acid + H2O | (9Z,11E)-12-[(1Z)-hex-1-en-1-yloxy]dodeca-9,11-dienoic acid (i.e. omega5(Z)-etheroleic acid) and (9Z,11Z)-12-[(1E)-hex-1-en-1-yloxy]dodeca-9,11-dienoic acid (11Z-etheroleic acid) | ? | |
4.2.1.B6 | (9Z,11E,13S,15Z)-13-hydroperoxy-9,11,15-octadecatrienoate | Ranunculus lingua | - |
(9Z,11Z)-12-[(1E,3Z)-hexa-1,3-dien-1-yloxy]dodeca-9,11-dienoic acid + H2O | i.e. (11Z)-etherolenic acid | ? | |
4.2.1.B6 | (9Z,11E,13S,15Z)-13-hydroperoxy-9,11,15-octadecatrienoate | Ranunculus peltatus | - |
(9Z,11Z)-12-[(1E,3Z)-hexa-1,3-dien-1-yloxy]dodeca-9,11-dienoic acid + H2O | i.e. (11Z)-etherolenic acid | ? |
EC Number | Organism | UniProt | Comment | Textmining |
---|---|---|---|---|
4.2.1.B5 | Ranunculus acris | - |
- |
- |
4.2.1.B6 | Ranunculus lingua | - |
- |
- |
4.2.1.B6 | Ranunculus peltatus | - |
- |
- |
EC Number | Reaction | Comment | Organism | Reaction ID |
---|---|---|---|---|
4.2.1.B5 | (9Z,11E,13S)-13-hydroperoxy-9,11-octadecadienoate = (9Z,11E)-12-[(1Z)-hex-1-en-1-yloxy]dodeca-9,11-dienoic acid + H2O | stereospecific removal of the pro-S hydrogen and retention of the pro-R hydrogen | Ranunculus acris | |
4.2.1.B6 | 2 (9Z,11E,13S)-13-hydroperoxy-9,11-octadecadienoate = (9Z,11E)-12-[(1Z)-hex-1-en-1-yloxy]dodeca-9,11-dienoic acid + (9Z,11Z)-12-[(1E)-hex-1-en-1-yloxy]dodeca-9,11-dienoic acid + 2 H2O | the conversion of 13-hydroperoxides into (11Z)-etheroleic and (11Z)-etherolenic acids by divinyl ether synthase is remarkable in the sense that it involves a thermodynamically unfavorable E/Z isomerization of the DELTA11 double bond | Ranunculus lingua | |
4.2.1.B6 | (9Z,11E,13S,15Z)-13-hydroperoxy-9,11,15-octadecatrienoate = (9Z,11Z)-12-[(1E,3Z)-hexa-1,3-dien-1-yloxy]dodeca-9,11-dienoic acid | the conversion of 13-hydroperoxides into (11Z)-etheroleic and (11Z)-etherolenic acids by divinyl ether synthase is remarkable in the sense that it involves a thermodynamically unfavorable E/Z isomerization of the DELTA11 double bond | Ranunculus lingua |
EC Number | Source Tissue | Comment | Organism | Textmining |
---|---|---|---|---|
4.2.1.B5 | leaf | - |
Ranunculus acris | - |
4.2.1.B6 | leaf | - |
Ranunculus lingua | - |
4.2.1.B6 | leaf | - |
Ranunculus peltatus | - |
EC Number | Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
---|---|---|---|---|---|---|---|
4.2.1.B5 | (9Z,11E,13S)-13-hydroperoxy-9,11-octadecadienoate | stereospecific removal of the pro-S hydrogen and retention of the pro-R hydrogen | Ranunculus acris | (9Z,11E)-12-[(1Z)-hex-1-en-1-yloxy]dodeca-9,11-dienoic acid + H2O | i.e. omega5(Z)-etheroleic acid | ? | |
4.2.1.B6 | (9Z,11E,13S)-13-hydroperoxy-9,11-octadecadienoate | - |
Ranunculus peltatus | (9Z,11E)-12-[(1Z)-hex-1-en-1-yloxy]dodeca-9,11-dienoic acid + (9Z,11Z)-12-[(1E)-hex-1-en-1-yloxy]dodeca-9,11-dienoic acid + H2O | (9Z,11E)-12-[(1Z)-hex-1-en-1-yloxy]dodeca-9,11-dienoic acid (i.e. omega5(Z)-etheroleic acid) and (9Z,11Z)-12-[(1E)-hex-1-en-1-yloxy]dodeca-9,11-dienoic acid ((11Z)-etheroleic acid) are formed in proportions 40:60, reaction with leaf homogenate | ? | |
4.2.1.B6 | (9Z,11E,13S)-13-hydroperoxy-9,11-octadecadienoate | - |
Ranunculus lingua | (9Z,11E)-12-[(1Z)-hex-1-en-1-yloxy]dodeca-9,11-dienoic acid + (9Z,11Z)-12-[(1E)-hex-1-en-1-yloxy]dodeca-9,11-dienoic acid + H2O | (9Z,11E)-12-[(1Z)-hex-1-en-1-yloxy]dodeca-9,11-dienoic acid (i.e. omega5(Z)-etheroleic acid) and (9Z,11Z)-12-[(1E)-hex-1-en-1-yloxy]dodeca-9,11-dienoic acid (11Z-etheroleic acid) are formed in proportions 40:60, reaction with leaf homogenate | ? | |
4.2.1.B6 | (9Z,11E,13S)-13-hydroperoxy-9,11-octadecadienoate | a two-step pathway involving 13-lipoxygenase and divinyl ether synthase is responsible for biosynthesis of divinyl ethers in the plant | Ranunculus lingua | (9Z,11E)-12-[(1Z)-hex-1-en-1-yloxy]dodeca-9,11-dienoic acid + (9Z,11Z)-12-[(1E)-hex-1-en-1-yloxy]dodeca-9,11-dienoic acid + H2O | (9Z,11E)-12-[(1Z)-hex-1-en-1-yloxy]dodeca-9,11-dienoic acid (i.e. omega5(Z)-etheroleic acid) and (9Z,11Z)-12-[(1E)-hex-1-en-1-yloxy]dodeca-9,11-dienoic acid (11Z-etheroleic acid) | ? | |
4.2.1.B6 | (9Z,11E,13S)-13-hydroperoxy-9,11-octadecadienoate | a two-step pathway involving 13-lipoxygenase and divinyl ether synthase is responsible for biosynthesis of divinyl ethers in the plant | Ranunculus peltatus | (9Z,11E)-12-[(1Z)-hex-1-en-1-yloxy]dodeca-9,11-dienoic acid + (9Z,11Z)-12-[(1E)-hex-1-en-1-yloxy]dodeca-9,11-dienoic acid + H2O | (9Z,11E)-12-[(1Z)-hex-1-en-1-yloxy]dodeca-9,11-dienoic acid (i.e. omega5(Z)-etheroleic acid) and (9Z,11Z)-12-[(1E)-hex-1-en-1-yloxy]dodeca-9,11-dienoic acid (11Z-etheroleic acid) | ? | |
4.2.1.B6 | (9Z,11E,13S,15Z)-13-hydroperoxy-9,11,15-octadecatrienoate | - |
Ranunculus lingua | (9Z,11Z)-12-[(1E,3Z)-hexa-1,3-dien-1-yloxy]dodeca-9,11-dienoic acid + H2O | i.e. (11Z)-etherolenic acid | ? | |
4.2.1.B6 | (9Z,11E,13S,15Z)-13-hydroperoxy-9,11,15-octadecatrienoate | - |
Ranunculus peltatus | (9Z,11Z)-12-[(1E,3Z)-hexa-1,3-dien-1-yloxy]dodeca-9,11-dienoic acid + H2O | i.e. (11Z)-etherolenic acid | ? | |
4.2.1.B6 | (9Z,11E,13S,15Z)-13-hydroperoxy-9,11,15-octadecatrienoate | - |
Ranunculus lingua | (9Z,11Z)-12-[(1E,3Z)-hexa-1,3-dien-1-yloxy]dodeca-9,11-dienoic acid + H2O | i.e. (11Z)-etherolenic acid is the main product | ? | |
4.2.1.B6 | (9Z,11E,13S,15Z)-13-hydroperoxy-9,11,15-octadecatrienoate | - |
Ranunculus peltatus | (9Z,11Z)-12-[(1E,3Z)-hexa-1,3-dien-1-yloxy]dodeca-9,11-dienoic acid + H2O | i.e. (11Z)-etherolenic acid is the main product | ? | |
4.2.1.B6 | additional information | (9S,10E,12Z,15Z)-9-hydroperoxy-19,12,15-octadecatrienoate is not converted into divinyl ethers, reaction with leaf homogenate | Ranunculus lingua | ? | - |
? | |
4.2.1.B6 | additional information | (9S,10E,12Z,15Z)-9-hydroperoxy-19,12,15-octadecatrienoate is not converted into divinyl ethers, reaction with leaf homogenate | Ranunculus peltatus | ? | - |
? |