EC Number | Cloned (Comment) | Organism |
---|---|---|
1.14.14.36 | expression in Nicotiana tabacum | Sorghum bicolor |
1.14.14.37 | expression in Nicotiana tabacum | Sorghum bicolor |
EC Number | Localization | Comment | Organism | GeneOntology No. | Textmining |
---|---|---|---|---|---|
1.14.14.36 | membrane | - |
Sorghum bicolor | 16020 | - |
1.14.14.37 | membrane | - |
Sorghum bicolor | 16020 | - |
EC Number | Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
---|---|---|---|---|---|---|---|
1.14.14.36 | L-tyrosine + 2 O2 + 2 [reduced NADPH-hemoprotein reductase] | Sorghum bicolor | - |
(E)-[4-hydroxyphenylacetaldehyde oxime] + 2 [oxidized NADPH-hemoprotein reductase] + CO2 + 3 H2O | overall reaction | ? | |
1.14.14.36 | L-tyrosine + O2 + [reduced NADPH-hemoprotein reductase] | Sorghum bicolor | - |
N-hydroxy-L-tyrosine + [oxidized NADPH-hemoprotein reductase] + H2O | - |
? | |
1.14.14.36 | N,N-dihydroxy-L-tyrosine | Sorghum bicolor | - |
(E)-[4-hydroxyphenylacetaldehyde oxime] + CO2 + H2O | - |
? | |
1.14.14.36 | N-hydroxy-L-tyrosine + O2 + [reduced NADPH-hemoprotein reductase] | Sorghum bicolor | - |
N,N-dihydroxy-L-tyrosine + [oxidized NADPH-hemoprotein reductase] + H2O | - |
? | |
1.14.14.37 | (E)-4-Hydroxyphenylacetaldehyde oxime | Sorghum bicolor | - |
(Z)-4-Hydroxyphenylacetaldehyde oxime | - |
? | |
1.14.14.37 | (E)-4-hydroxyphenylacetaldehyde oxime + [reduced NADPH-hemoprotein reductase] + O2 | Sorghum bicolor | - |
(S)-4-hydroxymandelonitrile + [oxidized NADPH-hemoprotein reductase] + 2 H2O | overall reaction | ? | |
1.14.14.37 | (Z)-4-hydroxyphenylacetaldehyde oxime | Sorghum bicolor | - |
4-hydroxyphenylacetonitrile + H2O | - |
? | |
1.14.14.37 | 4-hydroxyphenylacetonitrile + [reduced NADPH-hemoprotein reductase] + O2 | Sorghum bicolor | - |
(S)-4-hydroxymandelonitrile + [oxidized NADPH-hemoprotein reductase] + H2O | - |
? | |
1.14.14.40 | (E)-4-hydroxyphenylacetaldoxime + O2 + [reduced NADPH-hemoprotein reductase] | Sorghum bicolor | - |
1-aci-nitro-2-(4-hydroxyphenyl)-ethane + H2O + [oxidized NADPH-hemoprotein reductase] | first step of reaction | ? | |
1.14.14.40 | 1-aci-nitro-2-(4-hydroxyphenyl)-ethane + 2-mercaptoethanol | Sorghum bicolor | - |
(Z)-2-hydroxyethyl N-hydroxy-2-(4-hydroxyphenyl)ethanimidothioate + H2O | - |
? | |
1.14.14.40 | an (E)-omega-(methylthio)alkanal oxime + O2 + glutathione + [reduced NADPH-hemoprotein reductase] | Sorghum bicolor | - |
an (E)-1-(glutathione-S-yl)-omega-(methylthio)alkylhydroximate + 2 H2O + [oxidized NADPH-hemoprotein reductase] | overall reaction | ? | |
1.14.14.40 | additional information | Sorghum bicolor | CYP83B1 catalyzes the conversion of the (E)-p-hydroxyphenylacetaldoxime into an S-alkyl-thiohydroximate with retention of the configuration of the E-oxime intermediate in the final glucosinolate core structure. CYP83B1 from Arabidopsis thaliana cannot convert the (E)-p-hydroxyphenylacetaldoxime to the (Z)-isomer, which blocks the route towards cyanogenic glucoside synthesis | ? | - |
? |
EC Number | Organism | UniProt | Comment | Textmining |
---|---|---|---|---|
1.14.14.36 | Sorghum bicolor | Q43135 | - |
- |
1.14.14.37 | Sorghum bicolor | O48958 | - |
- |
1.14.14.40 | Sorghum bicolor | - |
- |
- |
1.14.14.45 | Arabidopsis thaliana | O65782 | - |
- |
EC Number | Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
---|---|---|---|---|---|---|---|
1.14.14.36 | L-tyrosine + 2 O2 + 2 [reduced NADPH-hemoprotein reductase] | - |
Sorghum bicolor | (E)-[4-hydroxyphenylacetaldehyde oxime] + 2 [oxidized NADPH-hemoprotein reductase] + CO2 + 3 H2O | overall reaction | ? | |
1.14.14.36 | L-tyrosine + O2 + [reduced NADPH-hemoprotein reductase] | - |
Sorghum bicolor | N-hydroxy-L-tyrosine + [oxidized NADPH-hemoprotein reductase] + H2O | - |
? | |
1.14.14.36 | N,N-dihydroxy-L-tyrosine | - |
Sorghum bicolor | (E)-[4-hydroxyphenylacetaldehyde oxime] + CO2 + H2O | - |
? | |
1.14.14.36 | N-hydroxy-L-tyrosine + O2 + [reduced NADPH-hemoprotein reductase] | - |
Sorghum bicolor | N,N-dihydroxy-L-tyrosine + [oxidized NADPH-hemoprotein reductase] + H2O | - |
? | |
1.14.14.37 | (E)-4-Hydroxyphenylacetaldehyde oxime | - |
Sorghum bicolor | (Z)-4-Hydroxyphenylacetaldehyde oxime | - |
? | |
1.14.14.37 | (E)-4-hydroxyphenylacetaldehyde oxime + [reduced NADPH-hemoprotein reductase] + O2 | - |
Sorghum bicolor | (S)-4-hydroxymandelonitrile + [oxidized NADPH-hemoprotein reductase] + 2 H2O | overall reaction | ? | |
1.14.14.37 | (Z)-4-hydroxyphenylacetaldehyde oxime | - |
Sorghum bicolor | 4-hydroxyphenylacetonitrile + H2O | - |
? | |
1.14.14.37 | 4-hydroxyphenylacetonitrile + [reduced NADPH-hemoprotein reductase] + O2 | - |
Sorghum bicolor | (S)-4-hydroxymandelonitrile + [oxidized NADPH-hemoprotein reductase] + H2O | - |
? | |
1.14.14.40 | (E)-4-hydroxyphenylacetaldoxime + O2 + [reduced NADPH-hemoprotein reductase] | - |
Sorghum bicolor | 1-aci-nitro-2-(4-hydroxyphenyl)-ethane + H2O + [oxidized NADPH-hemoprotein reductase] | first step of reaction | ? | |
1.14.14.40 | 1-aci-nitro-2-(4-hydroxyphenyl)-ethane + 2-mercaptoethanol | - |
Sorghum bicolor | (Z)-2-hydroxyethyl N-hydroxy-2-(4-hydroxyphenyl)ethanimidothioate + H2O | - |
? | |
1.14.14.40 | an (E)-omega-(methylthio)alkanal oxime + O2 + glutathione + [reduced NADPH-hemoprotein reductase] | - |
Sorghum bicolor | an (E)-1-(glutathione-S-yl)-omega-(methylthio)alkylhydroximate + 2 H2O + [oxidized NADPH-hemoprotein reductase] | overall reaction | ? | |
1.14.14.40 | additional information | CYP83B1 catalyzes the conversion of the (E)-p-hydroxyphenylacetaldoxime into an S-alkyl-thiohydroximate with retention of the configuration of the E-oxime intermediate in the final glucosinolate core structure. CYP83B1 from Arabidopsis thaliana cannot convert the (E)-p-hydroxyphenylacetaldoxime to the (Z)-isomer, which blocks the route towards cyanogenic glucoside synthesis | Sorghum bicolor | ? | - |
? | |
1.14.14.40 | tyrosine + 2 O2 + 2 [reduced NADPH-hemoprotein reductase] | - |
Sorghum bicolor | (E)-4-hydroxyphenylacetaldoxime + 2 [oxidized NADPH-hemoprotein reductase] + CO2 + 3 H2O | overall reaction, CYP79A1 catalyzes the specific production of (E)-phydroxyphenylacetaldoxime | ? | |
1.14.14.45 | (E)-p-hydroxyphenylacetaldoxime + NADPH + H+ + 2-mercaptoethanol | - |
Arabidopsis thaliana | (Z)-2-hydroxyethyl N,4-dihydroxybenzene-1-carboximidothioate + NADP+ + H2O | CYP83B1 shows absolute specificity towards (E)-p-hydroxyphenylacetaldoxime as a substrate, and the (Z)-S-alkyl-thiohydroximate formed maintains the structural configuration of the oxime function as in the (E)-p-hydroxyphenylacetaldoxime substrate | ? | |
1.14.14.45 | additional information | CYP83B1 cannot convert the (E)-p-hydroxyphenylacetaldoxime to the (Z)-isomer, which blocks the route towards cyanogenic glucoside synthesis. Instead CYP83B1 catalyzes the conversion of the (E)-p-hydroxyphenylacetaldoxime into an S-alkyl-thiohydroximate with retention of the configuration of the E-oxime intermediate in the final glucosinolate core structure | Arabidopsis thaliana | ? | - |
? |
EC Number | Synonyms | Comment | Organism |
---|---|---|---|
1.14.14.40 | CYP79A1 | - |
Sorghum bicolor |
EC Number | General Information | Comment | Organism |
---|---|---|---|
1.14.14.36 | physiological function | the biosynthetic pathway for the cyanogenic glucoside dhurrin in Sorghum involves the sequential production of (E)- and (Z)-4-hydroxyphenylacetaldoxime. Monooxygenae CYP79A1 catalyzes conversion of tyrosine to (E)-4-hydroxyphenylacetaldoxime, whereas monooxygenase CYP71E1 catalyzes conversion of (E)-4-hydroxyphenylacetaldoxime into the corresponding geometrical Z-isomer as required for its dehydration into a nitrile, the next intermediate in cyanogenic glucoside synthesis | Sorghum bicolor |
1.14.14.37 | physiological function | the biosynthetic pathway for the cyanogenic glucoside dhurrin in Sorghum involves the sequential production of (E)- and (Z)-4-hydroxyphenylacetaldoxime. Monooxygenae CYP79A1 catalyzes conversion of tyrosine to (E)-4-hydroxyphenylacetaldoxime, whereas monooxygenase CYP71E1 catalyzes conversion of (E)-4-hydroxyphenylacetaldoxime into the corresponding geometrical Z-isomer as required for its dehydration into a nitrile, the next intermediate in cyanogenic glucoside synthesis | Sorghum bicolor |