EC Number | Cloned (Comment) | Organism |
---|---|---|
1.13.11.68 | gene ccd7, recombinant expression of GST-tagged AtCCD7 in Escherichia coli | Arabidopsis thaliana |
1.13.11.69 | gene ccd8, recombinant expression of N-terminally His6-tagged AtCCD8 lacking the first 168 bp, corresponding to a chloroplast transit peptide, in Escherichia coli strain BL21 | Arabidopsis thaliana |
1.13.11.70 | gene ccd8, recombinant expression of N-terminally His6-tagged AtCCD8 lacking the first 168 bp, corresponding to a chloroplast transit peptide, in Escherichia coli strain BL21 | Arabidopsis thaliana |
5.2.1.14 | expression in Escherichia coli | Oryza sativa Japonica Group |
5.2.1.14 | gene DWARF27, recombinant expression in Escherichia coli strain BL21 | Oryza sativa Japonica Group |
EC Number | Inhibitors | Comment | Organism | Structure |
---|---|---|---|---|
1.13.11.68 | additional information | no inhibition by hydroxamic acids | Arabidopsis thaliana | |
1.13.11.69 | (2E)-3-(3,4-dimethoxyphenyl)-N-hydroxyprop-2-enamide | over 95% inhibition at 0.1 mM | Arabidopsis thaliana | |
1.13.11.69 | (2E)-N-benzyl-N-hydroxy-3,7-dimethylocta-2,6-dienamide | 52% inhibition at 0.1 mM | Arabidopsis thaliana | |
1.13.11.69 | (2E)-N-hydroxy-3-(4-methoxyphenyl)prop-2-enamide | over 95% inhibition at 0.1 mM | Arabidopsis thaliana | |
1.13.11.69 | (2E,4E)-N-benzyl-N-hydroxy-5,9-dimethyldeca-2,4,8-trienamide | 47% inhibition at 0.1 mM | Arabidopsis thaliana | |
1.13.11.69 | (2E,4E)-N-hydroxy-3-methyl-5-(2,6,6-trimethylcyclohex-1-en-1-yl)penta-2,4-dienamide | over 95% inhibition at 0.1 mM | Arabidopsis thaliana | |
1.13.11.69 | 2-(2H-1,3-benzodioxol-5-yl)-N-[(4-fluorophenyl)methyl]-N-hydroxyacetamide | over 95% inhibition at 0.1 mM | Arabidopsis thaliana | |
1.13.11.69 | 2-(3,4-dimethoxyphenyl)-N-[(4-fluorophenyl)methyl]-N-hydroxyacetamide | over 95% inhibition at 0.1 mM | Arabidopsis thaliana | |
1.13.11.69 | 3-(3,4-dimethoxyphenyl)-N-hydroxy-N-octylpropanamide | over 95% inhibition at 0.1 mM | Arabidopsis thaliana | |
1.13.11.69 | 3-(3,4-dimethoxyphenyl)-N-hydroxypropanamide | 78% inhibition at 0.1 mM | Arabidopsis thaliana | |
1.13.11.69 | 3-amino-N-benzyl-N-hydroxybenzamide | over 95% inhibition at 0.1 mM | Arabidopsis thaliana | |
1.13.11.69 | abamine | over 95% inhibition at 0.1 mM | Arabidopsis thaliana | |
1.13.11.69 | additional information | AtCCD8 is inhibited in a time-dependent fashion by hydroxamic acids N-[(4-fluorophenyl)methyl]-N-hydroxy-2-(4-hydroxyphenyl)acetamide, N-[(4-fluorophenyl)methyl]-N-hydroxy-2-(4-methoxyphenyl)acetamide, N-benzyl-2-(3,4-dimethoxyphenyl)-N-hydroxyacetamide and 2-(3,4-dimethoxyphenyl)-N-[(4-fluorophenyl)methyl]-N-hydroxyacetamide with over 95% inhibition at 0.10 mM, hydroxamic acids acids N-[(4-fluorophenyl)methyl]-N-hydroxy-2-(4-hydroxyphenyl)acetamide, N-[(4-fluorophenyl)methyl]-N-hydroxy-2-(4-methoxyphenyl)acetamide, N-benzyl-2-(3,4-dimethoxyphenyl)-N-hydroxyacetamide and 2-(3,4-dimethoxyphenyl)-N-[(4-fluorophenyl)methyl]-N-hydroxyacetamide cause a shoot branching phenotype in Arabidopsis thaliana. Selective inhibition of CCD8 is observed using hydroxamic acids N-hydroxy-3-(4-methoxyphenyl)propanamide and N-[(4-fluorophenyl)methyl]-N-hydroxy-3-(4-methoxyphenyl)propanamide. No inhibition by N1-[(4-fluorophenyl)methyl]-N1-hydroxy-N4-[(4-methoxyphenyl)methyl]butanediamide | Arabidopsis thaliana | |
1.13.11.69 | N-benzyl-2-(3,4-dimethoxyphenyl)-N-hydroxyacetamide | over 95% inhibition at 0.1 mM | Arabidopsis thaliana | |
1.13.11.69 | N-benzyl-3-chloro-N-hydroxybenzamide | over 95% inhibition at 0.1 mM | Arabidopsis thaliana | |
1.13.11.69 | N-benzyl-N-hydroxy-2-(4-hydroxyphenyl)acetamide | over 95% inhibition at 0.1 mM | Arabidopsis thaliana | |
1.13.11.69 | N-benzyl-N-hydroxy-3,4-dimethoxybenzamide | over 95% inhibition at 0.1 mM | Arabidopsis thaliana | |
1.13.11.69 | N-benzyl-N-hydroxy-3-(4-methoxyphenyl)propanamide | over 95% inhibition at 0.1 mM | Arabidopsis thaliana | |
1.13.11.69 | N-benzyl-N-hydroxy-4-methoxybenzamide | over 95% inhibition at 0.1 mM | Arabidopsis thaliana | |
1.13.11.69 | N-hydroxy-3-(4-methoxyphenyl)-N-octylpropanamide | over 95% inhibition at 0.1 mM | Arabidopsis thaliana | |
1.13.11.69 | N-hydroxy-3-(4-methoxyphenyl)propanamide | over 95% inhibition at 0.1 mM | Arabidopsis thaliana | |
1.13.11.69 | N-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-N-hydroxy-2-(4-methoxyphenyl)acetamide | 70% inhibition at 0.1 mM | Arabidopsis thaliana | |
1.13.11.69 | N-[(4-fluorophenyl)methyl]-N-hydroxy-2-(4-hydroxyphenyl)acetamide | over 95% inhibition at 0.1 mM | Arabidopsis thaliana | |
1.13.11.69 | N-[(4-fluorophenyl)methyl]-N-hydroxy-2-(4-methoxyphenyl)acetamide | over 95% inhibition at 0.1 mM | Arabidopsis thaliana | |
1.13.11.69 | N-[(4-fluorophenyl)methyl]-N-hydroxy-3,4-dimethoxybenzamide | over 95% inhibition at 0.1 mM | Arabidopsis thaliana | |
1.13.11.69 | N-[(4-fluorophenyl)methyl]-N-hydroxy-3-(4-methoxyphenyl)propanamide | over 95% inhibition at 0.1 mM | Arabidopsis thaliana | |
1.13.11.69 | N-[(4-fluorophenyl)methyl]-N-hydroxy-4-methoxybenzamide | over 95% inhibition at 0.1 mM | Arabidopsis thaliana | |
1.13.11.69 | N1-[(4-fluorophenyl)methyl]-N1-hydroxy-N4-[(4-methoxyphenyl)methyl]butanediamide | - |
Arabidopsis thaliana | |
1.13.11.69 | sodium 3-[hydroxy[(4-methoxyphenyl)acetyl]amino]propanoate | 47% inhibition at 0.1 mM | Arabidopsis thaliana | |
1.13.11.69 | sodium 3-[hydroxy[(naphthalen-2-yl)acetyl]amino]propanoate | 92% inhibition at 0.1 mM | Arabidopsis thaliana | |
1.13.11.70 | (2E)-3-(3,4-dimethoxyphenyl)-N-hydroxyprop-2-enamide | over 95% inhibition at 0.1 mM | Arabidopsis thaliana | |
1.13.11.70 | (2E)-N-benzyl-N-hydroxy-3,7-dimethylocta-2,6-dienamide | 52% inhibition at 0.1 mM | Arabidopsis thaliana | |
1.13.11.70 | (2E)-N-hydroxy-3-(4-methoxyphenyl)prop-2-enamide | over 95% inhibition at 0.1 mM | Arabidopsis thaliana | |
1.13.11.70 | (2E,4E)-N-benzyl-N-hydroxy-5,9-dimethyldeca-2,4,8-trienamide | 47% inhibition at 0.1 mM | Arabidopsis thaliana | |
1.13.11.70 | (2E,4E)-N-hydroxy-3-methyl-5-(2,6,6-trimethylcyclohex-1-en-1-yl)penta-2,4-dienamide | over 95% inhibition at 0.1 mM | Arabidopsis thaliana | |
1.13.11.70 | 2-(2H-1,3-benzodioxol-5-yl)-N-[(4-fluorophenyl)methyl]-N-hydroxyacetamide | over 95% inhibition at 0.1 mM | Arabidopsis thaliana | |
1.13.11.70 | 2-(3,4-dimethoxyphenyl)-N-[(4-fluorophenyl)methyl]-N-hydroxyacetamide | over 95% inhibition at 0.1 mM | Arabidopsis thaliana | |
1.13.11.70 | 3-(3,4-dimethoxyphenyl)-N-hydroxy-N-octylpropanamide | over 95% inhibition at 0.1 mM | Arabidopsis thaliana | |
1.13.11.70 | 3-(3,4-dimethoxyphenyl)-N-hydroxypropanamide | 78% inhibition at 0.1 mM | Arabidopsis thaliana | |
1.13.11.70 | 3-amino-N-benzyl-N-hydroxybenzamide | over 95% inhibition at 0.1 mM | Arabidopsis thaliana | |
1.13.11.70 | abamine | over 95% inhibition at 0.1 mM | Arabidopsis thaliana | |
1.13.11.70 | additional information | AtCCD8 is inhibited in a time-dependent fashion by hydroxamic acids N-[(4-fluorophenyl)methyl]-N-hydroxy-2-(4-hydroxyphenyl)acetamide, N-[(4-fluorophenyl)methyl]-N-hydroxy-2-(4-methoxyphenyl)acetamide, N-benzyl-2-(3,4-dimethoxyphenyl)-N-hydroxyacetamide and 2-(3,4-dimethoxyphenyl)-N-[(4-fluorophenyl)methyl]-N-hydroxyacetamide with over 95% inhibition at 0.10 mM, hydroxamic acids acids N-[(4-fluorophenyl)methyl]-N-hydroxy-2-(4-hydroxyphenyl)acetamide, N-[(4-fluorophenyl)methyl]-N-hydroxy-2-(4-methoxyphenyl)acetamide, N-benzyl-2-(3,4-dimethoxyphenyl)-N-hydroxyacetamide and 2-(3,4-dimethoxyphenyl)-N-[(4-fluorophenyl)methyl]-N-hydroxyacetamide cause a shoot branching phenotype in Arabidopsis thaliana. Selective inhibition of CCD8 is observed using hydroxamic acids N-hydroxy-3-(4-methoxyphenyl)propanamide and N-[(4-fluorophenyl)methyl]-N-hydroxy-3-(4-methoxyphenyl)propanamide. No inhibition by N1-[(4-fluorophenyl)methyl]-N1-hydroxy-N4-[(4-methoxyphenyl)methyl]butanediamide | Arabidopsis thaliana | |
1.13.11.70 | N-benzyl-2-(3,4-dimethoxyphenyl)-N-hydroxyacetamide | over 95% inhibition at 0.1 mM | Arabidopsis thaliana | |
1.13.11.70 | N-benzyl-3-chloro-N-hydroxybenzamide | over 95% inhibition at 0.1 mM | Arabidopsis thaliana | |
1.13.11.70 | N-benzyl-N-hydroxy-2-(4-hydroxyphenyl)acetamide | over 95% inhibition at 0.1 mM | Arabidopsis thaliana | |
1.13.11.70 | N-benzyl-N-hydroxy-3,4-dimethoxybenzamide | over 95% inhibition at 0.1 mM | Arabidopsis thaliana | |
1.13.11.70 | N-benzyl-N-hydroxy-3-(4-methoxyphenyl)propanamide | over 95% inhibition at 0.1 mM | Arabidopsis thaliana | |
1.13.11.70 | N-benzyl-N-hydroxy-4-methoxybenzamide | over 95% inhibition at 0.1 mM | Arabidopsis thaliana | |
1.13.11.70 | N-hydroxy-3-(4-methoxyphenyl)-N-octylpropanamide | over 95% inhibition at 0.1 mM | Arabidopsis thaliana | |
1.13.11.70 | N-hydroxy-3-(4-methoxyphenyl)propanamide | over 95% inhibition at 0.1 mM | Arabidopsis thaliana | |
1.13.11.70 | N-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-N-hydroxy-2-(4-methoxyphenyl)acetamide | 70% inhibition at 0.1 mM | Arabidopsis thaliana | |
1.13.11.70 | N-[(4-fluorophenyl)methyl]-N-hydroxy-2-(4-hydroxyphenyl)acetamide | over 95% inhibition at 0.1 mM | Arabidopsis thaliana | |
1.13.11.70 | N-[(4-fluorophenyl)methyl]-N-hydroxy-2-(4-methoxyphenyl)acetamide | over 95% inhibition at 0.1 mM | Arabidopsis thaliana | |
1.13.11.70 | N-[(4-fluorophenyl)methyl]-N-hydroxy-3,4-dimethoxybenzamide | over 95% inhibition at 0.1 mM | Arabidopsis thaliana | |
1.13.11.70 | N-[(4-fluorophenyl)methyl]-N-hydroxy-3-(4-methoxyphenyl)propanamide | over 95% inhibition at 0.1 mM | Arabidopsis thaliana | |
1.13.11.70 | N-[(4-fluorophenyl)methyl]-N-hydroxy-4-methoxybenzamide | over 95% inhibition at 0.1 mM | Arabidopsis thaliana | |
1.13.11.70 | N1-[(4-fluorophenyl)methyl]-N1-hydroxy-N4-[(4-methoxyphenyl)methyl]butanediamide | - |
Arabidopsis thaliana | |
1.13.11.70 | sodium 3-[hydroxy[(4-methoxyphenyl)acetyl]amino]propanoate | 47% inhibition at 0.1 mM | Arabidopsis thaliana | |
1.13.11.70 | sodium 3-[hydroxy[(naphthalen-2-yl)acetyl]amino]propanoate | 92% inhibition at 0.1 mM | Arabidopsis thaliana | |
5.2.1.14 | (2E)-N-benzyl-N-hydroxy-3,7-dimethylocta-2,6-dienamide | 38% inhibition at 0.1 mM | Oryza sativa Japonica Group | |
5.2.1.14 | (2E,4E)-N-benzyl-N-hydroxy-5,9-dimethyldeca-2,4,8-trienamide | 33% inhibition at 0.1 mM | Oryza sativa Japonica Group | |
5.2.1.14 | 3-(3,4-dimethoxyphenyl)-N-hydroxypropanamide | 40% inhibition at 0.1 mM | Oryza sativa Japonica Group | |
5.2.1.14 | 3-amino-N-benzyl-N-hydroxybenzamide | 7% inhibition at 0.1 mM | Oryza sativa Japonica Group | |
5.2.1.14 | additional information | enzyme is not inhibited by hydroxamic acids that cause shoot branching in planta, but D27 is partially inhibited by terpene-like hydroxamic acids; OsD27 is not inhibited by hydroxamic acids that cause shoot branching in planta, but OsD27 is partially inhibited by terpene-like hydroxamic acids. Compounds D2, D4, D5 and D6 that show a shoot branching phenotype in planta give no inhibition at all. No inhibition by N-benzyl-N-hydroxy-2-(4-hydroxyphenyl)acetamide, N-[(4-fluorophenyl)methyl]-N-hydroxy-2-(4-hydroxyphenyl)acetamide, N-[(4-fluorophenyl)methyl]-N-hydroxy-2-(4-methoxyphenyl)acetamide, N-benzyl-2-(3,4-dimethoxyphenyl)-N-hydroxyacetamide, 2-(3,4-dimethoxyphenyl)-N-[(4-fluorophenyl)methyl]-N-hydroxyacetamide, 2-(2H-1,3-benzodioxol-5-yl)-N-[(4-fluorophenyl)methyl]-N-hydroxyacetamide, N-benzyl-N-hydroxy-3-(4-methoxyphenyl)propanamide, N-[(4-fluorophenyl)methyl]-N-hydroxy-3-(4-methoxyphenyl)propanamide, 3-(3,4-dimethoxyphenyl)-N-hydroxy-N-octylpropanamide, N-hydroxy-3-(4-methoxyphenyl)-N-octylpropanamide, (2E)-3-(3,4-dimethoxyphenyl)-N-hydroxyprop-2-enamide, 3-(3,4-dimethoxyphenyl)-N-hydroxypropanamide, (2E)-N-hydroxy-3-(4-methoxyphenyl)prop-2-enamide, N-hydroxy-3-(4-methoxyphenyl)propanamide, (2E,4E)-N-hydroxy-3-methyl-5-(2,6,6-trimethylcyclohex-1-en-1-yl)penta-2,4-dienamide, and abamine | Oryza sativa Japonica Group | |
5.2.1.14 | N-benzyl-3-chloro-N-hydroxybenzamide | 21% inhibition at 0.1 mM | Oryza sativa Japonica Group | |
5.2.1.14 | N-benzyl-N-hydroxy-3,4-dimethoxybenzamide | 9% inhibition at 0.1 mM | Oryza sativa Japonica Group | |
5.2.1.14 | N-benzyl-N-hydroxy-4-methoxybenzamide | 10% inhibition at 0.1 mM | Oryza sativa Japonica Group | |
5.2.1.14 | N-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-N-hydroxy-2-(4-methoxyphenyl)acetamide | 41% inhibition at 0.1 mM | Oryza sativa Japonica Group | |
5.2.1.14 | N-[(4-fluorophenyl)methyl]-N-hydroxy-3,4-dimethoxybenzamide | 25% inhibition at 0.1 mM | Oryza sativa Japonica Group | |
5.2.1.14 | N-[(4-fluorophenyl)methyl]-N-hydroxy-4-methoxybenzamide | 16% inhibition at 0.1 mM | Oryza sativa Japonica Group | |
5.2.1.14 | N1-[(4-fluorophenyl)methyl]-N1-hydroxy-N4-[(4-methoxyphenyl)methyl]butanediamide | 40% inhibition at 0.1 mM | Oryza sativa Japonica Group | |
5.2.1.14 | silver acetate | - |
Oryza sativa Japonica Group | |
5.2.1.14 | silver(I) acetate | inactivation | Oryza sativa Japonica Group | |
5.2.1.14 | sodium 3-[hydroxy[(4-methoxyphenyl)acetyl]amino]propanoate | 26% inhibition at 0.1 mM | Oryza sativa Japonica Group | |
5.2.1.14 | sodium 3-[hydroxy[(naphthalen-2-yl)acetyl]amino]propanoate | 33% inhibition at 0.1 mM | Oryza sativa Japonica Group |
EC Number | KM Value [mM] | KM Value Maximum [mM] | Substrate | Comment | Organism | Structure |
---|---|---|---|---|---|---|
1.13.11.69 | additional information | - |
additional information | two-step kinetic mechanism, pre-steady-state kinetic analysis | Arabidopsis thaliana | |
1.13.11.70 | additional information | - |
additional information | two-step kinetic mechanism, pre-steady-state kinetic analysis | Arabidopsis thaliana | |
5.2.1.14 | 0.00026 | - |
9-cis-beta-carotene | pH 6.4, 25°C | Oryza sativa Japonica Group |
EC Number | Metals/Ions | Comment | Organism | Structure |
---|---|---|---|---|
5.2.1.14 | Fe2+ | OsD27 contains a [2Fe2S] iron-sulfur cluster that is required for catalysis | Oryza sativa Japonica Group | |
5.2.1.14 | Iron | presence of an iron-sulfur cluster involved in catalysis | Oryza sativa Japonica Group |
EC Number | Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
---|---|---|---|---|---|---|---|
1.13.11.68 | 9-cis-beta-carotene + O2 | Arabidopsis thaliana | - |
9-cis-10'-apo-beta-carotenal + beta-ionone | - |
? | |
1.13.11.69 | 9-cis-10'-apo-beta-carotenal + 2 O2 | Arabidopsis thaliana | - |
carlactone + (2E,4E,6E)-7-hydroxy-4-methylhepta-2,4,6-trienal | - |
? | |
1.13.11.70 | all-trans-10'-apo-beta-carotenal + O2 | Arabidopsis thaliana | - |
13-apo-beta-carotenone + (2E,4E,6E)-4-methylocta-2,4,6-trienedial | - |
? | |
5.2.1.14 | all-trans-beta-carotene | Oryza sativa Japonica Group | - |
9-cis-beta-carotene | - |
? |
EC Number | Organism | UniProt | Comment | Textmining |
---|---|---|---|---|
1.13.11.68 | Arabidopsis thaliana | Q7XJM2 | - |
- |
1.13.11.69 | Arabidopsis thaliana | Q8VY26 | - |
- |
1.13.11.70 | Arabidopsis thaliana | Q8VY26 | - |
- |
5.2.1.14 | Oryza sativa Japonica Group | C7AU21 | - |
- |
EC Number | Purification (Comment) | Organism |
---|---|---|
1.13.11.68 | recombinant GST-tagged AtCCD7 from Escherichia coli by glutathione affinity chromatographyy | Arabidopsis thaliana |
1.13.11.69 | recombinant His6-tagged AtCCD8 lacking the first 168 bp from Escherichia coli strain BL21 by nickel affinity chromatography | Arabidopsis thaliana |
1.13.11.70 | recombinant His6-tagged AtCCD8 lacking the first 168 bp from Escherichia coli strain BL21 by nickel affinity chromatography | Arabidopsis thaliana |
5.2.1.14 | recombinant enzyme from Escherichia coli strain BL21 | Oryza sativa Japonica Group |
EC Number | Reaction | Comment | Organism | Reaction ID |
---|---|---|---|---|
1.13.11.69 | 9-cis-10'-apo-beta-carotenal + 2 O2 = carlactone + (2E,4E,6E)-7-hydroxy-4-methylhepta-2,4,6-trienal | acid-base catalysis in the CCD8 catalytic cycle and existence of an essential cysteine residue in the CCD8 active site, two-step kinetic mechanism | Arabidopsis thaliana | |
1.13.11.70 | all-trans-10'-apo-beta-carotenal + O2 = 13-apo-beta-carotenone + (2E,4E,6E)-4-methylocta-2,4,6-trienedial | acid-base catalysis in the CCD8 catalytic cycle and existence of an essential cysteine residue in the CCD8 active site, two-step kinetic mechanism | Arabidopsis thaliana | |
5.2.1.14 | all-trans-beta-carotene = 9-cis-beta-carotene | mechanism of isomerization catalysed by OsD27 involving a 1-electron transfer from the polyene p-system of beta-carotene to a [2Fe2S] cluster, generating a radical cation, which is able to rotate about the C-C single bond. Electron transfer back from the reduced [2Fe2S] cluster then generates the 9-cis-beta-carotene product. A mechanism involving single electron transfer from a [2Fe2S] cluster to form a radical anion intermediate is also possible. OsD27 retains catalytic activity under anaerobic conditions, therefore it does not require dioxygen for activity | Oryza sativa Japonica Group |
EC Number | Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
---|---|---|---|---|---|---|---|
1.13.11.68 | 9-cis-beta-carotene + O2 | - |
Arabidopsis thaliana | 9-cis-10'-apo-beta-carotenal + beta-ionone | - |
? | |
1.13.11.68 | 9-cis-beta-carotene + O2 | AtCCD7 preferentially cleaves 9-cis-beta-carotene | Arabidopsis thaliana | 9-cis-10'-apo-beta-carotenal + beta-ionone | - |
? | |
1.13.11.69 | 9-cis-10'-apo-beta-carotenal + 2 O2 | - |
Arabidopsis thaliana | carlactone + (2E,4E,6E)-7-hydroxy-4-methylhepta-2,4,6-trienal | - |
? | |
1.13.11.69 | 9-cis-10'-apo-beta-carotenal + 2 O2 | CCD8-dependent conversion of beta-apo-10'-carotenal to unstable carlactone | Arabidopsis thaliana | carlactone + (2E,4E,6E)-7-hydroxy-4-methylhepta-2,4,6-trienal | - |
? | |
1.13.11.69 | additional information | CCD8-dependent conversion of all-trans-10'-apo-beta-carotenal to 13-apo-beta-carotenone, reaction of EC 1.13.11.70 | Arabidopsis thaliana | ? | - |
? | |
1.13.11.70 | all-trans-10'-apo-beta-carotenal + O2 | - |
Arabidopsis thaliana | 13-apo-beta-carotenone + (2E,4E,6E)-4-methylocta-2,4,6-trienedial | - |
? | |
1.13.11.70 | additional information | CCD8-dependent conversion of beta-apo-10beta-carotenal to unstable carlactone, reaction of EC 1.13.11.69 | Arabidopsis thaliana | ? | - |
? | |
5.2.1.14 | 9-cis-beta-carotene | - |
Oryza sativa Japonica Group | all-trans-beta-carotene | - |
r | |
5.2.1.14 | all-trans-beta-carotene | - |
Oryza sativa Japonica Group | 9-cis-beta-carotene | - |
? | |
5.2.1.14 | all-trans-beta-carotene | - |
Oryza sativa Japonica Group | 9-cis-beta-carotene | - |
r | |
5.2.1.14 | additional information | catalytic mechanism involves a 1-electron transfer from the polyene pi-system of beta-carotene to a [2Fe-2S] cluster, generating a radical cation, which is able to rotate about the C-C single bond. Electron transfer back from the reduced [2Fe-2S] cluster would then generate the 9-cis-beta-carotene product. A mechanism involving single electron transfer from a [2Fe-2S] cluster to form a radical anion intermediate is also possible | Oryza sativa Japonica Group | ? | - |
? |
EC Number | Synonyms | Comment | Organism |
---|---|---|---|
1.13.11.68 | carotenoid cleavage dioxygenase | - |
Arabidopsis thaliana |
1.13.11.68 | CCD7 | - |
Arabidopsis thaliana |
1.13.11.69 | carotenoid cleavage dioxygenase | - |
Arabidopsis thaliana |
1.13.11.69 | CCD8 | - |
Arabidopsis thaliana |
1.13.11.70 | carotenoid cleavage dioxygenase | - |
Arabidopsis thaliana |
1.13.11.70 | CCD8 | - |
Arabidopsis thaliana |
5.2.1.14 | beta-carotene cistrans isomerase | - |
Oryza sativa Japonica Group |
5.2.1.14 | D27 | - |
Oryza sativa Japonica Group |
5.2.1.14 | DWARF27 | - |
Oryza sativa Japonica Group |
5.2.1.14 | OsD27 | - |
Oryza sativa Japonica Group |
EC Number | Temperature Optimum [°C] | Temperature Optimum Maximum [°C] | Comment | Organism |
---|---|---|---|---|
1.13.11.68 | 25 | - |
assay at | Arabidopsis thaliana |
1.13.11.69 | 25 | - |
assay at | Arabidopsis thaliana |
1.13.11.70 | 25 | - |
assay at | Arabidopsis thaliana |
5.2.1.14 | 25 | - |
assay at | Oryza sativa Japonica Group |
EC Number | pH Optimum Minimum | pH Optimum Maximum | Comment | Organism |
---|---|---|---|---|
1.13.11.68 | 7.8 | - |
assay at | Arabidopsis thaliana |
1.13.11.69 | 6 | - |
- |
Arabidopsis thaliana |
5.2.1.14 | 6.5 | - |
- |
Oryza sativa Japonica Group |
EC Number | pH Minimum | pH Maximum | Comment | Organism |
---|---|---|---|---|
1.13.11.69 | 5.5 | 9 | activity range, profile overview | Arabidopsis thaliana |
5.2.1.14 | 4 | 10.2 | broad pH spectrum, profile overview | Oryza sativa Japonica Group |
EC Number | Cofactor | Comment | Organism | Structure |
---|---|---|---|---|
5.2.1.14 | [2Fe-2S]-center | - |
Oryza sativa Japonica Group | |
5.2.1.14 | [2Fe-2S]-center | OsD27 contains a [2Fe-2S] iron-sulfur cluster that is required for catalysis | Oryza sativa Japonica Group |
EC Number | General Information | Comment | Organism |
---|---|---|---|
1.13.11.68 | metabolism | biosynthesis of strigolactones requires the action of two CCD enzymes, CCD7 and CCD8 (EC 1.13.11.70), which act sequentially on 9-cis-beta-carotene, strigolactone biosynthesis pathway from all-trans-beta-carotene to ent-2'-epi-5-deoxystrigol | Arabidopsis thaliana |
1.13.11.68 | additional information | the biochemical basis of the shoot branching phenotype is not due to inhibition of enzyme CCD7, but of enzyme CCD8, EC 1.13.11.70 | Arabidopsis thaliana |
1.13.11.68 | physiological function | biosynthesis of strigolactones requires the action of two CCD enzymes, CCD7 and CCD8 (EC 1.13.11.70), which act sequentially on 9-cis-beta-carotene | Arabidopsis thaliana |
1.13.11.69 | malfunction | the biochemical basis of the shoot branching phenotype is due to inhibition of enzyme CCD8 | Arabidopsis thaliana |
1.13.11.69 | metabolism | biosynthesis of strigolactones requires the action of two CCD enzymes, CCD7 (EC 1.13.11.68) and CCD8, which act sequentially on 9-cis-beta-carotene, strigolactone biosynthesis pathway from all-trans-beta-carotene to ent-2'-epi-5-deoxystrigol, overview | Arabidopsis thaliana |
1.13.11.69 | physiological function | biosynthesis of strigolactones requires the action of two CCD enzymes, CCD7 (EC 1.13.11.68) and CCD8, which act sequentially on 9-cis-beta-carotene | Arabidopsis thaliana |
1.13.11.70 | malfunction | the biochemical basis of the shoot branching phenotype is due to inhibition of enzyme CCD8 | Arabidopsis thaliana |
1.13.11.70 | metabolism | biosynthesis of strigolactones requires the action of two CCD enzymes, CCD7 (EC 1.13.11.68) and CCD8, which act sequentially on 9-cis-beta-carotene, strigolactone biosynthesis pathway from all-trans-beta-carotene to ent-2'-epi-5-deoxystrigol, overview | Arabidopsis thaliana |
1.13.11.70 | physiological function | biosynthesis of strigolactones requires the action of two CCD enzymes, CCD7 (EC 1.13.11.68) and CCD8, which act sequentially on 9-cis-beta-carotene | Arabidopsis thaliana |
5.2.1.14 | metabolism | biosynthesis pathway of strigolactones begins with the isomerization of all-trans-beta-carotene to 9-cis-beta-carotene catalysed by Dwarf27 (D27), strigolactone biosynthesis pathway from all-trans-beta-carotene to ent-2'-epi-5-deoxystrigol, overview | Oryza sativa Japonica Group |
5.2.1.14 | additional information | the biochemical basis of the shoot branching phenotype is not due to inhibition of enzyme DWARF27, but of enzyme CCD8, EC 1.13.11.70 | Oryza sativa Japonica Group |
5.2.1.14 | physiological function | biosynthesis of strigolactones requires the action of enzyme Dwarf27, which catalyzes the isomerization of all-trans-beta-carotene to 9-cis-beta-carotene | Oryza sativa Japonica Group |