Cloned (Comment) | Organism |
---|---|
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 |
Inhibitors | Comment | Organism | Structure |
---|---|---|---|
(2E)-3-(3,4-dimethoxyphenyl)-N-hydroxyprop-2-enamide | over 95% inhibition at 0.1 mM | Arabidopsis thaliana | |
(2E)-N-benzyl-N-hydroxy-3,7-dimethylocta-2,6-dienamide | 52% inhibition at 0.1 mM | Arabidopsis thaliana | |
(2E)-N-hydroxy-3-(4-methoxyphenyl)prop-2-enamide | over 95% inhibition at 0.1 mM | Arabidopsis thaliana | |
(2E,4E)-N-benzyl-N-hydroxy-5,9-dimethyldeca-2,4,8-trienamide | 47% inhibition at 0.1 mM | Arabidopsis thaliana | |
(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 | |
2-(2H-1,3-benzodioxol-5-yl)-N-[(4-fluorophenyl)methyl]-N-hydroxyacetamide | over 95% inhibition at 0.1 mM | Arabidopsis thaliana | |
2-(3,4-dimethoxyphenyl)-N-[(4-fluorophenyl)methyl]-N-hydroxyacetamide | over 95% inhibition at 0.1 mM | Arabidopsis thaliana | |
3-(3,4-dimethoxyphenyl)-N-hydroxy-N-octylpropanamide | over 95% inhibition at 0.1 mM | Arabidopsis thaliana | |
3-(3,4-dimethoxyphenyl)-N-hydroxypropanamide | 78% inhibition at 0.1 mM | Arabidopsis thaliana | |
3-amino-N-benzyl-N-hydroxybenzamide | over 95% inhibition at 0.1 mM | Arabidopsis thaliana | |
abamine | over 95% inhibition at 0.1 mM | Arabidopsis thaliana | |
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 | |
N-benzyl-2-(3,4-dimethoxyphenyl)-N-hydroxyacetamide | over 95% inhibition at 0.1 mM | Arabidopsis thaliana | |
N-benzyl-3-chloro-N-hydroxybenzamide | over 95% inhibition at 0.1 mM | Arabidopsis thaliana | |
N-benzyl-N-hydroxy-2-(4-hydroxyphenyl)acetamide | over 95% inhibition at 0.1 mM | Arabidopsis thaliana | |
N-benzyl-N-hydroxy-3,4-dimethoxybenzamide | over 95% inhibition at 0.1 mM | Arabidopsis thaliana | |
N-benzyl-N-hydroxy-3-(4-methoxyphenyl)propanamide | over 95% inhibition at 0.1 mM | Arabidopsis thaliana | |
N-benzyl-N-hydroxy-4-methoxybenzamide | over 95% inhibition at 0.1 mM | Arabidopsis thaliana | |
N-hydroxy-3-(4-methoxyphenyl)-N-octylpropanamide | over 95% inhibition at 0.1 mM | Arabidopsis thaliana | |
N-hydroxy-3-(4-methoxyphenyl)propanamide | over 95% inhibition at 0.1 mM | Arabidopsis thaliana | |
N-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-N-hydroxy-2-(4-methoxyphenyl)acetamide | 70% inhibition at 0.1 mM | Arabidopsis thaliana | |
N-[(4-fluorophenyl)methyl]-N-hydroxy-2-(4-hydroxyphenyl)acetamide | over 95% inhibition at 0.1 mM | Arabidopsis thaliana | |
N-[(4-fluorophenyl)methyl]-N-hydroxy-2-(4-methoxyphenyl)acetamide | over 95% inhibition at 0.1 mM | Arabidopsis thaliana | |
N-[(4-fluorophenyl)methyl]-N-hydroxy-3,4-dimethoxybenzamide | over 95% inhibition at 0.1 mM | Arabidopsis thaliana | |
N-[(4-fluorophenyl)methyl]-N-hydroxy-3-(4-methoxyphenyl)propanamide | over 95% inhibition at 0.1 mM | Arabidopsis thaliana | |
N-[(4-fluorophenyl)methyl]-N-hydroxy-4-methoxybenzamide | over 95% inhibition at 0.1 mM | Arabidopsis thaliana | |
N1-[(4-fluorophenyl)methyl]-N1-hydroxy-N4-[(4-methoxyphenyl)methyl]butanediamide | - |
Arabidopsis thaliana | |
sodium 3-[hydroxy[(4-methoxyphenyl)acetyl]amino]propanoate | 47% inhibition at 0.1 mM | Arabidopsis thaliana | |
sodium 3-[hydroxy[(naphthalen-2-yl)acetyl]amino]propanoate | 92% inhibition at 0.1 mM | Arabidopsis thaliana |
KM Value [mM] | KM Value Maximum [mM] | Substrate | Comment | Organism | Structure |
---|---|---|---|---|---|
additional information | - |
additional information | two-step kinetic mechanism, pre-steady-state kinetic analysis | Arabidopsis thaliana |
Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
---|---|---|---|---|---|---|
all-trans-10'-apo-beta-carotenal + O2 | Arabidopsis thaliana | - |
13-apo-beta-carotenone + (2E,4E,6E)-4-methylocta-2,4,6-trienedial | - |
? |
Organism | UniProt | Comment | Textmining |
---|---|---|---|
Arabidopsis thaliana | Q8VY26 | - |
- |
Purification (Comment) | Organism |
---|---|
recombinant His6-tagged AtCCD8 lacking the first 168 bp from Escherichia coli strain BL21 by nickel affinity chromatography | Arabidopsis thaliana |
Reaction | Comment | Organism | Reaction ID |
---|---|---|---|
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 |
Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
---|---|---|---|---|---|---|
all-trans-10'-apo-beta-carotenal + O2 | - |
Arabidopsis thaliana | 13-apo-beta-carotenone + (2E,4E,6E)-4-methylocta-2,4,6-trienedial | - |
? | |
additional information | CCD8-dependent conversion of beta-apo-10beta-carotenal to unstable carlactone, reaction of EC 1.13.11.69 | Arabidopsis thaliana | ? | - |
? |
Synonyms | Comment | Organism |
---|---|---|
carotenoid cleavage dioxygenase | - |
Arabidopsis thaliana |
CCD8 | - |
Arabidopsis thaliana |
Temperature Optimum [°C] | Temperature Optimum Maximum [°C] | Comment | Organism |
---|---|---|---|
25 | - |
assay at | Arabidopsis thaliana |
General Information | Comment | Organism |
---|---|---|
malfunction | the biochemical basis of the shoot branching phenotype is due to inhibition of enzyme CCD8 | Arabidopsis thaliana |
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 |
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 |