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Literature summary extracted from

  • Harrison, P.J.; Newgas, S.A.; Descombes, F.; Shepherd, S.A.; Thompson, A.J.; Bugg, T.D.
    Biochemical characterization and selective inhibition of beta-carotene cis-trans isomerase D27 and carotenoid cleavage dioxygenase CCD8 on the strigolactone biosynthetic pathway (2015), FEBS J., 282, 3986-4000 .
    View publication on PubMed

Cloned(Commentary)

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

Inhibitors

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

KM Value [mM]

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

Metals/Ions

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

Natural Substrates/ Products (Substrates)

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
-
 ?

Organism

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
-
-

Purification (Commentary)

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

Reaction

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
a
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
a
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
a

Substrates and Products (Substrate)

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 ?
-
 ?

Synonyms

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 cis–trans 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

Temperature Optimum [°C]

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

pH Optimum

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

pH Range

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

Cofactor

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

General Information

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