EC |
1.14.14.60 |
Accepted name: |
ferruginol monooxygenase |
Reaction: |
ferruginol + [reduced NADPH—hemoprotein reductase] + O2 = 11-hydroxyferruginol + [oxidized NADPH—hemoprotein reductase] + H2O |
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For diagram of carnosic acid, salviol and suginol diterpenoids biosynthesis, click here |
Glossary: |
ferruginol = abieta-8,11,13-trien-12-ol |
Other name(s): |
CYP76AH24; CYP76AH3 |
Systematic name: |
ferruginol,[reduced NADPH—hemoprotein reductase]:oxygen oxidoreductase (11-hydroxyferruginol-forming) |
Comments: |
A cytochrome P-450 (heme-thiolate) protein isolated from the plants Salvia pomifera (apple sage) and Salvia miltiorrhiza (danshen). 11-Hydroxyferruginol is a precursor of carnosic acid, a potent antioxidant. |
Links to other databases: |
BRENDA, EXPASY, KEGG, MetaCyc, PDB |
References: |
1. |
Ignea, C., Athanasakoglou, A., Ioannou, E., Georgantea, P., Trikka, F.A., Loupassaki, S., Roussis, V., Makris, A.M. and Kampranis, S.C. Carnosic acid biosynthesis elucidated by a synthetic biology platform. Proc. Natl. Acad. Sci. USA 113 (2016) 3681–3686. [DOI] [PMID: 26976595] |
2. |
Scheler, U., Brandt, W., Porzel, A., Rothe, K., Manzano, D., Bozic, D., Papaefthimiou, D., Balcke, G.U., Henning, A., Lohse, S., Marillonnet, S., Kanellis, A.K., Ferrer, A. and Tissier, A. Elucidation of the biosynthesis of carnosic acid and its reconstitution in yeast. Nat. Commun. 7:12942 (2016). [DOI] [PMID: 27703160] |
3. |
Guo, J., Ma, X., Cai, Y., Ma, Y., Zhan, Z., Zhou, Y.J., Liu, W., Guan, M., Yang, J., Cui, G., Kang, L., Yang, L., Shen, Y., Tang, J., Lin, H., Ma, X., Jin, B., Liu, Z., Peters, R.J., Zhao, Z.K. and Huang, L. Cytochrome P450 promiscuity leads to a bifurcating biosynthetic pathway for tanshinones. New Phytol. 210 (2016) 525–534. [DOI] [PMID: 26682704] |
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[EC 1.14.14.60 created 2018] |
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EC |
1.14.14.61 |
Accepted name: |
carnosic acid synthase |
Reaction: |
11-hydroxyferruginol + 3 [reduced NADPH—hemoprotein reductase] + 3 O2 = carnosic acid + 3 [oxidized NADPH—hemoprotein reductase] + 4 H2O |
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For diagram of carnosic acid, salviol and suginol diterpenoids biosynthesis, click here |
Glossary: |
carnosic acid = 11,12-dihydroxyabieta-8,11,13-trien-20-oic acid |
Other name(s): |
CYP76AK6; CYP76AK7; CYP76AK8 |
Systematic name: |
11-hydroxyferruginol,[reduced NADPH—hemoprotein reductase]:oxygen oxidoreductase |
Comments: |
A cytochrome P-450 (heme-thiolate) protein isolated from the plants Salvia pomifera (apple sage), S. miltiorrhiza (red sage), S. fruticosa (Greek sage) and Rosmarinus officinalis (Rosemary). |
Links to other databases: |
BRENDA, EXPASY, KEGG, MetaCyc |
References: |
1. |
Ignea, C., Athanasakoglou, A., Ioannou, E., Georgantea, P., Trikka, F.A., Loupassaki, S., Roussis, V., Makris, A.M. and Kampranis, S.C. Carnosic acid biosynthesis elucidated by a synthetic biology platform. Proc. Natl. Acad. Sci. USA 113 (2016) 3681–3686. [DOI] [PMID: 26976595] |
2. |
Scheler, U., Brandt, W., Porzel, A., Rothe, K., Manzano, D., Bozic, D., Papaefthimiou, D., Balcke, G.U., Henning, A., Lohse, S., Marillonnet, S., Kanellis, A.K., Ferrer, A. and Tissier, A. Elucidation of the biosynthesis of carnosic acid and its reconstitution in yeast. Nat. Commun. 7:12942 (2016). [DOI] [PMID: 27703160] |
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[EC 1.14.14.61 created 2018] |
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EC |
1.14.14.62 |
Accepted name: |
salviol synthase |
Reaction: |
ferruginol + [reduced NADPH—hemoprotein reductase] + O2 = salviol + [oxidized NADPH—hemoprotein reductase] + H2O |
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For diagram of carnosic acid, salviol and suginol diterpenoids biosynthesis, click here |
Glossary: |
salviol = abieta-8,11,13-triene-2α,12-diol |
Other name(s): |
CYP71BE52 |
Systematic name: |
ferruginol,[reduced NADPH—hemoprotein reductase]:oxygen oxidoreductase (salviol-forming) |
Comments: |
A cytochrome P-450 (heme-thiolate) protein isolated from the plant Salvia pomifera (apple sage). |
Links to other databases: |
BRENDA, EXPASY, KEGG, MetaCyc |
References: |
1. |
Ignea, C., Athanasakoglou, A., Ioannou, E., Georgantea, P., Trikka, F.A., Loupassaki, S., Roussis, V., Makris, A.M. and Kampranis, S.C. Carnosic acid biosynthesis elucidated by a synthetic biology platform. Proc. Natl. Acad. Sci. USA 113 (2016) 3681–3686. [DOI] [PMID: 26976595] |
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[EC 1.14.14.62 created 2018] |
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EC |
1.14.14.65 |
Accepted name: |
sugiol synthase |
Reaction: |
ferruginol + 2 [reduced NADPH—hemoprotein reductase] + 2 O2 = sugiol + 2 [oxidized NADPH—hemoprotein reductase] + 3 H2O |
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For diagram of carnosic acid, salviol and suginol diterpenoids biosynthesis, click here |
Glossary: |
ferruginol = abieta-8,11,13-trien-12-ol
sugiol = 12-hydroxyabieta-8,11,13-trien-7-one
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Other name(s): |
CYP76AH3 |
Systematic name: |
ferruginol,[reduced NADPH—hemoprotein reductase]:oxygen oxidoreductase (sugiol-forming) |
Comments: |
A cytochrome P-450 (heme-thiolate) protein isolated from the plant Salvia miltiorrhiza (danshen). The enzyme also oxidizes 11-hydroxyferruginol to 11-hydroxysugiol. It also oxidizes at C-12 of ferruginol (EC 1.14.14.60 ferruginol monooxygenase). |
Links to other databases: |
BRENDA, EXPASY, KEGG, MetaCyc, PDB |
References: |
1. |
Guo, J., Ma, X., Cai, Y., Ma, Y., Zhan, Z., Zhou, Y.J., Liu, W., Guan, M., Yang, J., Cui, G., Kang, L., Yang, L., Shen, Y., Tang, J., Lin, H., Ma, X., Jin, B., Liu, Z., Peters, R.J., Zhao, Z.K. and Huang, L. Cytochrome P450 promiscuity leads to a bifurcating biosynthetic pathway for tanshinones. New Phytol. 210 (2016) 525–534. [DOI] [PMID: 26682704] |
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[EC 1.14.14.65 created 2018] |
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EC |
1.14.14.67 |
Accepted name: |
11-hydroxysugiol 20-monooxygenase |
Reaction: |
11-hydroxysugiol + [reduced NADPH—hemoprotein reductase] + O2 = 11,20-dihydroxysugiol + [oxidized NADPH—hemoprotein reductase] + H2O |
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For diagram of carnosic acid, salviol and suginol diterpenoids biosynthesis, click here |
Glossary: |
ferruginol = abieta-8,11,13-trien-12-ol
sugiol = 12-hydroxyabieta-8,11,13-trien-7-one
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Other name(s): |
CYP76AK1 |
Systematic name: |
11-hydroxysugiol,[reduced NADPH—hemoprotein reductase]:oxygen oxidoreductase (11,20-dihydroxysugiol-forming) |
Comments: |
A cytochrome P-450 (heme-thiolate) protein isolated from the plant Salvia miltiorrhiza (danshen). The enzyme also oxidizes 11-hydroxyferruginol to 11,20-dihydroxyferruginol. |
Links to other databases: |
BRENDA, EXPASY, KEGG, MetaCyc |
References: |
1. |
Guo, J., Ma, X., Cai, Y., Ma, Y., Zhan, Z., Zhou, Y.J., Liu, W., Guan, M., Yang, J., Cui, G., Kang, L., Yang, L., Shen, Y., Tang, J., Lin, H., Ma, X., Jin, B., Liu, Z., Peters, R.J., Zhao, Z.K. and Huang, L. Cytochrome P450 promiscuity leads to a bifurcating biosynthetic pathway for tanshinones. New Phytol. 210 (2016) 525–534. [DOI] [PMID: 26682704] |
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[EC 1.14.14.67 created 2018] |
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