KEGG   ENZYME: 1.14.13.190Help
Entry
EC 1.14.13.190              Enzyme                                 

Name
ferruginol synthase;
miltiradiene oxidase (incorrect);
CYP76AH1;
miltiradiene,NADPH:oxygen oxidoreductase (ferruginol forming) (incorrect)
Class
Oxidoreductases;
Acting on paired donors, with incorporation or reduction of molecular oxygen;
With NADH or NADPH as one donor, and incorporation of one atom of oxygen into the other donor
BRITE hierarchy
Sysname
miltiradiene,NADPH:oxygen oxidoreductase (ferruginol-forming)
Reaction(IUBMB)
abieta-8,11,13-triene + NADPH + H+ + O2 = ferruginol + NADP+ + H2O [RN:R10727]
Reaction(KEGG)
Substrate
abieta-8,11,13-triene [CPD:C21425];
NADPH [CPD:C00005];
H+ [CPD:C00080];
O2 [CPD:C00007]
Product
ferruginol [CPD:C09092];
NADP+ [CPD:C00006];
H2O [CPD:C00001]
Comment
The enzyme is found in some members of the Lamiaceae (mint family). The enzyme from Rosmarinus officinalis (rosemary) is involved in biosynthesis of carnosic acid, while the enzyme from the Chinese medicinal herb Salvia miltiorrhiza is involved in the biosynthesis of the tanshinones, abietane-type norditerpenoid naphthoquinones that are the main lipophilic bioactive components found in the plant.
History
EC 1.14.13.190 created 2014, modified 2015
Pathway
ec00904  Diterpenoid biosynthesis
ec01110  Biosynthesis of secondary metabolites
Orthology
K20513  ferruginol synthase
K22636  ferruginol synthase / ferruginol monooxygenase
Reference
1  [PMID:23812755]
  Authors
Guo J, Zhou YJ, Hillwig ML, Shen Y, Yang L, Wang Y, Zhang X, Liu W, Peters RJ, Chen X, Zhao ZK, Huang L
  Title
CYP76AH1 catalyzes turnover of miltiradiene in tanshinones biosynthesis and enables heterologous production of ferruginol in yeasts.
  Journal
Proc Natl Acad Sci U S A 110:12108-13 (2013)
DOI:10.1073/pnas.1218061110
  Sequence
Reference
2  [PMID:24108414]
  Authors
Zi J, Peters RJ
  Title
Characterization of CYP76AH4 clarifies phenolic diterpenoid biosynthesis in the Lamiaceae.
  Journal
Org Biomol Chem 11:7650-2 (2013)
DOI:10.1039/c3ob41885e
Reference
3  [PMID:26020634]
  Authors
Bozic D, Papaefthimiou D, Bruckner K, de Vos RC, Tsoleridis CA, Katsarou D, Papanikolaou A, Pateraki I, Chatzopoulou FM, Dimitriadou E, Kostas S, Manzano D, Scheler U, Ferrer A, Tissier A, Makris AM, Kampranis SC, Kanellis AK
  Title
Towards Elucidating Carnosic Acid Biosynthesis in Lamiaceae: Functional Characterization of the Three First Steps of the Pathway in Salvia fruticosa and  Rosmarinus officinalis.
  Journal
PLoS One 10:e0124106 (2015)
DOI:10.1371/journal.pone.0124106
Other DBs
ExplorEnz - The Enzyme Database: 1.14.13.190
IUBMB Enzyme Nomenclature: 1.14.13.190
ExPASy - ENZYME nomenclature database: 1.14.13.190
BRENDA, the Enzyme Database: 1.14.13.190

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