BRENDA - Enzyme Database

Cytochrome P450 promiscuity leads to a bifurcating biosynthetic pathway for tanshinones

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.; Huang, L.; New Phytol. 210, 525-534 (2016)

Data extracted from this reference:

Cloned(Commentary)
EC Number
Cloned (Commentary)
Organism
1.14.14.67
expression in Saccharomyces cerevisiae
Salvia miltiorrhiza
Crystallization (Commentary)
EC Number
Crystallization (Commentary)
Organism
1.14.14.67
homology modeling of structure
Salvia miltiorrhiza
Organism
EC Number
Organism
UniProt
Commentary
Textmining
1.14.14.60
Salvia miltiorrhiza
A0A0Y0GRS3
-
-
1.14.14.65
Salvia miltiorrhiza
A0A0Y0GRS3
-
-
1.14.14.67
Salvia miltiorrhiza
A0A125QZE2
-
-
Source Tissue
EC Number
Source Tissue
Commentary
Organism
Textmining
1.14.14.60
root
expression is more abundant in the root than in aerial tissues
Salvia miltiorrhiza
-
1.14.14.65
root
expression is more abundant in the root than in aerial tissues
Salvia miltiorrhiza
-
1.14.14.67
hairy root
-
Salvia miltiorrhiza
-
Substrates and Products (Substrate)
EC Number
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
Substrate Product ID
1.14.14.60
ferruginol + [reduced NADPH-hemoprotein reductase] + O2
-
745904
Salvia miltiorrhiza
11-hydroxyferruginol + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
1.14.14.60
additional information
enzyme additionally oxidizes at C-7 to yield sugiol, reaction of EC 1.14.14.65
745904
Salvia miltiorrhiza
?
-
-
-
?
1.14.14.60
sugiol + [reduced NADPH-hemoprotein reductase] + O2
-
745904
Salvia miltiorrhiza
11-hydroxysugiol + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
1.14.14.65
11-hydroxyferruginol + [reduced NADPH-hemoprotein reductase] + O2
-
745904
Salvia miltiorrhiza
11-hydroxysugiol + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
1.14.14.65
ferruginol + [reduced NADPH-hemoprotein reductase] + O2
-
745904
Salvia miltiorrhiza
sugiol + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
1.14.14.65
additional information
enzyme addtionally oxidizes ferruginol at C-11 to give 11-hydroxyferruginol, reaction of EC 1.14.14.60
745904
Salvia miltiorrhiza
?
-
-
-
?
1.14.14.67
11-hydroxyferruginol + [reduced NADPH-hemoprotein reductase] + O2
-
745904
Salvia miltiorrhiza
11,20-dihydroxyferruginol + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
1.14.14.67
11-hydroxysugiol + [reduced NADPH-hemoprotein reductase] + O2
-
745904
Salvia miltiorrhiza
11,20-dihydroxysugiol + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
1.14.14.67
additional information
enzyme hydroxylates 11-hydroxyferruginol and 11-hydroxysugiol at C-20 to give 11,20-dihydroxyferruginal and 11,20-dihydroxysugiol
745904
Salvia miltiorrhiza
?
-
-
-
?
Synonyms
EC Number
Synonyms
Commentary
Organism
1.14.14.60
CYP76AH3
-
Salvia miltiorrhiza
1.14.14.65
CYP76AH3
-
Salvia miltiorrhiza
1.14.14.67
CYP76AK1
-
Salvia miltiorrhiza
Cofactor
EC Number
Cofactor
Commentary
Organism
Structure
1.14.14.60
cytochrome P450
-
Salvia miltiorrhiza
Cloned(Commentary) (protein specific)
EC Number
Commentary
Organism
1.14.14.67
expression in Saccharomyces cerevisiae
Salvia miltiorrhiza
Cofactor (protein specific)
EC Number
Cofactor
Commentary
Organism
Structure
1.14.14.60
cytochrome P450
-
Salvia miltiorrhiza
Crystallization (Commentary) (protein specific)
EC Number
Crystallization
Organism
1.14.14.67
homology modeling of structure
Salvia miltiorrhiza
Source Tissue (protein specific)
EC Number
Source Tissue
Commentary
Organism
Textmining
1.14.14.60
root
expression is more abundant in the root than in aerial tissues
Salvia miltiorrhiza
-
1.14.14.65
root
expression is more abundant in the root than in aerial tissues
Salvia miltiorrhiza
-
1.14.14.67
hairy root
-
Salvia miltiorrhiza
-
Substrates and Products (Substrate) (protein specific)
EC Number
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
ID
1.14.14.60
ferruginol + [reduced NADPH-hemoprotein reductase] + O2
-
745904
Salvia miltiorrhiza
11-hydroxyferruginol + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
1.14.14.60
additional information
enzyme additionally oxidizes at C-7 to yield sugiol, reaction of EC 1.14.14.65
745904
Salvia miltiorrhiza
?
-
-
-
?
1.14.14.60
sugiol + [reduced NADPH-hemoprotein reductase] + O2
-
745904
Salvia miltiorrhiza
11-hydroxysugiol + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
1.14.14.65
11-hydroxyferruginol + [reduced NADPH-hemoprotein reductase] + O2
-
745904
Salvia miltiorrhiza
11-hydroxysugiol + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
1.14.14.65
ferruginol + [reduced NADPH-hemoprotein reductase] + O2
-
745904
Salvia miltiorrhiza
sugiol + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
1.14.14.65
additional information
enzyme addtionally oxidizes ferruginol at C-11 to give 11-hydroxyferruginol, reaction of EC 1.14.14.60
745904
Salvia miltiorrhiza
?
-
-
-
?
1.14.14.67
11-hydroxyferruginol + [reduced NADPH-hemoprotein reductase] + O2
-
745904
Salvia miltiorrhiza
11,20-dihydroxyferruginol + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
1.14.14.67
11-hydroxysugiol + [reduced NADPH-hemoprotein reductase] + O2
-
745904
Salvia miltiorrhiza
11,20-dihydroxysugiol + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
1.14.14.67
additional information
enzyme hydroxylates 11-hydroxyferruginol and 11-hydroxysugiol at C-20 to give 11,20-dihydroxyferruginal and 11,20-dihydroxysugiol
745904
Salvia miltiorrhiza
?
-
-
-
?
General Information
EC Number
General Information
Commentary
Organism
1.14.14.60
physiological function
cytochrome CYP76AH3 oxidizes ferruginol at two different carbon centers, and CYP76AK1 hydroxylates at C-20 of two of the resulting intermediates. Together, they convert ferruginol into 11,20-dihydroxy ferruginol and 11,20-dihydroxy sugiol en route to tanshinones. Silencing of CYP76AH3 leads to significant reduction in concentration of 11-hydroxyferruginol and 11-hydroxysugiol
Salvia miltiorrhiza
General Information (protein specific)
EC Number
General Information
Commentary
Organism
1.14.14.60
physiological function
cytochrome CYP76AH3 oxidizes ferruginol at two different carbon centers, and CYP76AK1 hydroxylates at C-20 of two of the resulting intermediates. Together, they convert ferruginol into 11,20-dihydroxy ferruginol and 11,20-dihydroxy sugiol en route to tanshinones. Silencing of CYP76AH3 leads to significant reduction in concentration of 11-hydroxyferruginol and 11-hydroxysugiol
Salvia miltiorrhiza