BRENDA - Enzyme Database show
show all sequences of 1.14.19.74

Mode-of-action and evolution of methylenedioxy bridge forming P450s in plant specialized metabolism

Noguchi, A.; Horikawa, M.; Murata, J.; Tera, M.; Kawai, Y.; Ishiguro, M.; Umezawa, T.; Mizutani, M.; Ono, E.; Plant Biotechnol. 31, 493-503 (2014)
No PubMed abstract available

Data extracted from this reference:

Cloned(Commentary)
Commentary
Organism
heterologous expression of wild-type enzyme and mutant enzymes A308S and A308T in Sf-9 cells
Sesamum indicum
Engineering
Amino acid exchange
Commentary
Organism
A308S
the mutant enzyme exhibits comparable substrate specificity (Km) to those of wild-type, and its catalytic activity (kcat) is moderately decreased to approximately one-third of wild-type value
Sesamum indicum
A308T
compared to those of wild-type enzyme, the Km-value is increased to 6fold and the kcat is decreased to approximately 52fold
Sesamum indicum
Inhibitors
Inhibitors
Commentary
Organism
Structure
(+)-kobusin
-
Sesamum indicum
(+)-pinoresinol
-
Sesamum indicum
5-[(1S,3aS,4R,6aR)-4-(1,3-benzodioxol-5-yl)tetrahydro-1H,3H-furo[3,4-c]furan-1-yl]-2-methoxyphenol
-
Sesamum indicum
additional information
no inhibition by (+)-epipinoresinol and (-)-pinoresinol
Sesamum indicum
Molecular Weight [Da]
Molecular Weight [Da]
Molecular Weight Maximum [Da]
Commentary
Organism
50000
-
SDS-PAGE
Sesamum indicum
Natural Substrates/ Products (Substrates)
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
(+)-pinoresinol + [reduced NADPH-hemoprotein reductase]l + O2
Sesamum indicum
-
(+)-piperitol + [oxidized NADPH-hemoprotein reductase] + 2 H2O
-
-
?
(+)-piperitol + [reduced NADPH-hemoprotein reductase] + O2
Sesamum indicum
-
(+)-sesamin + [oxidized NADPH-hemoprotein reductase] + 2 H2O
-
-
-
Organism
Organism
Primary Accession No. (UniProt)
Commentary
Textmining
Sesamum indicum
Q33DY0
-
-
Substrates and Products (Substrate)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
(+)-pinoresinol + [reduced NADPH-hemoprotein reductase]l + O2
-
748900
Sesamum indicum
(+)-piperitol + [oxidized NADPH-hemoprotein reductase] + 2 H2O
-
-
-
?
(+)-piperitol + [reduced NADPH-hemoprotein reductase] + O2
-
748900
Sesamum indicum
(+)-sesamin + [oxidized NADPH-hemoprotein reductase] + 2 H2O
-
-
-
-
additional information
no activity with (+)-phylligenin, (+)-epipinoresinol, (+)-pinoresinol 4'-O-glucoside, (+)-pinoreinol monomethylether, (+)-kobusin, (+)-syringaresinol, (-)-syringaresinol, (-)-lariciresinol, (-)-pinoresinol, (-)-matairesinol or (+)-sesamolinol
748900
Sesamum indicum
?
-
-
-
-
Subunits
Subunits
Commentary
Organism
?
x * 50000, SDS-PAGE
Sesamum indicum
Cofactor
Cofactor
Commentary
Organism
Structure
cytochrome P-450
a cytochrome P-450 (heme-thiolate) protein
Sesamum indicum
Ki Value [mM]
Ki Value [mM]
Ki Value maximum [mM]
Inhibitor
Commentary
Organism
Structure
0.0198
-
5-[(1S,3aS,4R,6aR)-4-(1,3-benzodioxol-5-yl)tetrahydro-1H,3H-furo[3,4-c]furan-1-yl]-2-methoxyphenol
pH and temperature not specified in the publication
Sesamum indicum
Cloned(Commentary) (protein specific)
Commentary
Organism
heterologous expression of wild-type enzyme and mutant enzymes A308S and A308T in Sf-9 cells
Sesamum indicum
Cofactor (protein specific)
Cofactor
Commentary
Organism
Structure
cytochrome P-450
a cytochrome P-450 (heme-thiolate) protein
Sesamum indicum
Engineering (protein specific)
Amino acid exchange
Commentary
Organism
A308S
the mutant enzyme exhibits comparable substrate specificity (Km) to those of wild-type, and its catalytic activity (kcat) is moderately decreased to approximately one-third of wild-type value
Sesamum indicum
A308T
compared to those of wild-type enzyme, the Km-value is increased to 6fold and the kcat is decreased to approximately 52fold
Sesamum indicum
Inhibitors (protein specific)
Inhibitors
Commentary
Organism
Structure
(+)-kobusin
-
Sesamum indicum
(+)-pinoresinol
-
Sesamum indicum
5-[(1S,3aS,4R,6aR)-4-(1,3-benzodioxol-5-yl)tetrahydro-1H,3H-furo[3,4-c]furan-1-yl]-2-methoxyphenol
-
Sesamum indicum
additional information
no inhibition by (+)-epipinoresinol and (-)-pinoresinol
Sesamum indicum
Ki Value [mM] (protein specific)
Ki Value [mM]
Ki Value maximum [mM]
Inhibitor
Commentary
Organism
Structure
0.0198
-
5-[(1S,3aS,4R,6aR)-4-(1,3-benzodioxol-5-yl)tetrahydro-1H,3H-furo[3,4-c]furan-1-yl]-2-methoxyphenol
pH and temperature not specified in the publication
Sesamum indicum
Molecular Weight [Da] (protein specific)
Molecular Weight [Da]
Molecular Weight Maximum [Da]
Commentary
Organism
50000
-
SDS-PAGE
Sesamum indicum
Natural Substrates/ Products (Substrates) (protein specific)
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
(+)-pinoresinol + [reduced NADPH-hemoprotein reductase]l + O2
Sesamum indicum
-
(+)-piperitol + [oxidized NADPH-hemoprotein reductase] + 2 H2O
-
-
?
(+)-piperitol + [reduced NADPH-hemoprotein reductase] + O2
Sesamum indicum
-
(+)-sesamin + [oxidized NADPH-hemoprotein reductase] + 2 H2O
-
-
-
Substrates and Products (Substrate) (protein specific)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
(+)-pinoresinol + [reduced NADPH-hemoprotein reductase]l + O2
-
748900
Sesamum indicum
(+)-piperitol + [oxidized NADPH-hemoprotein reductase] + 2 H2O
-
-
-
?
(+)-piperitol + [reduced NADPH-hemoprotein reductase] + O2
-
748900
Sesamum indicum
(+)-sesamin + [oxidized NADPH-hemoprotein reductase] + 2 H2O
-
-
-
-
additional information
no activity with (+)-phylligenin, (+)-epipinoresinol, (+)-pinoresinol 4'-O-glucoside, (+)-pinoreinol monomethylether, (+)-kobusin, (+)-syringaresinol, (-)-syringaresinol, (-)-lariciresinol, (-)-pinoresinol, (-)-matairesinol or (+)-sesamolinol
748900
Sesamum indicum
?
-
-
-
-
Subunits (protein specific)
Subunits
Commentary
Organism
?
x * 50000, SDS-PAGE
Sesamum indicum
Other publictions for EC 1.14.19.74
No.
1st author
Pub Med
title
organims
journal
volume
pages
year
Activating Compound
Application
Cloned(Commentary)
Crystallization (Commentary)
Engineering
General Stability
Inhibitors
KM Value [mM]
Localization
Metals/Ions
Molecular Weight [Da]
Natural Substrates/ Products (Substrates)
Organic Solvent Stability
Organism
Oxidation Stability
Posttranslational Modification
Purification (Commentary)
Reaction
Renatured (Commentary)
Source Tissue
Specific Activity [micromol/min/mg]
Storage Stability
Substrates and Products (Substrate)
Subunits
Temperature Optimum [C]
Temperature Range [C]
Temperature Stability [C]
Turnover Number [1/s]
pH Optimum
pH Range
pH Stability
Cofactor
Ki Value [mM]
pI Value
IC50 Value
Activating Compound (protein specific)
Application (protein specific)
Cloned(Commentary) (protein specific)
Cofactor (protein specific)
Crystallization (Commentary) (protein specific)
Engineering (protein specific)
General Stability (protein specific)
IC50 Value (protein specific)
Inhibitors (protein specific)
Ki Value [mM] (protein specific)
KM Value [mM] (protein specific)
Localization (protein specific)
Metals/Ions (protein specific)
Molecular Weight [Da] (protein specific)
Natural Substrates/ Products (Substrates) (protein specific)
Organic Solvent Stability (protein specific)
Oxidation Stability (protein specific)
Posttranslational Modification (protein specific)
Purification (Commentary) (protein specific)
Renatured (Commentary) (protein specific)
Source Tissue (protein specific)
Specific Activity [micromol/min/mg] (protein specific)
Storage Stability (protein specific)
Substrates and Products (Substrate) (protein specific)
Subunits (protein specific)
Temperature Optimum [C] (protein specific)
Temperature Range [C] (protein specific)
Temperature Stability [C] (protein specific)
Turnover Number [1/s] (protein specific)
pH Optimum (protein specific)
pH Range (protein specific)
pH Stability (protein specific)
pI Value (protein specific)
Expression
General Information
General Information (protein specific)
Expression (protein specific)
KCat/KM [mM/s]
KCat/KM [mM/s] (protein specific)
748932
Ono
Formation of a methylenedioxy ...
Sesamum indicum
Plant Cell Physiol.
59
2278-2287
2018
-
-
1
-
1
-
-
-
-
-
-
-
-
5
-
-
-
-
-
-
-
-
3
-
-
-
-
-
-
-
-
1
-
-
-
-
-
1
1
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
3
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
748900
Noguchi
-
Mode-of-action and evolution ...
Sesamum indicum
Plant Biotechnol.
31
493-503
2014
-
-
1
-
2
-
4
-
-
-
1
2
-
1
-
-
-
-
-
-
-
-
3
1
-
-
-
-
-
-
-
1
1
-
-
-
-
1
1
-
2
-
-
4
1
-
-
-
1
2
-
-
-
-
-
-
-
-
3
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
749158
Ono
Formation of two methylenedio ...
Sesamum indicum, Sesamum radiatum
Proc. Natl. Acad. Sci. USA
103
10116-10121
2006
-
-
2
-
-
-
-
2
2
-
-
4
-
8
-
-
-
-
-
5
-
-
7
-
-
-
-
-
-
-
-
2
-
-
-
-
-
2
2
-
-
-
-
-
-
2
2
-
-
4
-
-
-
-
-
5
-
-
7
-
-
-
-
-
-
-
-
-
1
2
2
1
-
-