BRENDA - Enzyme Database
show all sequences of 1.14.13.168

The biochemical mechanism of auxin biosynthesis by an Arabidopsis YUCCA flavin-containing monooxygenase

Dai, X.; Mashiguchi, K.; Chen, Q.; Kasahara, H.; Kamiya, Y.; Ojha, S.; Dubois, J.; Ballou, D.; Zhao, Y.; J. Biol. Chem. 288, 1448-1457 (2013) View publication on PubMedView publication on EuropePMC

Data extracted from this reference:

Cloned(Commentary)
Cloned (Commentary)
Organism
expession in Escherichia coli
Arabidopsis thaliana
expressed in Escherichia coli BL21 Star (DE3) cells
Arabidopsis thaliana
KM Value [mM]
KM Value [mM]
KM Value Maximum [mM]
Substrate
Commentary
Organism
Structure
0.026
-
NADPH
in the presence of phenylpyruvate, in 50 mM sodium phosphate, pH 8.0, 500 mM NaCl, and 30% (v/v) glycerol, at 25°C
Arabidopsis thaliana
0.043
-
phenylpyruvate
in the presence of NADPH, in 50 mM sodium phosphate, pH 8.0, 500 mM NaCl, and 30% (v/v) glycerol, at 25°C
Arabidopsis thaliana
Molecular Weight [Da]
Molecular Weight [Da]
Molecular Weight Maximum [Da]
Commentary
Organism
48000
-
x * 48000, isoform YUC6, SDS-PAGE
Arabidopsis thaliana
Organism
Organism
UniProt
Commentary
Textmining
Arabidopsis thaliana
-
-
-
Arabidopsis thaliana
Q8VZ59
-
-
Substrates and Products (Substrate)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
Substrate Product ID
(indol-3-yl)pyruvate + NADPH + H+ + O2
-
720064
Arabidopsis thaliana
(indol-3-yl)acetate + NADP+ + H2O + CO2
-
-
-
?
(indol-3-yl)pyruvate + NADPH + H+ + O2
-
720064
Arabidopsis thaliana
(indol-3-yl)acetate + NADP+ + H2O + CO2
first step of the YUC6-catalyzed reaction is the reduction of the FAD cofactor to FADH- by NADPH. Subsequently, FADH- reacts with oxygen to form a flavin-C4a-(hydro)peroxy intermediate, which has a maximum absorbance at 381 nm in its UV-visible spectrum. The final chemical step is the reaction of the C4a-intermediate with (indol-3-yl)pyruvate to produce (indol-3-yl)acetate. The YUC6 intermediate has a half-life of about 20 s
-
-
?
phenylpyruvate + NADPH + H+ + O2
isoform YUC6 shows basal NADPH oxidase activity in the absence of the cosubstrate phenylpyruvate
720064
Arabidopsis thaliana
phenylacetate + NADP+ + H2O + CO2
-
-
-
?
Subunits
Subunits
Commentary
Organism
?
x * 48000, isoform YUC6, SDS-PAGE
Arabidopsis thaliana
Synonyms
Synonyms
Commentary
Organism
At5g25620
locus name
Arabidopsis thaliana
YUC6
-
Arabidopsis thaliana
YUC6
isoform
Arabidopsis thaliana
YUCCA
-
Arabidopsis thaliana
Turnover Number [1/s]
Turnover Number Minimum [1/s]
Turnover Number Maximum [1/s]
Substrate
Commentary
Organism
Structure
0.31
-
NADPH
in the presence of phenylpyruvate, in 50 mM sodium phosphate, pH 8.0, 500 mM NaCl, and 30% (v/v) glycerol, at 25°C
Arabidopsis thaliana
Cofactor
Cofactor
Commentary
Organism
Structure
FAD
-
Arabidopsis thaliana
FAD
isoform YUC6 contains oxidized flavin as a cofactor
Arabidopsis thaliana
additional information
isoform YUC6 does not accept FMN as cofactor
Arabidopsis thaliana
Cloned(Commentary) (protein specific)
Commentary
Organism
expession in Escherichia coli
Arabidopsis thaliana
expressed in Escherichia coli BL21 Star (DE3) cells
Arabidopsis thaliana
Cofactor (protein specific)
Cofactor
Commentary
Organism
Structure
FAD
-
Arabidopsis thaliana
FAD
isoform YUC6 contains oxidized flavin as a cofactor
Arabidopsis thaliana
additional information
isoform YUC6 does not accept FMN as cofactor
Arabidopsis thaliana
KM Value [mM] (protein specific)
KM Value [mM]
KM Value Maximum [mM]
Substrate
Commentary
Organism
Structure
0.026
-
NADPH
in the presence of phenylpyruvate, in 50 mM sodium phosphate, pH 8.0, 500 mM NaCl, and 30% (v/v) glycerol, at 25°C
Arabidopsis thaliana
0.043
-
phenylpyruvate
in the presence of NADPH, in 50 mM sodium phosphate, pH 8.0, 500 mM NaCl, and 30% (v/v) glycerol, at 25°C
Arabidopsis thaliana
Molecular Weight [Da] (protein specific)
Molecular Weight [Da]
Molecular Weight Maximum [Da]
Commentary
Organism
48000
-
x * 48000, isoform YUC6, SDS-PAGE
Arabidopsis thaliana
Substrates and Products (Substrate) (protein specific)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
ID
(indol-3-yl)pyruvate + NADPH + H+ + O2
-
720064
Arabidopsis thaliana
(indol-3-yl)acetate + NADP+ + H2O + CO2
-
-
-
?
(indol-3-yl)pyruvate + NADPH + H+ + O2
-
720064
Arabidopsis thaliana
(indol-3-yl)acetate + NADP+ + H2O + CO2
first step of the YUC6-catalyzed reaction is the reduction of the FAD cofactor to FADH- by NADPH. Subsequently, FADH- reacts with oxygen to form a flavin-C4a-(hydro)peroxy intermediate, which has a maximum absorbance at 381 nm in its UV-visible spectrum. The final chemical step is the reaction of the C4a-intermediate with (indol-3-yl)pyruvate to produce (indol-3-yl)acetate. The YUC6 intermediate has a half-life of about 20 s
-
-
?
phenylpyruvate + NADPH + H+ + O2
isoform YUC6 shows basal NADPH oxidase activity in the absence of the cosubstrate phenylpyruvate
720064
Arabidopsis thaliana
phenylacetate + NADP+ + H2O + CO2
-
-
-
?
Subunits (protein specific)
Subunits
Commentary
Organism
?
x * 48000, isoform YUC6, SDS-PAGE
Arabidopsis thaliana
Turnover Number [1/s] (protein specific)
Turnover Number Minimum [1/s]
Turnover Number Maximum [1/s]
Substrate
Commentary
Organism
Structure
0.31
-
NADPH
in the presence of phenylpyruvate, in 50 mM sodium phosphate, pH 8.0, 500 mM NaCl, and 30% (v/v) glycerol, at 25°C
Arabidopsis thaliana
General Information
General Information
Commentary
Organism
physiological function
the enzyme catalyzes a rate-limiting step in auxin biosynthesis and is essential for many developmental processes
Arabidopsis thaliana
General Information (protein specific)
General Information
Commentary
Organism
physiological function
the enzyme catalyzes a rate-limiting step in auxin biosynthesis and is essential for many developmental processes
Arabidopsis thaliana
Other publictions for EC 1.14.13.168
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
Synonyms
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)
746081
Kakei
Small-molecule auxin inhibito ...
Arabidopsis thaliana
Plant J.
84
827-837
2015
-
-
1
-
-
-
11
-
-
-
-
1
-
1
-
-
1
-
-
1
-
-
1
-
4
1
-
-
-
1
-
-
2
2
-
-
-
-
1
2
-
-
-
-
11
2
-
-
-
-
1
-
-
-
1
-
1
-
-
1
-
1
-
-
-
1
-
-
-
-
2
2
-
-
-
720064
Dai
The biochemical mechanism of a ...
Arabidopsis thaliana
J. Biol. Chem.
288
1448-1457
2013
-
-
2
-
-
-
-
2
-
-
1
-
-
2
-
-
-
-
-
-
-
-
3
1
4
-
-
-
1
-
-
-
3
-
-
-
-
-
2
3
-
-
-
-
-
-
2
-
-
1
-
-
-
-
-
-
-
-
-
3
1
-
-
-
1
-
-
-
-
-
1
1
-
-
-
720508
Zhao
Auxin biosynthesis: A simple t ...
Arabidopsis thaliana
Mol. Plant
5
334-338
2012
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
2
-
-
1
-
10
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
2
-
-
1
-
-
-
-
-
-
-
-
-
-
2
2
-
-
-
720688
Stepanova
The Arabidopsis YUCCA1 flavin ...
Arabidopsis thaliana
Plant Cell
23
3961-3973
2011
-
-
-
-
-
-
-
-
-
-
-
-
-
8
-
-
-
-
-
-
-
-
4
-
8
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
4
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
720921
Mashiguchi
The main auxin biosynthesis pa ...
Arabidopsis thaliana
Proc. Natl. Acad. Sci. USA
108
18512-18517
2011
-
-
1
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
1
-
3
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-