BRENDA - Enzyme Database show
show all sequences of 1.1.1.188

Purification and characterization of prostaglandin F synthase from bovine liver

Chen, L.Y.; Watanabe, K.; Hayaishi, O.; Arch. Biochem. Biophys. 296, 17-26 (1992)

Data extracted from this reference:

Activating Compound
Activating Compound
Commentary
Organism
Structure
chloride
stimulates the reduction of prostaglandin D2 and carbonyl compounds, but had no effect on prostaglandin H2 reduction
Bos taurus
NaBr
stimulates prostaglandin D2 11-ketoreductase activity
Bos taurus
NaCl
stimulates prostaglandin D2 11-ketoreductase activity
Bos taurus
NaI
stimulates prostaglandin D2 11-ketoreductase activity
Bos taurus
piroxicam
-
Bos taurus
warfarin
-
Bos taurus
General Stability
General Stability
Organism
activity is reduced less than 20% after freezing and thawing several times
Bos taurus
several freezing and thawing cycles reduce the activity of stored purified liver-type isozyme by 50%
Bos taurus
Inhibitors
Inhibitors
Commentary
Organism
Structure
4-Nitrobenzaldehyde
competitive inhibition of PGD2 but not of PGH2 reduction
Bos taurus
9,10-phenanthrenequinone
competitive inhibition of PGD2 but not of PGH2 reduction; competitive inhibitor of the reduction of prostaglandin D2, not of prostaglandin H2
Bos taurus
Ag+
IC50 = 0.005 mM
Bos taurus
AgNO3
at 0.05 mM 87-100% inhibition, depending on the substrate
Bos taurus
Cd2+
IC50 = 0.95 mM
Bos taurus
CdSO4
at 5 mM 91-100% inhibition, depending on the substrate
Bos taurus
Cu2+
IC50 = 0.4 mM
Bos taurus
CuSO4
at 5 mM 93-96% inhibition, depending on the substrate; the liver-type isozyme is 2fold less sensitive than the lung-type isozyme
Bos taurus
HgCl2
at 1 mM 94-100% inhibition, depending on the substrate; IC50 = 0.3 mM, the liver-type isozyme is 2fold less sensitive than the lung-type isozyme
Bos taurus
NaF
-
Bos taurus
Zn2+
IC50 = 1.4 mM
Bos taurus
ZnSO4
at 5 mM 71-100% inhibition, depending on the substrate
Bos taurus
KM Value [mM]
KM Value [mM]
KM Value Maximum [mM]
Substrate
Commentary
Organism
Structure
0.002
-
9,10-phenanthrenequinone
; 37°C, liver-type isozyme
Bos taurus
0.0031
-
Hydrindantin
; 37°C, liver-type isozyme
Bos taurus
0.0056
-
Prostaglandin D3
; 37°C, liver-type isozyme
Bos taurus
0.007
-
prostaglandin D1
; 37°C, liver-type isozyme
Bos taurus
0.01
-
Prostaglandin D2
; 37°C, liver-type isozyme
Bos taurus
0.0119
-
4-Nitroacetophenone
37°C, liver-type isozyme
Bos taurus
0.0119
-
p-nitroacetophenone
-
Bos taurus
0.0143
-
4-Nitrobenzaldehyde
; 37°C, liver-type isozyme
Bos taurus
0.0167
-
menadione
; 37°C, liver-type isozyme
Bos taurus
0.0175
-
5beta-dihydrotestosterone
; 37°C, liver-type isozyme
Bos taurus
0.02
-
Phenylglyoxal
; 37°C, liver-type isozyme
Bos taurus
0.025
-
prostaglandin H2
; 37°C, liver-type isozyme
Bos taurus
0.053
-
cyclohexanone
; 37°C, liver-type isozyme
Bos taurus
0.12
-
Prostaglandin D2
37°C, lung-type isozyme
Bos taurus
0.143
-
DL-glyceraldehyde
; 37°C, liver-type isozyme
Bos taurus
135
-
D-xylose
-
Bos taurus
Localization
Localization
Commentary
Organism
GeneOntology No.
Textmining
cytosol
liver-type isozyme
Bos taurus
5829
-
Metals/Ions
Metals/Ions
Commentary
Organism
Structure
CaCl2
activation
Bos taurus
Cl-
the liver-type isozyme is 3fold more activated than the lung-type isozyme
Bos taurus
MgCl2
activation
Bos taurus
NaBr
activation
Bos taurus
NaCl
activation
Bos taurus
NaI
activation
Bos taurus
Molecular Weight [Da]
Molecular Weight [Da]
Molecular Weight Maximum [Da]
Commentary
Organism
36000
-
liver-type isozyme, gel filtration; SDS-PAGE
Bos taurus
Organism
Organism
Primary Accession No. (UniProt)
Commentary
Textmining
Bos taurus
-
; liver-type and lung-type isozymes
-
Purification (Commentary)
Commentary
Organism
native liver-type isozyme from liver, 342fold to homogeneity by ammonium sulfate fractionation, anion exchange and adsorption chromatography
Bos taurus
Source Tissue
Source Tissue
Commentary
Organism
Textmining
liver
liver-type isozyme; two different active sites
Bos taurus
-
lung
lung-type isozyme
Bos taurus
-
Specific Activity [micromol/min/mg]
Specific Activity Minimum [µmol/min/mg]
Specific Activity Maximum [µmol/min/mg]
Commentary
Organism
additional information
-
-
Bos taurus
0.003
-
prostaglandin H2 as substrate; purified liver-type isozyme, substrate prostaglandin H2
Bos taurus
0.008
-
purified liver-type isozyme, substrate prostaglandin I2
Bos taurus
0.046
-
prostaglandin D1 as substrate; purified liver-type isozyme, substrate prostaglandin D1
Bos taurus
0.065
-
xylose as substrate
Bos taurus
0.089
-
prostaglandin D3 as substrate; purified liver-type isozyme, substrate prostaglandin D3
Bos taurus
0.095
-
prostaglandin D2 as substrate; purified liver-type isozyme, substrate prostaglandin D2
Bos taurus
0.13
-
5beta-dihydrotestosterone as substrate
Bos taurus
0.159
-
cyclohexanone as substrate
Bos taurus
0.167
-
menadione and hydrindantin as substrate
Bos taurus
0.174
-
4-nitroacetophenone as substrate
Bos taurus
0.206
-
DL-glyceraldehyde as substrate
Bos taurus
0.207
-
phenylglyoxal as substrate
Bos taurus
0.31
-
4-nitrobenzaldehyde as substrate; purified liver-type isozyme, substrate 4-nitrobenzaldehyde
Bos taurus
0.339
-
9,10-phenanthrenequinone as substrate; purified liver-type isozyme, substrate 9,10-phenanthrenequinone
Bos taurus
Storage Stability
Storage Stability
Organism
-80°C, concentration 1.5 mg per ml 10 mM potassium phosphate buffer pH 7.0, stable for several months
Bos taurus
-80°C, purified liver-type isozyme at 1.5 mg/ml in 10 mM potassium phosphate, pH 7.0, stable for several months, several freezing and thawing cycles reduce the activity by 50%
Bos taurus
25°C, concentration 1.5 mg per ml 10 mM potassium phosphate buffer pH 7.0, 80-90% activity, 1 month
Bos taurus
4-23°C, purified liver-type isozyme, 1 month, 80-90% remaining activity
Bos taurus
4°C, concentration 1.5 mg per ml 10 mM potassium phosphate buffer pH 7.0, 80-90% activity, 1 month
Bos taurus
Substrates and Products (Substrate)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
(5Z,13E)-(15S)-9alpha,15-dihydroxy-11-oxoprosta-5,13-dienoate + NADPH
-
389454
Bos taurus
(5Z,13E)-(15S)-9alpha,11beta,15-trihydroxyprosta-5,13-dienoate + NADP+
-
-
-
?
4-nitroacetophenone + NADPH
high activity
389454
Bos taurus
?
-
-
-
?
4-nitrobenzaldehyde + NADPH
-
389454
Bos taurus
4-nitrobenzyl alcohol + NADP+
-
-
-
?
4-nitrobenzaldehyde + NADPH
high activity
389454
Bos taurus
4-nitrobenzalcohol + NADP+
-
-
-
?
5beta-dihydrotestosterone + NADPH
-
389454
Bos taurus
?
-
-
-
?
9,10-phenanthrenequinone + NADPH
-
389454
Bos taurus
?
-
-
-
?
9,10-phenanthrenequinone + NADPH
best substrate
389454
Bos taurus
?
-
-
-
?
cyclohexanone + NADPH
-
389454
Bos taurus
cyclohexanol + NADP+
-
-
-
?
cyclohexanone + NADPH
high activity
389454
Bos taurus
cyclohexanol + NADP+
-
-
-
?
D-xylose + NADPH
-
389454
Bos taurus
?
-
-
-
?
daunorubicin + NADPH
high activity
389454
Bos taurus
?
-
-
-
?
DL-glyceraldehyde + NADPH
-
389454
Bos taurus
DL-glycerol + NADP+
-
-
-
?
DL-glyceraldehyde + NADPH
-
389454
Bos taurus
glyceral + NADP+
-
-
-
?
duroquinone + NADPH
-
389454
Bos taurus
?
-
-
-
?
hydrindantin + NADPH
-
389454
Bos taurus
?
-
-
-
?
hydrindantin + NADPH
high activity
389454
Bos taurus
?
-
-
-
?
menadione + NADPH
-
389454
Bos taurus
?
-
-
-
?
menadione + NADPH
high activity
389454
Bos taurus
?
-
-
-
?
additional information
two different active sites, one for the endoperoxide group of prostaglandin H2 and the other one for the keto group of prostaglandin D2 and other carbonyl compounds
389454
Bos taurus
?
-
-
-
-
additional information
the liver-type isozyme possesses two catalytic centres and a broad substrate specificity, D-xylose is a poor substrate, no activity with prostaglandin A1, prostaglandin B2, prostaglandin E2, 4-carboxybenzaldehyde, testosterone, 2,6-dichloroindophenol, D-glucose, D-glucuronic acid, and potassium ferricyanide, overview, the enzyme also exhibits aldose reductase, EC 1.1.1.21, and alcohol dehydrogenase, EC 1.1.1.1, activities, respectively
389454
Bos taurus
?
-
-
-
-
n-butyraldehyde + NADPH
-
389454
Bos taurus
n-butanol + NADP+
-
-
-
?
p-nitroacetophenone + NADPH
-
389454
Bos taurus
?
-
-
-
?
phenylglyoxal + NADPH
-
389454
Bos taurus
?
-
-
-
?
phenylglyoxal + NADPH
high activity
389454
Bos taurus
?
-
-
-
?
prostaglandin D1 + NADPH
-
389454
Bos taurus
?
-
-
-
?
prostaglandin D2 + NADPH
-
389454
Bos taurus
9alpha,11beta-prostaglandin F2 + NADP+
-
-
-
?
prostaglandin D3 + NADPH
-
389454
Bos taurus
?
-
-
-
?
prostaglandin H2 + NADPH
-
389454
Bos taurus
(5Z,13E)-(15S)-9alpha,11alpha,15-trihydroxyprosta-5,13-dienoate + NADP+
-
-
-
?
prostaglandin H2 + NADPH
-
389454
Bos taurus
9alpha,11alpha-prostaglandin F2alpha + NADP+
-
-
-
?
prostaglandin I2 + NADPH
-
389454
Bos taurus
?
-
-
-
?
ubiquinone-10 + NADPH
-
389454
Bos taurus
?
-
-
-
?
Subunits
Subunits
Commentary
Organism
monomer
1 * 36000, SDS-PAGE; 1 x 36000, liver-type isozyme, SDS-PAGE
Bos taurus
Temperature Stability [°C]
Temperature Stability Minimum [°C]
Temperature Stability Maximum [°C]
Commentary
Organism
100
-
5 min, inactivation; no reduction of prostaglandin D2 11-reductase after 5 min
Bos taurus
pH Optimum
pH Optimum Minimum
pH Optimum Maximum
Commentary
Organism
6
7
-
Bos taurus
Cofactor
Cofactor
Commentary
Organism
Structure
NADPH
; highly preferred cofactor
Bos taurus
Ki Value [mM]
Ki Value [mM]
Ki Value maximum [mM]
Inhibitor
Commentary
Organism
Structure
0.0009
-
9,10-phenanthrenequinone
37°C, liver-type isozyme, versus prostaglandin D2
Bos taurus
0.005
-
AgNO3
prostaglandin D2 11-ketoreductase activity
Bos taurus
0.023
-
4-Nitrobenzaldehyde
37°C, liver-type isozyme, versus prostaglandin D2
Bos taurus
0.3
-
HgCl2
prostaglandin D2 11-ketoreductase activity
Bos taurus
0.4
-
CuSO4
prostaglandin D2 11-ketoreductase activity
Bos taurus
0.95
-
CdSO4
prostaglandin D2 11-ketoreductase activity
Bos taurus
1.4
-
ZnSO4
prostaglandin D2 11-ketoreductase activity
Bos taurus
IC50 Value
IC50 Value
IC50 Value Maximum
Commentary
Organism
Inhibitor
Structure
0.005
-
IC50 = 0.005 mM
Bos taurus
Ag+
0.3
-
IC50 = 0.3 mM, the liver-type isozyme is 2fold less sensitive than the lung-type isozyme
Bos taurus
HgCl2
0.4
-
IC50 = 0.4 mM
Bos taurus
Cu2+
0.95
-
IC50 = 0.95 mM
Bos taurus
Cd2+
1.4
-
IC50 = 1.4 mM
Bos taurus
Zn2+
Activating Compound (protein specific)
Activating Compound
Commentary
Organism
Structure
chloride
stimulates the reduction of prostaglandin D2 and carbonyl compounds, but had no effect on prostaglandin H2 reduction
Bos taurus
NaBr
stimulates prostaglandin D2 11-ketoreductase activity
Bos taurus
NaCl
stimulates prostaglandin D2 11-ketoreductase activity
Bos taurus
NaI
stimulates prostaglandin D2 11-ketoreductase activity
Bos taurus
piroxicam
-
Bos taurus
warfarin
-
Bos taurus
Cofactor (protein specific)
Cofactor
Commentary
Organism
Structure
NADPH
; highly preferred cofactor
Bos taurus
General Stability (protein specific)
General Stability
Organism
activity is reduced less than 20% after freezing and thawing several times
Bos taurus
several freezing and thawing cycles reduce the activity of stored purified liver-type isozyme by 50%
Bos taurus
IC50 Value (protein specific)
IC50 Value
IC50 Value Maximum
Commentary
Organism
Inhibitor
Structure
0.005
-
IC50 = 0.005 mM
Bos taurus
Ag+
0.3
-
IC50 = 0.3 mM, the liver-type isozyme is 2fold less sensitive than the lung-type isozyme
Bos taurus
HgCl2
0.4
-
IC50 = 0.4 mM
Bos taurus
Cu2+
0.95
-
IC50 = 0.95 mM
Bos taurus
Cd2+
1.4
-
IC50 = 1.4 mM
Bos taurus
Zn2+
Inhibitors (protein specific)
Inhibitors
Commentary
Organism
Structure
4-Nitrobenzaldehyde
competitive inhibition of PGD2 but not of PGH2 reduction
Bos taurus
9,10-phenanthrenequinone
competitive inhibition of PGD2 but not of PGH2 reduction; competitive inhibitor of the reduction of prostaglandin D2, not of prostaglandin H2
Bos taurus
Ag+
IC50 = 0.005 mM
Bos taurus
AgNO3
at 0.05 mM 87-100% inhibition, depending on the substrate
Bos taurus
Cd2+
IC50 = 0.95 mM
Bos taurus
CdSO4
at 5 mM 91-100% inhibition, depending on the substrate
Bos taurus
Cu2+
IC50 = 0.4 mM
Bos taurus
CuSO4
at 5 mM 93-96% inhibition, depending on the substrate; the liver-type isozyme is 2fold less sensitive than the lung-type isozyme
Bos taurus
HgCl2
at 1 mM 94-100% inhibition, depending on the substrate; IC50 = 0.3 mM, the liver-type isozyme is 2fold less sensitive than the lung-type isozyme
Bos taurus
NaF
-
Bos taurus
Zn2+
IC50 = 1.4 mM
Bos taurus
ZnSO4
at 5 mM 71-100% inhibition, depending on the substrate
Bos taurus
Ki Value [mM] (protein specific)
Ki Value [mM]
Ki Value maximum [mM]
Inhibitor
Commentary
Organism
Structure
0.0009
-
9,10-phenanthrenequinone
37°C, liver-type isozyme, versus prostaglandin D2
Bos taurus
0.005
-
AgNO3
prostaglandin D2 11-ketoreductase activity
Bos taurus
0.023
-
4-Nitrobenzaldehyde
37°C, liver-type isozyme, versus prostaglandin D2
Bos taurus
0.3
-
HgCl2
prostaglandin D2 11-ketoreductase activity
Bos taurus
0.4
-
CuSO4
prostaglandin D2 11-ketoreductase activity
Bos taurus
0.95
-
CdSO4
prostaglandin D2 11-ketoreductase activity
Bos taurus
1.4
-
ZnSO4
prostaglandin D2 11-ketoreductase activity
Bos taurus
KM Value [mM] (protein specific)
KM Value [mM]
KM Value Maximum [mM]
Substrate
Commentary
Organism
Structure
0.002
-
9,10-phenanthrenequinone
; 37°C, liver-type isozyme
Bos taurus
0.0031
-
Hydrindantin
; 37°C, liver-type isozyme
Bos taurus
0.0056
-
Prostaglandin D3
; 37°C, liver-type isozyme
Bos taurus
0.007
-
prostaglandin D1
; 37°C, liver-type isozyme
Bos taurus
0.01
-
Prostaglandin D2
; 37°C, liver-type isozyme
Bos taurus
0.0119
-
4-Nitroacetophenone
37°C, liver-type isozyme
Bos taurus
0.0119
-
p-nitroacetophenone
-
Bos taurus
0.0143
-
4-Nitrobenzaldehyde
; 37°C, liver-type isozyme
Bos taurus
0.0167
-
menadione
; 37°C, liver-type isozyme
Bos taurus
0.0175
-
5beta-dihydrotestosterone
; 37°C, liver-type isozyme
Bos taurus
0.02
-
Phenylglyoxal
; 37°C, liver-type isozyme
Bos taurus
0.025
-
prostaglandin H2
; 37°C, liver-type isozyme
Bos taurus
0.053
-
cyclohexanone
; 37°C, liver-type isozyme
Bos taurus
0.12
-
Prostaglandin D2
37°C, lung-type isozyme
Bos taurus
0.143
-
DL-glyceraldehyde
; 37°C, liver-type isozyme
Bos taurus
135
-
D-xylose
-
Bos taurus
Localization (protein specific)
Localization
Commentary
Organism
GeneOntology No.
Textmining
cytosol
liver-type isozyme
Bos taurus
5829
-
Metals/Ions (protein specific)
Metals/Ions
Commentary
Organism
Structure
CaCl2
activation
Bos taurus
Cl-
the liver-type isozyme is 3fold more activated than the lung-type isozyme
Bos taurus
MgCl2
activation
Bos taurus
NaBr
activation
Bos taurus
NaCl
activation
Bos taurus
NaI
activation
Bos taurus
Molecular Weight [Da] (protein specific)
Molecular Weight [Da]
Molecular Weight Maximum [Da]
Commentary
Organism
36000
-
liver-type isozyme, gel filtration; SDS-PAGE
Bos taurus
Purification (Commentary) (protein specific)
Commentary
Organism
native liver-type isozyme from liver, 342fold to homogeneity by ammonium sulfate fractionation, anion exchange and adsorption chromatography
Bos taurus
Source Tissue (protein specific)
Source Tissue
Commentary
Organism
Textmining
liver
liver-type isozyme; two different active sites
Bos taurus
-
lung
lung-type isozyme
Bos taurus
-
Specific Activity [micromol/min/mg] (protein specific)
Specific Activity Minimum [µmol/min/mg]
Specific Activity Maximum [µmol/min/mg]
Commentary
Organism
additional information
-
-
Bos taurus
0.003
-
prostaglandin H2 as substrate; purified liver-type isozyme, substrate prostaglandin H2
Bos taurus
0.008
-
purified liver-type isozyme, substrate prostaglandin I2
Bos taurus
0.046
-
prostaglandin D1 as substrate; purified liver-type isozyme, substrate prostaglandin D1
Bos taurus
0.065
-
xylose as substrate
Bos taurus
0.089
-
prostaglandin D3 as substrate; purified liver-type isozyme, substrate prostaglandin D3
Bos taurus
0.095
-
prostaglandin D2 as substrate; purified liver-type isozyme, substrate prostaglandin D2
Bos taurus
0.13
-
5beta-dihydrotestosterone as substrate
Bos taurus
0.159
-
cyclohexanone as substrate
Bos taurus
0.167
-
menadione and hydrindantin as substrate
Bos taurus
0.174
-
4-nitroacetophenone as substrate
Bos taurus
0.206
-
DL-glyceraldehyde as substrate
Bos taurus
0.207
-
phenylglyoxal as substrate
Bos taurus
0.31
-
4-nitrobenzaldehyde as substrate; purified liver-type isozyme, substrate 4-nitrobenzaldehyde
Bos taurus
0.339
-
9,10-phenanthrenequinone as substrate; purified liver-type isozyme, substrate 9,10-phenanthrenequinone
Bos taurus
Storage Stability (protein specific)
Storage Stability
Organism
-80°C, concentration 1.5 mg per ml 10 mM potassium phosphate buffer pH 7.0, stable for several months
Bos taurus
-80°C, purified liver-type isozyme at 1.5 mg/ml in 10 mM potassium phosphate, pH 7.0, stable for several months, several freezing and thawing cycles reduce the activity by 50%
Bos taurus
25°C, concentration 1.5 mg per ml 10 mM potassium phosphate buffer pH 7.0, 80-90% activity, 1 month
Bos taurus
4-23°C, purified liver-type isozyme, 1 month, 80-90% remaining activity
Bos taurus
4°C, concentration 1.5 mg per ml 10 mM potassium phosphate buffer pH 7.0, 80-90% activity, 1 month
Bos taurus
Substrates and Products (Substrate) (protein specific)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
(5Z,13E)-(15S)-9alpha,15-dihydroxy-11-oxoprosta-5,13-dienoate + NADPH
-
389454
Bos taurus
(5Z,13E)-(15S)-9alpha,11beta,15-trihydroxyprosta-5,13-dienoate + NADP+
-
-
-
?
4-nitroacetophenone + NADPH
high activity
389454
Bos taurus
?
-
-
-
?
4-nitrobenzaldehyde + NADPH
-
389454
Bos taurus
4-nitrobenzyl alcohol + NADP+
-
-
-
?
4-nitrobenzaldehyde + NADPH
high activity
389454
Bos taurus
4-nitrobenzalcohol + NADP+
-
-
-
?
5beta-dihydrotestosterone + NADPH
-
389454
Bos taurus
?
-
-
-
?
9,10-phenanthrenequinone + NADPH
-
389454
Bos taurus
?
-
-
-
?
9,10-phenanthrenequinone + NADPH
best substrate
389454
Bos taurus
?
-
-
-
?
cyclohexanone + NADPH
-
389454
Bos taurus
cyclohexanol + NADP+
-
-
-
?
cyclohexanone + NADPH
high activity
389454
Bos taurus
cyclohexanol + NADP+
-
-
-
?
D-xylose + NADPH
-
389454
Bos taurus
?
-
-
-
?
daunorubicin + NADPH
high activity
389454
Bos taurus
?
-
-
-
?
DL-glyceraldehyde + NADPH
-
389454
Bos taurus
DL-glycerol + NADP+
-
-
-
?
DL-glyceraldehyde + NADPH
-
389454
Bos taurus
glyceral + NADP+
-
-
-
?
duroquinone + NADPH
-
389454
Bos taurus
?
-
-
-
?
hydrindantin + NADPH
-
389454
Bos taurus
?
-
-
-
?
hydrindantin + NADPH
high activity
389454
Bos taurus
?
-
-
-
?
menadione + NADPH
-
389454
Bos taurus
?
-
-
-
?
menadione + NADPH
high activity
389454
Bos taurus
?
-
-
-
?
additional information
two different active sites, one for the endoperoxide group of prostaglandin H2 and the other one for the keto group of prostaglandin D2 and other carbonyl compounds
389454
Bos taurus
?
-
-
-
-
additional information
the liver-type isozyme possesses two catalytic centres and a broad substrate specificity, D-xylose is a poor substrate, no activity with prostaglandin A1, prostaglandin B2, prostaglandin E2, 4-carboxybenzaldehyde, testosterone, 2,6-dichloroindophenol, D-glucose, D-glucuronic acid, and potassium ferricyanide, overview, the enzyme also exhibits aldose reductase, EC 1.1.1.21, and alcohol dehydrogenase, EC 1.1.1.1, activities, respectively
389454
Bos taurus
?
-
-
-
-
n-butyraldehyde + NADPH
-
389454
Bos taurus
n-butanol + NADP+
-
-
-
?
p-nitroacetophenone + NADPH
-
389454
Bos taurus
?
-
-
-
?
phenylglyoxal + NADPH
-
389454
Bos taurus
?
-
-
-
?
phenylglyoxal + NADPH
high activity
389454
Bos taurus
?
-
-
-
?
prostaglandin D1 + NADPH
-
389454
Bos taurus
?
-
-
-
?
prostaglandin D2 + NADPH
-
389454
Bos taurus
9alpha,11beta-prostaglandin F2 + NADP+
-
-
-
?
prostaglandin D3 + NADPH
-
389454
Bos taurus
?
-
-
-
?
prostaglandin H2 + NADPH
-
389454
Bos taurus
(5Z,13E)-(15S)-9alpha,11alpha,15-trihydroxyprosta-5,13-dienoate + NADP+
-
-
-
?
prostaglandin H2 + NADPH
-
389454
Bos taurus
9alpha,11alpha-prostaglandin F2alpha + NADP+
-
-
-
?
prostaglandin I2 + NADPH
-
389454
Bos taurus
?
-
-
-
?
ubiquinone-10 + NADPH
-
389454
Bos taurus
?
-
-
-
?
Subunits (protein specific)
Subunits
Commentary
Organism
monomer
1 * 36000, SDS-PAGE; 1 x 36000, liver-type isozyme, SDS-PAGE
Bos taurus
Temperature Stability [°C] (protein specific)
Temperature Stability Minimum [°C]
Temperature Stability Maximum [°C]
Commentary
Organism
100
-
5 min, inactivation; no reduction of prostaglandin D2 11-reductase after 5 min
Bos taurus
pH Optimum (protein specific)
pH Optimum Minimum
pH Optimum Maximum
Commentary
Organism
6
7
-
Bos taurus
Other publictions for EC 1.1.1.188
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)
724504
Gram
Biosynthesis and degradation o ...
Canis lupus familiaris
Biol. Reprod.
89
002
2013
-
-
-
-
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3
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4
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2
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4
-
-
2
-
-
-
-
-
-
-
-
-
1
-
-
1
-
-
725674
Liedtke
Development of potent and sele ...
Homo sapiens
J. Med. Chem.
56
2429-2446
2013
-
-
1
-
-
-
3
-
-
-
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1
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3
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1
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3
3
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-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
726469
Siemieniuch
Prostaglandin endoperoxide syn ...
Felis catus
Reprod. Domest. Anim.
48
72-78
2013
-
-
-
-
-
-
-
-
-
-
-
-
-
3
-
-
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-
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-
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-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
1
-
-
725083
Bresson
The prostaglandin F synthase a ...
Homo sapiens
Front. Pharmacol.
3
98
2012
-
-
-
-
-
-
1
-
-
-
-
-
-
2
-
-
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6
-
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1
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-
-
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-
-
6
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
1
-
-
707934
Yoshikawa
Preferential localization of p ...
Mus musculus
Brain Res.
1367
22-32
2011
-
-
-
-
-
-
-
-
1
-
-
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-
2
-
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-
3
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1
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-
-
-
3
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
1
-
-
713047
Phillips
Genes for prostaglandin synthe ...
Homo sapiens
Mol. Hum. Reprod.
17
1-13
2011
-
-
-
-
-
-
-
-
-
-
-
-
-
2
-
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-
7
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-
-
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-
-
-
-
-
-
-
-
7
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
1
-
-
724961
Nagata
Catalytic mechanism of the pri ...
Homo sapiens, Mus musculus
FEBS J.
278
1288-1298
2011
-
-
2
-
7
-
-
2
-
-
-
-
-
4
-
-
-
-
-
-
2
-
6
-
-
-
-
-
2
-
-
-
-
-
-
-
-
2
-
-
7
-
-
-
-
2
-
-
-
-
-
-
-
-
-
-
2
-
6
-
-
-
-
-
2
-
-
-
-
-
-
-
-
-
725608
Bresson
The human aldose reductase AKR ...
Homo sapiens
J. Clin. Endocrinol. Metab.
96
210-219
2011
-
-
-
-
-
-
1
-
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-
-
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2
-
-
-
-
-
3
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
3
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
712494
Fujimori
Suppression of adipocyte diffe ...
Mus musculus
J. Biol. Chem.
285
8880-8886
2010
-
-
-
-
-
-
-
-
-
-
-
-
-
2
-
-
-
-
-
1
-
-
-
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-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
1
1
1
1
-
-
697271
Byrns
Type 5 17beta-hydroxysteroid d ...
Homo sapiens
Chem. Biol. Interact.
178
221-227
2009
-
1
1
1
-
-
19
-
-
-
-
-
-
2
-
-
-
-
-
3
-
-
4
-
-
-
-
-
-
-
-
1
9
-
17
-
1
1
2
1
-
-
34
36
17
-
-
-
-
-
-
-
-
-
-
4
-
-
4
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
704349
Kabututu
Prostaglandin F2alpha synthase ...
Homo sapiens, Mus musculus
J. Biochem.
145
161-168
2009
-
-
2
-
-
-
6
7
-
-
2
-
-
5
-
-
2
-
-
9
-
-
3
2
-
-
-
-
-
-
-
2
4
-
-
-
-
3
3
-
-
-
-
8
4
7
-
-
3
-
-
-
-
3
-
9
-
-
3
3
-
-
-
-
-
-
-
-
-
-
-
-
-
-
705002
Suzuki-Yamamoto
Colocalization of prostaglandi ...
Rattus norvegicus
J. Lipid Res.
50
1996-2003
2009
-
-
-
-
-
-
-
-
-
-
-
-
-
3
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
706695
Wasielak
Effect of the conceptus on ute ...
Sus scrofa
Reprod. Fertil. Dev.
21
709-717
2009
-
-
-
-
-
-
-
-
-
-
-
-
-
2
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
1
-
-
684436
Kowalewski
Canine prostaglandin F2alpha r ...
Canis lupus familiaris
Anim. Reprod. Sci.
107
161-175
2008
-
-
-
-
-
-
-
-
-
-
-
-
-
2
-
-
-
-
-
2
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
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-
-
-
-
-
-
-
-
-
-
2
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
685035
Byrns
An indomethacin analogue, N-(4 ...
Homo sapiens
Biochem. Pharmacol.
75
484-493
2008
-
-
-
1
-
-
10
2
-
-
-
-
-
1
-
-
-
-
-
-
-
-
2
-
-
-
-
2
-
-
-
2
-
-
10
-
-
-
2
1
-
-
10
10
-
2
-
-
-
-
-
-
-
-
-
-
-
-
2
-
-
-
-
2
-
-
-
-
-
-
-
-
-
-
687797
Moriuchi
Molecular characterization of ...
Mus musculus, Sus scrofa
J. Biol. Chem.
283
792-801
2008
1
-
2
-
3
-
-
2
2
-
3
-
-
5
-
-
2
-
-
24
2
-
3
2
-
-
-
2
-
-
-
2
-
-
-
1
-
2
2
-
3
-
-
-
-
2
2
-
3
-
-
-
-
2
-
24
2
-
3
2
-
-
-
2
-
-
-
-
-
2
2
-
1
1
689092
Wasielak
The influence of embryo presen ...
Sus scrofa
Mol. Reprod. Dev.
75
1208-1216
2008
-
-
-
-
-
-
-
-
-
-
-
-
-
2
-
-
-
-
-
2
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
2
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
690009
Dozier
Two pathways for prostaglandin ...
Homo sapiens, Homo sapiens AKR1C3, Macaca fascicularis, Macaca fascicularis AKR1C3
Reproduction
136
53-63
2008
1
-
-
-
-
-
-
-
-
-
-
-
-
4
-
-
-
-
-
6
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
6
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
699917
Inagaki
Human liver dihydrodiol dehydr ...
Homo sapiens
J. Sep. Sci.
31
735-740
2008
-
-
1
-
-
-
-
-
-
-
-
1
-
3
-
-
-
-
-
1
1
-
1
-
-
1
-
-
1
-
-
1
-
-
-
-
-
1
1
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
1
1
-
1
-
-
1
-
-
1
-
-
-
-
-
-
-
-
-
687013
Suzuki-Yamamoto
Co-localization of prostagland ...
Mus musculus
Histochem. Cell Biol.
128
317-322
2007
-
-
-
-
-
-
-
-
-
-
-
1
-
2
-
-
-
-
-
4
-
-
1
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-
-
-
-
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-
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-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
4
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
688008
Waclawik
Differential expression of pro ...
Sus scrofa
J. Endocrinol.
194
499-510
2007
-
1
-
-
-
-
-
-
-
-
-
-
-
3
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
661605
Waclawik
Molecular cloning and spatiote ...
Sus scrofa
Endocrinology
147
210-221
2006
-
-
1
-
-
-
-
-
1
-
1
-
-
2
-
-
-
-
-
12
-
-
-
1
-
-
-
-
-
-
-
1
-
-
-
-
-
1
1
-
-
-
-
-
-
-
1
-
1
-
-
-
-
-
-
12
-
-
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
667713
Komoto
Prostaglandin F2alpha formatio ...
Homo sapiens
Biochemistry
45
1987-1996
2006
-
-
1
1
1
-
2
-
-
-
-
3
-
2
-
-
1
1
-
1
-
-
6
-
2
-
-
-
1
-
-
1
-
-
-
-
-
2
2
2
2
-
-
2
-
-
-
-
-
3
-
-
-
2
-
2
-
-
6
-
2
-
-
-
1
-
-
-
-
-
-
-
-
-
670525
Schuler
Expression of cyclooxygenase-I ...
Bos taurus
Placenta
27
1022-1029
2006
-
-
-
-
-
-
-
-
1
-
-
1
-
3
-
-
-
-
-
3
1
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
1
-
-
1
-
-
-
-
-
3
1
-
1
-
-
-
-
-
-
-
-
-
-
-
-
-
-
-
667422
Ueno
Coupling between cyclooxygenas ...
Mus musculus
Biochem. Biophys. Res. Commun.
338
70-76
2005
-
-
-
-
-
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657211
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Prostaglandin F synthase ...
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389463
Reingold
A novel prostaglandin 11-keto ...
Oryctolagus cuniculus
Biochim. Biophys. Acta
659
179-188
1981
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389464
Watanabe
-
Enzymic conversion of prostagl ...
Rattus norvegicus
Biochem. Int.
2
603-610
1981
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