Information on EC 1.1.1.188 - prostaglandin-F synthase

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The enzyme appears in viruses and cellular organisms

EC NUMBER
COMMENTARY hide
1.1.1.188
-
RECOMMENDED NAME
GeneOntology No.
prostaglandin-F synthase
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
(5Z,13E)-(15S)-9alpha,11alpha,15-trihydroxyprosta-5,13-dienoate + NADP+ = (5Z,13E)-(15S)-9alpha,15-dihydroxy-11-oxoprosta-5,13-dienoate + NADPH + H+
show the reaction diagram
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
oxidation
-
-
-
-
redox reaction
-
-
-
-
reduction
PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
arachidonic acid metabolism
-
-
Arachidonic acid metabolism
-
-
SYSTEMATIC NAME
IUBMB Comments
(5Z,13E)-(15S)-9alpha,11alpha,15-trihydroxyprosta-5,13-dienoate:NADP+ 11-oxidoreductase
Reduces prostaglandin D2 and prostaglandin H2 to prostaglandin F2; prostaglandin D2 is not an intermediate in the reduction of prostaglandin H2. Also catalyses the reduction of a number of carbonyl compounds, such as 9,10-phenanthroquinone and 4-nitroacetophenone.
CAS REGISTRY NUMBER
COMMENTARY hide
55976-95-9
-
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
animal
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
Homo sapiens AKR1C3
AKR1C3
UniProt
Manually annotated by BRENDA team
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Automatic Mining of ENzyme DAta
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-
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Automatic Mining of ENzyme DAta
AKR1C3
-
-
Manually annotated by BRENDA team
AKR1C3
-
-
Manually annotated by BRENDA team
plant
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-
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
protozoa
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-
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
salmon
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-
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Automatic Mining of ENzyme DAta
shrimp
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-
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
physiological function
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
(5Z,13E)-(15S)-9alpha,15-dihydroxy-11-oxoprosta-5,13-dienoate + NADPH
(5Z,13E)-(15S)-9alpha,11alpha,15-trihydroxyprosta-5,13-dienoate + NADP+
show the reaction diagram
(5Z,13E)-(15S)-9alpha,15-dihydroxy-11-oxoprosta-5,13-dienoate + NADPH
(5Z,13E)-(15S)-9alpha,11beta,15-trihydroxyprosta-5,13-dienoate + NADP+
show the reaction diagram
4-nitroacetophenone + NADPH
?
show the reaction diagram
-
high activity
-
-
?
4-nitrobenzaldehyde + NADPH
4-nitrobenzalcohol + NADP+
show the reaction diagram
-
high activity
-
-
?
4-nitrobenzaldehyde + NADPH
4-nitrobenzyl alcohol + NADP+
show the reaction diagram
4-nitrobenzaldehyde + NADPH + H+
(4-nitrophenyl)methanol + NADP+
show the reaction diagram
5beta-androstane-3,17-dione + NADPH
5beta-androstan-3alpha-ol-17-one + NADP+
show the reaction diagram
-
-
-
-
r
5beta-dihydrotestosterone + NADPH
?
show the reaction diagram
-
-
-
-
?
9,10-phenanthrenequinone + NADPH
?
show the reaction diagram
9,10-phenanthrenequinone + NADPH
? + NADP+
show the reaction diagram
-
-
-
-
?
9,10-phenanthrenequinone + NADPH + H+
?
show the reaction diagram
-
-
-
-
?
androst-4-ene-3,17-dione + NADPH
? + NADP+
show the reaction diagram
-
-
-
-
?
cyclohexanone + NADPH
cyclohexanol + NADP+
show the reaction diagram
D-xylose + NADPH
?
show the reaction diagram
-
-
-
-
?
daunorubicin + NADPH
?
show the reaction diagram
-
high activity
-
-
?
DL-glyceraldehyde + NADPH
DL-glycerol + NADP+
show the reaction diagram
-
-
-
-
?
DL-glyceraldehyde + NADPH
glyceral + NADP+
show the reaction diagram
-
-
-
-
?
duroquinone + NADPH
?
show the reaction diagram
-
-
-
-
?
hydrindantin + NADPH
?
show the reaction diagram
menadione + NADPH
?
show the reaction diagram
n-butyraldehyde + NADPH
n-butanol + NADP+
show the reaction diagram
-
-
-
-
?
p-nitroacetophenone + NADPH
?
show the reaction diagram
-
-
-
-
?
phenylglyoxal + NADPH
?
show the reaction diagram
prostaglandin A2 + NADPH
?
show the reaction diagram
-
-
-
-
?
prostaglandin D1 + NADPH
?
show the reaction diagram
-
-
-
-
?
prostaglandin D2 + NADPH
9alpha,11alpha-prostaglandin F2alpha + NADP+
show the reaction diagram
prostaglandin D2 + NADPH
9alpha,11beta-prostaglandin F2 + NADP+
show the reaction diagram
prostaglandin D2 + NADPH
9alpha,11beta-prostaglandin F2alpha + NADP+
show the reaction diagram
-
-
-
-
r
prostaglandin D2 + NADPH
9alpha,11beta-prostaglandin F2alphabeta + NADP+
show the reaction diagram
-
-
-
-
?
prostaglandin D2 + NADPH
prostaglandin F2alpha + NADP+
show the reaction diagram
-
-
-
?
prostaglandin D2 + NADPH + H+
9-alpha,11-beta-prostaglandin F2 + NADP+
show the reaction diagram
-
-
-
-
?
prostaglandin D2 + NADPH + H+
9alpha,11beta-prostaglandin F2 + NADP+
show the reaction diagram
prostaglandin D2 + NADPH + H+
prostaglandin 9alpha,11beta-F2 + NADP+
show the reaction diagram
prostaglandin D2 ethanolamide + NADPH
prostaglandin 9alpha,11beta-F2 ethanolamide + NADP+
show the reaction diagram
i.e. prostamide D2
i.e. 91lpha,11beta-prostamide F2
-
?
prostaglandin D3 + NADPH
?
show the reaction diagram
-
-
-
-
?
prostaglandin H2 + NADPH
(5Z,13E)-(15S)-9alpha,11alpha,15-trihydroxyprosta-5,13-dienoate + NADP+
show the reaction diagram
prostaglandin H2 + NADPH
9alpha,11alpha-prostaglandin F2alpha + NADP+
show the reaction diagram
prostaglandin H2 + NADPH
prostaglandin 9alpha,11beta-F2 + NADP+
show the reaction diagram
-
-
-
?
prostaglandin H2 + NADPH
prostaglandin D2 + NADP+
show the reaction diagram
prostaglandin H2 + NADPH
prostaglandin F2alpha + NADP+
show the reaction diagram
prostaglandin H2 + NADPH + H+
(5Z,13E)-(15S)-9alpha,11alpha,15-trihydroxyprosta-5,13-dienoate + NADP+
show the reaction diagram
aldo-keto reductase has prostaglandin F2alpha synthase activity. AKR1B1 is a more efficient prostaglandin F2alpha synthase than AKR1C3
-
-
?
prostaglandin H2 + NADPH + H+
9alpha,11beta-prostaglandin F2 + NADP+
show the reaction diagram
prostaglandin H2 + NADPH + H+
prostaglandin F2alpha + NADP+
show the reaction diagram
prostaglandin I2 + NADPH
?
show the reaction diagram
-
-
-
-
?
prostamide D2 + NADPH + H+
9alpha,11beta-prostamide F2 + NADP+
show the reaction diagram
-
-
-
?
prostamide H2 + NADPH + H+
prostamide F2alpha + NADP+
show the reaction diagram
-
about 70% of prostamide H2 is converted to prostamide F2alpha after 2 min at 37C
-
-
?
retinal + NADPH
retinol + NADP+
show the reaction diagram
-
-
-
-
?
testosterone + NADPH
?
show the reaction diagram
-
-
-
-
?
ubiquinone-10 + NADPH
?
show the reaction diagram
-
-
-
-
?
additional information
?
-
NATURAL SUBSTRATES
NATURAL PRODUCTS
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
(5Z,13E)-(15S)-9alpha,15-dihydroxy-11-oxoprosta-5,13-dienoate + NADPH
(5Z,13E)-(15S)-9alpha,11alpha,15-trihydroxyprosta-5,13-dienoate + NADP+
show the reaction diagram
prostaglandin D2 + NADPH
9alpha,11alpha-prostaglandin F2alpha + NADP+
show the reaction diagram
-
-
-
-
?
prostaglandin D2 + NADPH
9alpha,11beta-prostaglandin F2 + NADP+
show the reaction diagram
-
-
-
-
?
prostaglandin D2 + NADPH
9alpha,11beta-prostaglandin F2alphabeta + NADP+
show the reaction diagram
-
-
-
-
?
prostaglandin D2 + NADPH + H+
9-alpha,11-beta-prostaglandin F2 + NADP+
show the reaction diagram
-
-
-
-
?
prostaglandin D2 + NADPH + H+
prostaglandin 9alpha,11beta-F2 + NADP+
show the reaction diagram
prostaglandin H2 + NADPH
9alpha,11alpha-prostaglandin F2alpha + NADP+
show the reaction diagram
-
-
-
-
?
prostaglandin H2 + NADPH
prostaglandin D2 + NADP+
show the reaction diagram
prostaglandin H2 + NADPH
prostaglandin F2alpha + NADP+
show the reaction diagram
prostaglandin H2 + NADPH + H+
9alpha,11beta-prostaglandin F2 + NADP+
show the reaction diagram
-
-
-
-
?
additional information
?
-
COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
NADP+
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
CaCl2
-
activation
Cl-
-
the liver-type isozyme is 3fold more activated than the lung-type isozyme
MgCl2
-
activation
NaBr
-
activation
NaCl
-
activation
NaI
-
activation
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
(5Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E,3S)-3-hydroxy-5-phenylpent-1-en-1-yl]cyclopentyl]-N-ethylhept-5-enamide
-
bimatoprost
(5Z)-7-[(1R,4S,5S,6R)-6-[(1E)-oct-1-en-1-yl]-2-azabicyclo[2.2.1]hept-5-yl]hept-5-enoic acid
-
ONO1370
(5Z)-7-[(1R,4S,5S,6R)-6-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-2-azabicyclo[2.2.1]hept-5-yl]hept-5-enoic acid
-
ONO1349
(5Z)-7-[(1S,4S,5S,6R)-2-methyl-6-[(1E)-oct-1-en-1-yl]-2-azabicyclo[2.2.1]hept-5-yl]hept-5-enoic acid
-
ONO1373
(Z)-7-[(1R,4S,5S,6R)-((E)-6-oct-1-enyl)-2-aza-bicyclo[2.2.1]hept-5-yl]-hept-5-enoic acid
-
inhibition of PGH2 9,11-endoperoxide reductase activity, slight inhibition of prostamide D2 11-ketoreductase and PGD2 11-ketoreductase activity
(Z)-7-[(1R,4S,5S,6R)-2-methyl-6-((E)-oct-1-enyl)-2-aza-bicyclo[2.2.1]hept-5-yl]-hept-5-enoic acid
-
inhibition of PGH2 9,11-endoperoxide reductase activity, slight inhibition of prostamide D2 11-ketoreductase and PGD2 11-ketoreductase activity, competitive, binds to the active site
(Z)-7-[(1R,4S,5S,6R)-6-((E)-(S)-3-hydroxy-oct-1-enyl)-2-aza-bicyclo[2.2.1]hept-5-yl]-hept-5-enoic acid
-
inhibition of PGH2 9,11-endoperoxide reductase activity, slight inhibition of prostamide D2 11-ketoreductase and PGD2 11-ketoreductase activity
1-(4-aminobenzyl)-5-methoxy-2-methylindoleacetic acid
-
-
2-(1-(4-chlorobenzoyl)-5-methoxy-1H-indol-3-yl)-N-((trifluoromethyl)sulfonyl)acetamide
257fold selectivity for isoform AKR1C3 over isoform AKR1C2
3-(1-(4-chlorobenzoyl)-3-ethyl-5-methoxy-1H-indol-2-yl)-propanoic acid
540fold selectivity for isoform AKR1C3 over isoform AKR1C2
3-(1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl)-propanoic acid
257fold selectivity for isoform AKR1C3 over isoform AKR1C2
4-benzoyl-benzoic acid
-
;
4-carboxy-2',4'-dinitrodiphenylamine
-
;
4-carboxy-2-aminodiphenylamine
-
;
4-chloro-N-(4-tolyl)-anthranilic acid
-
;
4-chloro-N-phenylanthranilic acid
-
;
4-nitro-N-phenylanthranilic acid
-
;
4-Nitrobenzaldehyde
-
competitive inhibition of PGD2 but not of PGH2 reduction
5-methyl-N-phenylanthranilic acid
-
;
9,10-phenanthrenequinone
acetate
-
occupies the oxyanion hole of the active site, 2 complex structures
Ag+
-
IC50 = 0.005 mM
AgNO3
-
at 0.05 mM 87-100% inhibition, depending on the substrate
aspirin
-
;
bimatoprost
Cd2+
-
IC50 = 0.95 mM
CdSO4
-
at 5 mM 91-100% inhibition, depending on the substrate
Cu2+
-
IC50 = 0.4 mM
CuSO4
Flufenamic acid
-
nonsteroidal anti-inflammatory drug, binds to both the active site and the beta-hairpin loop at the opposite end of the central beta-barrel, complex structure
flurbiprofen
HgCl2
Ibuprofen
indomethacin
indomethacin methyl ester
-
specific inhibition of isoform AKR1C3 versus AKR1C1 and AKR1C3
interferon tau
-
Meclofenamic acid
Mefenamic acid
-
;
N-(4-chlorobenzoyl)-melatonin
naproxen
ONO1349
-
-
ONO1370
-
-
ONO1373
-
-
Ponalrestat
-
specific inhibitor developed to block AKR1B1 activity. Application reduces prostaglandin F2alpha production in response to interleukin IL-1beta in both cultured endometrial cells and endometrial explants
rutin
-
binding structure at the substrate binding site
salicylic acid
-
;
Sorbinil
sulindac
Tolrestat
Zn2+
-
IC50 = 1.4 mM
ZnSO4
-
at 5 mM 71-100% inhibition, depending on the substrate
Zomepirac
additional information
-
ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
ammonium sulfate
activity of the purified recombinant enzyme is stimulated about 4fold by 1.5 M
chloride
-
stimulates the reduction of prostaglandin D2 and carbonyl compounds, but had no effect on prostaglandin H2 reduction
Gonadotropin
-
prostaglandin F synthase mRNA and protein levels are low before treatment with gonadotropin and peak 24-36 h after gonadotropin administration to granulosa cells
-
imidazole
-
in vitro stimulation of prostaglandin F2alpha and D2 production
Interleukin-1beta
-
membrane-associated, not soluble, isozyme in WI-38 cells
-
lipopolysaccharide
-
induces the membrane-associated isozyme
lipopolysaccharides
-
strong induction of the membrane-bound lung isozyme, slight induction in spleen, kidney, testis, and pancreas, overview
-
NaBr
-
stimulates prostaglandin D2 11-ketoreductase activity
NaCl
-
stimulates prostaglandin D2 11-ketoreductase activity
NaI
-
stimulates prostaglandin D2 11-ketoreductase activity
Oxytocin
-
increases prostaglandin F synthase mRNA synthesis
Oxytoxin
-
stimulates enzyme expression and PGD2 11-ketoreductase activity in myometrial tissue of cyclic, but not significantly of early-pregnant, sows, at 0.0001 mM
phorbol 12-myristate 13-acetate
-
stimulates prostaglandin synthesis
piroxicam
-
-
warfarin
-
-
additional information
-
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.134
(5Z,13E)-(15S)-9alpha,11beta,15-trihydroxyprosta-5,13-dienoate
-
-
0.0119 - 0.013
4-Nitroacetophenone
0.0008 - 0.125
4-Nitrobenzaldehyde
0.0031
5beta-androstan-3,17-dione
-
-
0.001
5beta-Androstan-3alpha-ol-17-one
-
-
0.0175
5beta-dihydrotestosterone
0.0001 - 0.002
9,10-phenanthrenequinone
0.0066
androst-4-ene-3,17-dione
-
pH 7.0, 37C
0.053
cyclohexanone
135
D-xylose
-
-
0.143
DL-glyceraldehyde
0.0031 - 0.018
Hydrindantin
0.013 - 0.1
menadione
0.0034 - 0.067
NADPH
0.0119
p-nitroacetophenone
-
-
0.02 - 0.08
Phenylglyoxal
0.25
Prostaglandin A2
-
lung enzyme
0.007
prostaglandin D1
0.0034 - 2
Prostaglandin D2
0.0056
Prostaglandin D3
0.0013 - 0.033
prostaglandin H2
0.015 - 0.18
prostaglandin PGD2
0.003 - 0.03
prostaglandin PGH2
0.02
retinal
-
-
0.0057
testosterone
-
-
additional information
additional information
-
kinetics of 3alpha-hydroxysteroid dehydrogenase type II activity
-
TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
1.4
9,10-phenanthrenequinone
Homo sapiens
-
pH 7.0, 37C
0.0027
androst-4-ene-3,17-dione
Homo sapiens
-
pH 7.0, 37C
0.2467
prostaglandin H2
kcat/KM VALUE [1/mMs-1]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
35.85
prostaglandin H2
Mus musculus
-
pH 7.0, 24C
612
Ki VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.0019
4-benzoyl-benzoic acid
-
;
0.00038
4-carboxy-2',4'-dinitrodiphenylamine
-
;
0.01
4-carboxy-2-aminodiphenylamine
-
;
0.0014
4-chloro-N-(4-tolyl)-anthranilic acid
-
;
0.0029
4-chloro-N-phenylanthranilic acid
-
;
0.0019
4-nitro-N-phenylanthranilic acid
-
;
0.023
4-Nitrobenzaldehyde
-
37C, liver-type isozyme, versus prostaglandin D2
0.0073
5-methyl-N-phenylanthranilic acid
-
;
0.0009
9,10-phenanthrenequinone
-
37C, liver-type isozyme, versus prostaglandin D2
0.005
AgNO3
-
prostaglandin D2 11-ketoreductase activity
0.95
CdSO4
-
prostaglandin D2 11-ketoreductase activity
0.4
CuSO4
-
prostaglandin D2 11-ketoreductase activity
0.3
HgCl2
-
prostaglandin D2 11-ketoreductase activity
0.0003
Mefenamic acid
-
;
0.0034
N-(4-chlorobenzoyl)-melatonin
-
-
0.00089 - 0.0217
Sorbinil
0.00026 - 0.0036
Tolrestat
1.4
ZnSO4
-
prostaglandin D2 11-ketoreductase activity
additional information
additional information
-
Ki values for the nonsteroidal anti-inflammatory drug inhibitors with 3alpha-androstanediol as a substrate
-
IC50 VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.005 - 0.06
(5Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E,3S)-3-hydroxy-5-phenylpent-1-en-1-yl]cyclopentyl]-N-ethylhept-5-enamide
0.3 - 1
(5Z)-7-[(1R,4S,5S,6R)-6-[(1E)-oct-1-en-1-yl]-2-azabicyclo[2.2.1]hept-5-yl]hept-5-enoic acid
0.13 - 1
(5Z)-7-[(1R,4S,5S,6R)-6-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-2-azabicyclo[2.2.1]hept-5-yl]hept-5-enoic acid
0.06 - 1
(5Z)-7-[(1S,4S,5S,6R)-2-methyl-6-[(1E)-oct-1-en-1-yl]-2-azabicyclo[2.2.1]hept-5-yl]hept-5-enoic acid
0.052
1-(4-aminobenzyl)-5-methoxy-2-methylindoleacetic acid
Homo sapiens
-
pH 7.0, 37C
0.00021
2-(1-(4-chlorobenzoyl)-5-methoxy-1H-indol-3-yl )-N-((trifluoromethyl)sulfonyl)acetamide
Homo sapiens
P42330
pH not specified in the publication, temperature not specified in the publication
0.00009
3-(1-(4-chlorobenzoyl)-3-ethyl-5-methoxy-1H-indol-2-yl)-propanoic acid
Homo sapiens
P42330
pH not specified in the publication, temperature not specified in the publication
0.00022
3-(1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl)-propanoic acid
Homo sapiens
P42330
pH not specified in the publication, temperature not specified in the publication
0.002
4-benzoyl-benzoic acid
Homo sapiens
-
;
0.0004
4-carboxy-2',4'-dinitrodiphenylamine
Homo sapiens
-
;
0.011
4-carboxy-2-aminodiphenylamine
Homo sapiens
-
;
0.0015
4-chloro-N-(4-tolyl)-anthranilic acid
Homo sapiens
-
;
0.003
4-chloro-N-phenylanthranilic acid
Homo sapiens
-
;
0.002
4-nitro-N-phenylanthranilic acid
Homo sapiens
-
;
0.011
5-methyl-N-phenylanthranilic acid
Homo sapiens
-
;
0.005
Ag+
Bos taurus
-
IC50 = 0.005 mM
1.2
aspirin
Homo sapiens
-
;
0.005 - 0.06
bimatoprost
0.95
Cd2+
Bos taurus
-
IC50 = 0.95 mM
0.4
Cu2+
Bos taurus
-
IC50 = 0.4 mM
0.0078
flurbiprofen
0.3
HgCl2
Bos taurus
-
IC50 = 0.3 mM, the liver-type isozyme is 2fold less sensitive than the lung-type isozyme
0.0099
Ibuprofen
0.0023
indomethacin
0.0007
Meclofenamic acid
0.00039
Mefenamic acid
Homo sapiens
-
;
0.0078
N-(4-chlorobenzoyl)-melatonin
Homo sapiens
-
pH 7.0, 37C
0.0014
naproxen
0.13 - 1
ONO1349
0.3 - 1
ONO1370
0.06 - 1
ONO1373
0.77
salicylic acid
Homo sapiens
-
;
0.0034
sulindac
0.1 - 0.45
Tolrestat
1.4
Zn2+
Bos taurus
-
IC50 = 1.4 mM
0.04
Zomepirac
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
0.0015
-
prostaglandin D2 as substrate
0.008
-
purified liver-type isozyme, substrate prostaglandin I2
0.034
-
-
0.062
PGF synthase activity of the purified enzyme
0.065
-
xylose as substrate
0.115
-
4-nitrobenzaldehyde reductase activity
0.13
-
5beta-dihydrotestosterone as substrate
0.15
-
prostaglandin F2alpha as product
0.159
-
cyclohexanone as substrate
0.167
-
menadione and hydrindantin as substrate
0.174
-
4-nitroacetophenone as substrate
0.206
-
DL-glyceraldehyde as substrate
0.207
-
phenylglyoxal as substrate
0.69
-
PGF synthase activity of the purified enzyme
2.4
-
pH 5.5, 37C
3.6
-
pH 5.0, 37C
additional information
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
7
-
in 100 mM Tris/HCl
8 - 9
-
reduction of prostaglandin D2
9 - 10
-
oxidation of 9alpha,11beta-prostaglandin F2
pH RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
30
-
assay at, PGH2 9,11-endoperoxide reductase activity
TEMPERATURE RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
25 - 37
-
the activity increases gradually as the temperature increases from 25 to 37C, and then decreases significantly at 45C compared with that at 37C
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
-
AKR1B3 mRNA 9 is expressed in preadipocytes, and its level increases about 4fold at day 1 after initiation of adipocyte differentiation, and then quickly decreases the following day to a level lower than that in the preadipocytes
Manually annotated by BRENDA team
-
expression of genes for PGE2 synthesis, with low levels of prostaglandin transporters and dehydrogenase
Manually annotated by BRENDA team
-
endothel, isozymes PGF synthase I and II
Manually annotated by BRENDA team
-
18fold increase in the median AKR1C3 mRNA levels in breast cancer patients as compared to those without disease
Manually annotated by BRENDA team
-
low activity
Manually annotated by BRENDA team
-
production of PGE2, PGF2 and PGD2 and high prostaglandin turnover
Manually annotated by BRENDA team
-
peri- and postimplantation conceptus. Prostaglandin H synthase and prostaglandin E synthase are down-regulated, and prostaglandin G synthase, prostaglandin F synthase and carbonyl reductase/prostaglandin 9-reductase are down-regulated in conceptuses during trophoblasic elongation. After initiation of implantation, expression of prostaglandin G synthase, prostaglandin F synthase and carbonyl reductase/prostaglandin 9-reductase in conceptuses increases and remains higher until days 24-25 of pregnancy
Manually annotated by BRENDA team
-
isoform AKR1B1 is expressed at a high level during the menstrual cycle during the secretory phase and in both epithelial and stromal cells
Manually annotated by BRENDA team
-
isozyme PGF synthase II
Manually annotated by BRENDA team
-
glioblastoma cell
Manually annotated by BRENDA team
-
embryonic kidney cell, isozyme PGFS-I
Manually annotated by BRENDA team
-
low activity
Manually annotated by BRENDA team
-
peritoneal
Manually annotated by BRENDA team
-
low activity
Manually annotated by BRENDA team
-
enzyme co-localizes with myelin basic protein in myelin sheaths but not in axons
Manually annotated by BRENDA team
-
dendrites and somata, isozyme PGF synthase I
Manually annotated by BRENDA team
-
cultured oligodendrocytes at 7 days in vitro express the enzyme in cytoplasmic processes where the enzyme is co-localized with myelin basic protein
Manually annotated by BRENDA team
-
the enzyme is associated with the cyclooxygenase-II, COX-II
Manually annotated by BRENDA team
-
low activity
Manually annotated by BRENDA team
-
isozyme PGF synthase II
Manually annotated by BRENDA team
-
uninucleated cell
Manually annotated by BRENDA team
-
glioblastoma cell
Manually annotated by BRENDA team
-
low activity
Manually annotated by BRENDA team
-
lung fibroblast cell
Manually annotated by BRENDA team
additional information
LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY hide
GeneOntology No.
LITERATURE
SOURCE
additional information
-
no liver-type isozyme in mitochondrion, nucleus, or Golgi apparatus
-
Manually annotated by BRENDA team
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
17000
-
-
20000
immunoprecipitation, Western blot analysis
23000
-
by zinc staining
23230
-
expressed protein
30500
-
SDS-PAGE, sedimentation equilibrium and gel filtration
36700
-
Western blot with antibody staining
36840
-
amino acid analysis
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY