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Information on EC 1.1.1.189 - prostaglandin-E2 9-reductase
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EC Tree
1.1.1.189 prostaglandin-E2 9-reductaseIUBMB Comments
Reduces prostaglandin E2 to prostaglandin F2alpha. A number of other 9-oxo- and 15-oxo-prostaglandin derivatives can also be reduced to the corresponding hydroxy compounds. May be identical with EC 1.1.1.197 15-hydroxyprostaglandin dehydrogenase (NADP+).
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Word Map
- 1.1.1.189
-
pgf2alpha
- luteal
- indomethacin
-
corpora
-
pseudopregnancy
-
luteolysis
-
13,14-dihydro-15-keto
-
cyclooxygenases
- furosemide
- medicine
The expected taxonomic range for this enzyme is: Eukaryota, Bacteria
Reaction Schemes
Synonyms
pge2-9-ketoreductase, pge2-9-k, pge 9-ketoreductase, prostaglandin e2 9-ketoreductase, pge2 9-ketoreductase, 9-kpr, prostaglandin-e2 9-reductase, pge2-9-or, prostaglandin 9-ketoreductase/carbonyl reductase, 
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SYNONYM 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
20-alpha-HSD
-
-
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20-alpha-hydroxysteroid dehydrogenase
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-
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9-keto-prostaglandin E2 reductase
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-
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9-ketoprostaglandin reductase
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-
-
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9-KPR
CBR1
PGE 9-ketoreductase
PGE2 9-ketoreductase
PGE2-9-ketoreductase
PGE2-9-OR
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-
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prostaglandin 9-ketoreductase
prostaglandin E 9-ketoreductase
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-
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prostaglandin E2-9-oxoreductase
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reductase, 15-hydroxy9-oxoprostaglandin
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-
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additional information
PGE2 9-ketoreductase
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-
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PGE2-9-ketoreductase
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prostaglandin 9-ketoreductase
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-
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-
additional information
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enzyme is a member of the AKR aldo-keto reductase superfamily
additional information
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enzyme is a member of the AKR aldo-keto reductase superfamily
additional information
-
enzyme is a member of the AKR aldo-keto reductase superfamily
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REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
(5Z,13E)-(15S)-9alpha,11alpha,15-trihydroxyprosta-5,13-dienoate + NADP+ = (5Z,13E)-(15S)-11alpha,15-dihydroxy-9-oxoprosta-5,13-dienoate + NADPH + H+
(5Z,13E)-(15S)-9alpha,11alpha,15-trihydroxyprosta-5,13-dienoate + NADP+ = (5Z,13E)-(15S)-11alpha,15-dihydroxy-9-oxoprosta-5,13-dienoate + NADPH + H+
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-
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(5Z,13E)-(15S)-9alpha,11alpha,15-trihydroxyprosta-5,13-dienoate + NADP+ = (5Z,13E)-(15S)-11alpha,15-dihydroxy-9-oxoprosta-5,13-dienoate + NADPH + H+
enzyme is identical to carbonyl reductase
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(5Z,13E)-(15S)-9alpha,11alpha,15-trihydroxyprosta-5,13-dienoate + NADP+ = (5Z,13E)-(15S)-11alpha,15-dihydroxy-9-oxoprosta-5,13-dienoate + NADPH + H+
human carbonyl reductase and 20alpha-hydroxysteroid dehydrogenase are identical with the PGE2 9-ketoreductase
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
oxidation
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redox reaction
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reduction
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-
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-
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PATHWAY SOURCE
PATHWAYS
BRENDA
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SYSTEMATIC NAME
IUBMB Comments
(5Z,13E)-(15S)-9alpha,11alpha,15-trihydroxyprosta-5,13-dienoate:NADP+ 9-oxidoreductase
Reduces prostaglandin E2 to prostaglandin F2alpha. A number of other 9-oxo- and 15-oxo-prostaglandin derivatives can also be reduced to the corresponding hydroxy compounds. May be identical with EC 1.1.1.197 15-hydroxyprostaglandin dehydrogenase (NADP+).
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CAS REGISTRY NUMBER
COMMENTARY
42613-35-4
-
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SUBSTRATE
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
(5Z,13E)-(15S)-11alpha,15-dihydroxy-9-oxoprosta-5,13-dienoate + NAD(P)+
(5Z,13E)-11alpha-hydroxy-9,15-dioxoprosta-5,13-dienoate + NAD(P)H
(5Z,13E)-(15S)-9alpha,11alpha,15-trihydroxyprosta-5,13-dienoate + NADP+
(5Z,13E)-(15S)-11alpha,15-dihydroxy-9-oxoprosta-5,13-dienoate + NADPH + H+
(5Z,13E)-(15S)-9alpha,11alpha,15-trihydroxyprosta-5,13-dienoate + NADP+
(5Z,13E)-9alpha,11alpha-dihydroxy-15-oxoprosta-5,13-dienoate + NADPH + H+
(5Z,13E)-(15S)-9alpha,15-dihydroxy-11-oxoprosta-5,13-dienoate + NADP+
(5Z,13E)-9alpha-hydroxy-11,15-dioxoprosta-5,13-dienoate + NADPH
(5Z,13E)-(15S)-11alpha,15-dihydroxy-9-oxoprosta-5,13-dienoate + NAD(P)+
(5Z,13E)-11alpha-hydroxy-9,15-dioxoprosta-5,13-dienoate + NAD(P)H
-
-
-
-
?
(5Z,13E)-(15S)-11alpha,15-dihydroxy-9-oxoprosta-5,13-dienoate + NAD(P)+
(5Z,13E)-11alpha-hydroxy-9,15-dioxoprosta-5,13-dienoate + NAD(P)H
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catalyzed by a 15-hydroxyprostaglandin dehydrogenase
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-
?
(5Z,13E)-(15S)-11alpha,15-dihydroxy-9-oxoprosta-5,13-dienoate + NAD(P)+
(5Z,13E)-11alpha-hydroxy-9,15-dioxoprosta-5,13-dienoate + NAD(P)H
-
-
-
-
ir
(5Z,13E)-(15S)-9alpha,11alpha,15-trihydroxyprosta-5,13-dienoate + NADP+
(5Z,13E)-(15S)-11alpha,15-dihydroxy-9-oxoprosta-5,13-dienoate + NADPH + H+
-
-
-
-
?
(5Z,13E)-(15S)-9alpha,11alpha,15-trihydroxyprosta-5,13-dienoate + NADP+
(5Z,13E)-(15S)-11alpha,15-dihydroxy-9-oxoprosta-5,13-dienoate + NADPH + H+
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together with PGF synthase this enzyme can be a key enzyme in the regulation of specific prostaglandines in the endometrium during the preimplantation period
-
-
?
(5Z,13E)-(15S)-9alpha,11alpha,15-trihydroxyprosta-5,13-dienoate + NADP+
(5Z,13E)-(15S)-11alpha,15-dihydroxy-9-oxoprosta-5,13-dienoate + NADPH + H+
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can influence the processes of luteolysis and can be involved in parturition and retention of fetal membranes
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-
?
(5Z,13E)-(15S)-9alpha,11alpha,15-trihydroxyprosta-5,13-dienoate + NADP+
(5Z,13E)-(15S)-11alpha,15-dihydroxy-9-oxoprosta-5,13-dienoate + NADPH + H+
-
-
-
-
?
(5Z,13E)-(15S)-9alpha,11alpha,15-trihydroxyprosta-5,13-dienoate + NADP+
(5Z,13E)-(15S)-11alpha,15-dihydroxy-9-oxoprosta-5,13-dienoate + NADPH + H+
-
-
-
-
?
(5Z,13E)-(15S)-9alpha,11alpha,15-trihydroxyprosta-5,13-dienoate + NADP+
(5Z,13E)-(15S)-11alpha,15-dihydroxy-9-oxoprosta-5,13-dienoate + NADPH + H+
-
-
-
-
r
(5Z,13E)-(15S)-9alpha,11alpha,15-trihydroxyprosta-5,13-dienoate + NADP+
(5Z,13E)-(15S)-11alpha,15-dihydroxy-9-oxoprosta-5,13-dienoate + NADPH + H+
-
might be an important factor in the cascade of events leading to uterine contractions and parturition
-
-
?
(5Z,13E)-(15S)-9alpha,11alpha,15-trihydroxyprosta-5,13-dienoate + NADP+
(5Z,13E)-(15S)-11alpha,15-dihydroxy-9-oxoprosta-5,13-dienoate + NADPH + H+
-
-
-
-
?
(5Z,13E)-(15S)-9alpha,11alpha,15-trihydroxyprosta-5,13-dienoate + NADP+
(5Z,13E)-(15S)-11alpha,15-dihydroxy-9-oxoprosta-5,13-dienoate + NADPH + H+
-
-
-
-
?
(5Z,13E)-(15S)-9alpha,11alpha,15-trihydroxyprosta-5,13-dienoate + NADP+
(5Z,13E)-(15S)-11alpha,15-dihydroxy-9-oxoprosta-5,13-dienoate + NADPH + H+
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enzyme is pro(S) stereo selective with regard to hydrogen transfer from NADPH
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-
r
(5Z,13E)-(15S)-9alpha,11alpha,15-trihydroxyprosta-5,13-dienoate + NADP+
(5Z,13E)-(15S)-11alpha,15-dihydroxy-9-oxoprosta-5,13-dienoate + NADPH + H+
-
-
-
-
?
(5Z,13E)-(15S)-9alpha,11alpha,15-trihydroxyprosta-5,13-dienoate + NADP+
(5Z,13E)-9alpha,11alpha-dihydroxy-15-oxoprosta-5,13-dienoate + NADPH + H+
-
-
-
-
?
(5Z,13E)-(15S)-9alpha,11alpha,15-trihydroxyprosta-5,13-dienoate + NADP+
(5Z,13E)-9alpha,11alpha-dihydroxy-15-oxoprosta-5,13-dienoate + NADPH + H+
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catalyzed by a 15-hydroxyprostaglandin dehydrogenase
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-
?
(5Z,13E)-(15S)-9alpha,11alpha,15-trihydroxyprosta-5,13-dienoate + NADP+
(5Z,13E)-9alpha,11alpha-dihydroxy-15-oxoprosta-5,13-dienoate + NADPH + H+
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-
-
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ir
(5Z,13E)-(15S)-9alpha,15-dihydroxy-11-oxoprosta-5,13-dienoate + NADP+
(5Z,13E)-9alpha-hydroxy-11,15-dioxoprosta-5,13-dienoate + NADPH
-
-
-
-
?
(5Z,13E)-(15S)-9alpha,15-dihydroxy-11-oxoprosta-5,13-dienoate + NADP+
(5Z,13E)-9alpha-hydroxy-11,15-dioxoprosta-5,13-dienoate + NADPH
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catalyzed by a 15-hydroxyprostaglandin dehydrogenase
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-
?
(5Z,13E)-(15S)-9alpha,15-dihydroxy-11-oxoprosta-5,13-dienoate + NADP+
(5Z,13E)-9alpha-hydroxy-11,15-dioxoprosta-5,13-dienoate + NADPH
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-
-
-
ir
20alpha-hydroxy-pregn-4-en-3-one + NADP+
progesterone + NADPH
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r
prostaglandin E2 + NADPH
prostaglandin F2alpha + NADP+
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broad substrate specificity
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r
prostaglandin E2 + NADPH
prostaglandin F2alpha + NADP+
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key enzyme responsible for the control of prostaglandin levels in placental tissues
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r
prostaglandin H2 + NAD(P)H + H+
prostaglandin F2alpha + NAD(P)+
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product is involved in bronchial, vascular, and arterial smooth muscle contraction
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r
prostaglandin H2 + NAD(P)H + H+
prostaglandin F2alpha + NAD(P)+
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product is involved in bronchial, vascular, and arterial smooth muscle contraction
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r
prostaglandin H2 + NAD(P)H + H+
prostaglandin F2alpha + NAD(P)+
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product is involved in bronchial, vascular, and arterial smooth muscle contraction
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r
prostaglandin H2 + NAD(P)H + H+
prostaglandin F2alpha + NAD(P)+
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product is involved in bronchial, vascular, and arterial smooth muscle contraction
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r
prostaglandin H2 + NAD(P)H + H+
prostaglandin F2alpha + NAD(P)+
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product is involved in bronchial, vascular, and arterial smooth muscle contraction
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r
additional information
?
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broad substrate specificity, enzyme shows 15-hydroxy dehydrogenase activity in presence of NADP+ or NAD+
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-
?
additional information
?
-
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broad substrate specificity, enzyme shows 15-hydroxy dehydrogenase activity in presence of NADP+ or NAD+
-
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?
additional information
?
-
-
broad substrate specificity, enzyme shows 15-hydroxy dehydrogenase activity in presence of NADP+ or NAD+
-
-
?
additional information
?
-
-
broad substrate specificity, enzyme shows 15-hydroxy dehydrogenase activity in presence of NADP+ or NAD+
-
-
?
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NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
(5Z,13E)-(15S)-9alpha,11alpha,15-trihydroxyprosta-5,13-dienoate + NADP+
(5Z,13E)-(15S)-11alpha,15-dihydroxy-9-oxoprosta-5,13-dienoate + NADPH + H+
prostaglandin E2 + NADPH
prostaglandin F2alpha + NADP+
-
key enzyme responsible for the control of prostaglandin levels in placental tissues
-
-
r
(5Z,13E)-(15S)-9alpha,11alpha,15-trihydroxyprosta-5,13-dienoate + NADP+
(5Z,13E)-(15S)-11alpha,15-dihydroxy-9-oxoprosta-5,13-dienoate + NADPH + H+
-
together with PGF synthase this enzyme can be a key enzyme in the regulation of specific prostaglandines in the endometrium during the preimplantation period
-
-
?
(5Z,13E)-(15S)-9alpha,11alpha,15-trihydroxyprosta-5,13-dienoate + NADP+
(5Z,13E)-(15S)-11alpha,15-dihydroxy-9-oxoprosta-5,13-dienoate + NADPH + H+
-
can influence the processes of luteolysis and can be involved in parturition and retention of fetal membranes
-
-
?
(5Z,13E)-(15S)-9alpha,11alpha,15-trihydroxyprosta-5,13-dienoate + NADP+
(5Z,13E)-(15S)-11alpha,15-dihydroxy-9-oxoprosta-5,13-dienoate + NADPH + H+
-
might be an important factor in the cascade of events leading to uterine contractions and parturition
-
-
?
prostaglandin H2 + NAD(P)H + H+
prostaglandin F2alpha + NAD(P)+
-
-
product is involved in bronchial, vascular, and arterial smooth muscle contraction
-
r
prostaglandin H2 + NAD(P)H + H+
prostaglandin F2alpha + NAD(P)+
-
-
product is involved in bronchial, vascular, and arterial smooth muscle contraction
-
r
prostaglandin H2 + NAD(P)H + H+
prostaglandin F2alpha + NAD(P)+
-
-
product is involved in bronchial, vascular, and arterial smooth muscle contraction
-
r
prostaglandin H2 + NAD(P)H + H+
prostaglandin F2alpha + NAD(P)+
-
-
product is involved in bronchial, vascular, and arterial smooth muscle contraction
-
r
prostaglandin H2 + NAD(P)H + H+
prostaglandin F2alpha + NAD(P)+
-
-
product is involved in bronchial, vascular, and arterial smooth muscle contraction
-
r
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COFACTOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
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METALS and IONS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
interferon tau
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recombinant ovine interferon tau inhibits 25% prostaglandin E2 and prostaglandin F2alpha production at a concentration of 1 ng per ml
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prostaglandin E2
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inhibits the reduction of 20alpha-hydroxy-pregn-4-en-3-one to progesterone competitively
additional information
-
no effect: Mg2+, Ca2+, EDTA, EGTA, cAMP and cGMP
-
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ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
interferon tau
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recombinant ovine interferon tau stimulates significantly prostaglandin E2 and prostaglandin F2alpha production at a concentration of 0.01 mg per ml
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lipopolysaccharides
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strong induction of the membrane-bound lung isozyme, significant induction in stomach, intestine, spleen, kidney, testis, and pancreas, overview
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additional information
-
aminoguanidine, an inducible nitric oxide synthase inhibitor, does not affect the enzyme, but activates L-NAME, a non-selective nitric oxide synthase inhibitor, thereby increasing prostaglandin F2alpha synthesis
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DISEASE
TITLE OF PUBLICATION
LINK TO PUBMED
Essential Hypertension
Effect of furosemide on renal prostaglandins E2 and F2 alpha in normal subjects and in patients with essential hypertension.
Placenta, Retained
Prostaglandin E(2) 9-keto reductase activity in bovine retained and not retained placenta.
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
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Ki VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
0.025
prostaglandin E2
-
competitive inhibitor for the reduction of 20alpha-hydroxy-pregn-4-en-3-one to progesterone
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SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
additional information
-
activities in retained and not retained placenta samples from different animal groups
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pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
7.4
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TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
37
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ORGANISM
COMMENTARY
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
