Information on EC 1.1.1.197 - 15-hydroxyprostaglandin dehydrogenase (NADP+)

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The enzyme appears in viruses and cellular organisms

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EC NUMBER
COMMENTARY hide
1.1.1.197
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RECOMMENDED NAME
GeneOntology No.
15-hydroxyprostaglandin dehydrogenase (NADP+)
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REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
(13E)-(15S)-11alpha,15-dihydroxy-9-oxoprost-13-enoate + NADP+ = (13E)-11alpha-hydroxy-9,15-dioxoprost-13-enoate + NADPH + H+
show the reaction diagram
Acts on prostaglandins E2, F2alpha and B1, but not on prostaglandin D2[cf. EC1.1.1.141 (NADP)]. May be identical with EC1.1.1.189 prostaglandin-E2 9-reductase
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
oxidation
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redox reaction
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reduction
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SYSTEMATIC NAME
IUBMB Comments
(13E)-(15S)-11alpha,15-dihydroxy-9-oxoprost-13-enoate:NADP+ 15-oxidoreductase
Acts on prostaglandins E2, F2alpha and B1, but not on prostaglandin D2 [cf. EC 1.1.1.141 15-hydroxyprostaglandin dehydrogenase (NAD+) and EC 1.1.1.196 15-hydroxyprostaglandin-D dehydrogenase (NADP+)]. May be identical with EC 1.1.1.189 prostaglandin-E2 9-reductase.
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CAS REGISTRY NUMBER
COMMENTARY hide
54989-39-8
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ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
bovine
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Manually annotated by BRENDA team
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Swissprot
Manually annotated by BRENDA team
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Manually annotated by BRENDA team
rat, Holtzman
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Manually annotated by BRENDA team
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SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
2-methyl-3-glutathionyl-1,4-benzoquinone + NADPH
? + NADP+
show the reaction diagram
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toluquinone thioether
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-
?
2-methyl-3-glutathionyl-1,4-naphthoquinone + NADPH
? + NADP+
show the reaction diagram
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menadione thioether
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-
?
4,5-benzo[a]pyrenequinone + NADPH
? + NADP+
show the reaction diagram
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-
-
-
?
5,6-chrysenequinone + NADPH
? + NADP+
show the reaction diagram
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-
-
-
?
7,8-benzo[a]pyrenequinone + NADPH
? + NADP+
show the reaction diagram
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-
-
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?
9,10-phenanthrenequinone + NADPH
? + NADP+
show the reaction diagram
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-
-
-
?
acid form of latanoprost + NADP+
? + NADPH
show the reaction diagram
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-
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?
glutathione-9-hydroxy-prostaglandin A1 thioether + NADP+
? + NADPH
show the reaction diagram
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?
glutathione-prostaglandin A1 thioether + NADP+
? + NADPH
show the reaction diagram
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PGA1-SG, excellent substrate for the placental enzyme
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?
latanoprost + NADP+
? + NADPH
show the reaction diagram
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?
menadione + NADPH
? + NADP+
show the reaction diagram
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-
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?
prostaglandin A1 + NADP+
15-oxoprostaglandin A1 + NADPH + H+
show the reaction diagram
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?
prostaglandin B1 + NADP+
15-oxoprostaglandin B1 + NADPH + H+
show the reaction diagram
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-
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?
prostaglandin E + NADP+
? + NADPH
show the reaction diagram
prostaglandin E1 + NADP+
15-keto-prostaglandin E1 + NADPH + H+
show the reaction diagram
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-
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?
prostaglandin E2 + NADP+
15-oxoprostaglandin E2 + NADPH + H+
show the reaction diagram
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?
prostaglandin E2 + NADP+
prostaglandin F2alpha + NADPH
show the reaction diagram
prostaglandin F + NADP+
? + NADPH
show the reaction diagram
prostaglandin F2alpha + NADP+
prostaglandin E1 + NADPH
show the reaction diagram
prostaglandin I2 + NADP+
? + NADPH
show the reaction diagram
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poor substrate for the enzyme
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?
thromboxane B2 + NADP+
? + NADPH
show the reaction diagram
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slowly oxidized
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?
toluquinone + NADPH
? + NADP+
show the reaction diagram
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?
additional information
?
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the trans-dihydrodiols trans-dihydroxy-4,5-dihydrobenzo[alpha]pyrene, trans-7,8-dihydroxy-7,8-dihydrobenzo[alpha]pyrene, trans-3,4-dihydroxy-3,4-dihydrobenz[alpha]anthracene and its 7-methyl, 12-methyl, and 7,12-dimethyl derivatives are not substrates for the enzyme
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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
prostaglandin E2 + NADP+
15-oxoprostaglandin E2 + NADPH + H+
show the reaction diagram
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?
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COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
NADP+
NADPH
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INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
1-glutathionyl-2-hydroxy-3(allyloxy)propane
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competitive inhibition of prostaglandin B1 oxidation
beta-mercaptoacetate
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beta-mercaptolactate
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beta-Mercaptopyruvate
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glutathione-9-hydroxy-prostaglandin A1 thioether
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inhibition of polycyclic aromatic hydrocarbon quinone reduction
GSSG
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.0024
2-methyl-3-glutathionyl-1,4-benzoquinone
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0.0034
2-methyl-3-glutathionyl-1,4-naphthoquinone
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0.00018
4,5-benzo[a]pyrenequinone
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0.00051
5,6-chrysenequinone
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0.00087
7,8-benzo[a]pyrenequinone
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0.00036
9,10-phenanthrenequinone
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0.00033
glutathione-prostaglandin A1 thioether
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0.0076
menadione
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0.09
prostaglandin A1
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0.157
prostaglandin E1
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0.03
toluquinone
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SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
0.0012
substrate latanoprost, pH 7.0, 25°C
0.0022
substrate acid form of latanoprost, pH 7.0, 25°C
0.0061
substrate prostaglandin F2alpha, cosubstrate NAD+, pH 7.0, 25°C
0.0098
substrate prostaglandin E2, cosubstrate NADP+, pH 7.0, 25°C
0.0243
substrate prostaglandin F2alpha, cosubstrate NADP+, pH 7.0, 25°C
0.09
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6.8
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form I, pI 5.8
7.5
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form II, pI 4.8
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SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
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mesenteric vessels, arteries and veins
Manually annotated by BRENDA team
epithelial cells of cornea
Manually annotated by BRENDA team
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MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
30500
x * 30500, deduced from gene sequence, x * 31000, SDS-PAGE
31000
x * 30500, deduced from gene sequence, x * 31000, SDS-PAGE
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SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
?
x * 30500, deduced from gene sequence, x * 31000, SDS-PAGE
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Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
partial
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Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
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LINKS TO OTHER DATABASES (specific for EC-Number 1.1.1.197)
ExplorEnz
ExPASy
KEGG
MetaCyc
SABIO-RK
NCBI: PubMed, Protein, Nucleotide, Structure, Genome, OMIM
IUBMB Enzyme Nomenclature
PROSITE Database of protein families and domains
InterPro (database of protein families, domains and functional sites)