Any feedback?
Information on EC 1.1.1.188 - prostaglandin-F synthase
for references in articles please use BRENDA:EC1.1.1.188Please wait a moment until all data is loaded. This message will disappear when all data is loaded.
EC Tree
1.1.1.188 prostaglandin-F synthaseIUBMB Comments
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.
Specify your search results
Word Map
- 1.1.1.188
- aldose
- endometrium
-
estrous
- mpges-1
-
reductase-like
- akr1b3
- synthase-2
-
rho-crystallins
-
ptgfr
-
luteotropic
-
9-ketoreductase
-
alpha-hsds
-
bitch
- medicine
- chlordecone
- synthesis
- drug development
- pharmacology
- molecular biology
The expected taxonomic range for this enzyme is: Bacteria, Eukaryota
Reaction Schemes
Synonyms
pgfs, akr1b7, prostaglandin f synthase, pgf synthase, vas deferens protein, prostamide/pgf synthase, prostaglandin f synthetase, pgd2 11-ketoreductase, pgf2alpha synthase, p100/11e, 
more
topPlease wait a moment until the data is sorted. This message will disappear when the data is sorted.
SYNONYM 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
AKR1B1
AKR1C3
aldo-keto reductase
LBRM2904_31.2170
m-PGFS
NADPH-dependent prostaglandin D2 11-keto reductase
-
-
-
-
PGD 11-ketoreductase
PGD2 11-ketoreductase
PGF
PGF synthase
PGF2alpha synthase
PGF2S
PGFS
PGFSI
-
-
-
-
PGFSII
-
-
-
-
PGH 9-,11-endoperoxide reductase
PGH2 9-,11-endoperoxide reductase
prostaglandin 11-keto reductase
-
-
-
-
prostaglandin 11-ketoreductase
-
-
-
-
prostaglandin D2-ketoreductase
-
-
-
-
prostaglandin F synthase
prostaglandin F synthetase
-
-
-
-
prostaglandin F2alpha synthase
prostaglandin F2alpha-synthase
prostaglandin-D2 11-reductase
-
-
-
-
prostamide/PGF synthase
prostamide/prostaglandin F synthase
reductase, 15-hydroxy-11-oxoprostaglandin
-
-
-
-
synthetase, prostaglandin F2alpha
-
-
-
-
Tc00.1047053508461.80
Tc00.1047053511287.49
TCDM_00059
TrcrA.00019.a.B1
additional information
PGD2 11-ketoreductase
-
-
-
-
PGF synthase
-
-
-
-
PGF2alpha synthase
-
-
-
-
prostaglandin F synthase
-
-
-
-
additional information
-
enzyme belongs to the AKR aldo-keto-reductase superfamily
additional information
-
enzyme belongs to the AKR aldo-keto-reductase superfamily
additional information
enzyme also shows 3alpha-hydroxysteroid dehydrogenase type II activity, i.e. 3alpha-HSD
additional information
enzyme belongs to the aldo-keto reductase AKR family, enzyme also shows 3alpha-hydroxysteroid dehydrogenase type II activity, i.e. 3alpha-HSD
additional information
-
enzyme belongs to the AKR aldo-keto-reductase superfamily
additional information
-
enzyme belongs to the AKR aldo-keto-reductase superfamily
additional information
-
enzyme belongs to the AKR aldo-keto reductase superfamily
additional information
-
enzyme belongs to the AKR aldo-keto reductase superfamily
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
REACTION
REACTION DIAGRAM
COMMENTARY
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+
(5Z,13E)-(15S)-9alpha,11alpha,15-trihydroxyprosta-5,13-dienoate + NADP+ = (5Z,13E)-(15S)-9alpha,15-dihydroxy-11-oxoprosta-5,13-dienoate + NADPH + H+
-
-
-
-
(5Z,13E)-(15S)-9alpha,11alpha,15-trihydroxyprosta-5,13-dienoate + NADP+ = (5Z,13E)-(15S)-9alpha,15-dihydroxy-11-oxoprosta-5,13-dienoate + NADPH + H+
active site structure, enzyme also shows 3alpha-hydroxysteroid dehydrogenase type II activity, i.e. 3alpha-HSD
(5Z,13E)-(15S)-9alpha,11alpha,15-trihydroxyprosta-5,13-dienoate + NADP+ = (5Z,13E)-(15S)-9alpha,15-dihydroxy-11-oxoprosta-5,13-dienoate + NADPH + H+
substrate binding and catalytic mechanism, catalytic site residues are Y55 and H117, enzyme also shows 3alpha-hydroxysteroid dehydrogenase type II activity, i.e. 3alpha-HSD
(5Z,13E)-(15S)-9alpha,11alpha,15-trihydroxyprosta-5,13-dienoate + NADP+ = (5Z,13E)-(15S)-9alpha,15-dihydroxy-11-oxoprosta-5,13-dienoate + NADPH + H+
Tyr55 is critical for the reaction, the reactions with different substrates might follow different mechanisms
-
(5Z,13E)-(15S)-9alpha,11alpha,15-trihydroxyprosta-5,13-dienoate + NADP+ = (5Z,13E)-(15S)-9alpha,15-dihydroxy-11-oxoprosta-5,13-dienoate + NADPH + H+
catalytic mechanisms, the catalytic sites for PGD2 11-ketoreductase and PGH2 9,11-endoperoxide reductase activities are located differently in the active site cavity, residue Y55 is important for the PGD2 11-ketoreductase activity, but not for the PGH2 9,11-endoperoxide reductase activity, involved structural features, overview
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
oxidation
-
-
-
-
redox reaction
-
-
-
-
reduction
reduction
-
-
-
-
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
PATHWAY SOURCE
PATHWAYS
BRENDA
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
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.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
CAS REGISTRY NUMBER
COMMENTARY
55976-95-9
-
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
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)-9alpha,11alpha,15-trihydroxyprosta-5,13-dienoate + NADP+
(5Z,13E)-(15S)-9alpha,15-dihydroxy-11-oxoprosta-5,13-dienoate + NADPH + H+
(5Z,13E)-(15S)-9alpha,11beta,15-trihydroxyprosta-5,13-dienoate + NADP+
(5Z,13E)-(15S)-9alpha,15-dihydroxy-11-oxoprosta-5,13-dienoate + NADPH + H+
-
-
-
?
(5Z,13E)-(15S)-9alpha,15-dihydroxy-11-oxoprosta-5,13-dienoate + NADPH
(5Z,13E)-(15S)-9alpha,11alpha,15-trihydroxyprosta-5,13-dienoate + NADP+
(5Z,13E)-(15S)-9alpha,15-dihydroxy-11-oxoprosta-5,13-dienoate + NADPH
(5Z,13E)-(15S)-9alpha,11beta,15-trihydroxyprosta-5,13-dienoate + NADP+
5beta-androstane-3,17-dione + NADPH
5beta-androstan-3alpha-ol-17-one + NADP+
-
-
-
-
r
9alpha,11beta-prostaglandin F2 + NADPH + H+
prostaglandin D2 + NADP+
-
-
-
r
prostaglandin D2 + NADP+
9alpha,11beta-prostaglandin F2 + NADPH + H+
-
-
-
r
prostaglandin D2 + NADPH + H+
9-alpha,11-beta-prostaglandin F2 + NADP+
-
-
-
-
?
prostaglandin D2 + NADPH + H+
9alpha,11beta-prostaglandin F2alpha + NADP+
-
-
-
r
prostaglandin D2 + NADPH + H+
9alpha,11beta-prostaglandin F2alphabeta + NADP+
-
-
-
?
prostaglandin D2 ethanolamide + NADPH
prostaglandin 9alpha,11beta-F2 ethanolamide + NADP+
i.e. prostamide D2
i.e. 91lpha,11beta-prostamide F2
-
?
prostaglandin H2 + NADPH + H+
(5Z,13E)-(15S)-9alpha,11alpha,15-trihydroxyprosta-5,13-dienoate + NADP+
prostaglandin H2 + NADPH + H+
prostaglandin 9alpha,11beta-F2 + NADP+
-
-
-
?
prostamide H2 + NADPH + H+
prostamide F2alpha + NADP+
-
about 70% of prostamide H2 is converted to prostamide F2alpha after 2 min at 37°C
-
-
?
(5Z,13E)-(15S)-9alpha,11alpha,15-trihydroxyprosta-5,13-dienoate + NADP+
(5Z,13E)-(15S)-9alpha,15-dihydroxy-11-oxoprosta-5,13-dienoate + NADPH + H+
-
-
-
?
(5Z,13E)-(15S)-9alpha,11alpha,15-trihydroxyprosta-5,13-dienoate + NADP+
(5Z,13E)-(15S)-9alpha,15-dihydroxy-11-oxoprosta-5,13-dienoate + NADPH + H+
-
-
-
?
(5Z,13E)-(15S)-9alpha,11alpha,15-trihydroxyprosta-5,13-dienoate + NADP+
(5Z,13E)-(15S)-9alpha,15-dihydroxy-11-oxoprosta-5,13-dienoate + NADPH + H+
-
-
-
?
(5Z,13E)-(15S)-9alpha,11alpha,15-trihydroxyprosta-5,13-dienoate + NADP+
(5Z,13E)-(15S)-9alpha,15-dihydroxy-11-oxoprosta-5,13-dienoate + NADPH + H+
-
-
-
?
(5Z,13E)-(15S)-9alpha,11alpha,15-trihydroxyprosta-5,13-dienoate + NADP+
(5Z,13E)-(15S)-9alpha,15-dihydroxy-11-oxoprosta-5,13-dienoate + NADPH + H+
-
-
-
?
(5Z,13E)-(15S)-9alpha,15-dihydroxy-11-oxoprosta-5,13-dienoate + NADPH
(5Z,13E)-(15S)-9alpha,11alpha,15-trihydroxyprosta-5,13-dienoate + NADP+
-
-
-
-
?
(5Z,13E)-(15S)-9alpha,15-dihydroxy-11-oxoprosta-5,13-dienoate + NADPH
(5Z,13E)-(15S)-9alpha,11alpha,15-trihydroxyprosta-5,13-dienoate + NADP+
-
-
-
-
?
(5Z,13E)-(15S)-9alpha,15-dihydroxy-11-oxoprosta-5,13-dienoate + NADPH
(5Z,13E)-(15S)-9alpha,11alpha,15-trihydroxyprosta-5,13-dienoate + NADP+
-
-
-
-
?
(5Z,13E)-(15S)-9alpha,15-dihydroxy-11-oxoprosta-5,13-dienoate + NADPH
(5Z,13E)-(15S)-9alpha,11alpha,15-trihydroxyprosta-5,13-dienoate + NADP+
-
-
-
-
ir
(5Z,13E)-(15S)-9alpha,15-dihydroxy-11-oxoprosta-5,13-dienoate + NADPH
(5Z,13E)-(15S)-9alpha,11alpha,15-trihydroxyprosta-5,13-dienoate + NADP+
-
transformation of endogenous prostaglandin D2 to prostaglandin F2alpha
-
-
?
(5Z,13E)-(15S)-9alpha,15-dihydroxy-11-oxoprosta-5,13-dienoate + NADPH
(5Z,13E)-(15S)-9alpha,11alpha,15-trihydroxyprosta-5,13-dienoate + NADP+
-
-
-
-
?
(5Z,13E)-(15S)-9alpha,15-dihydroxy-11-oxoprosta-5,13-dienoate + NADPH
(5Z,13E)-(15S)-9alpha,11alpha,15-trihydroxyprosta-5,13-dienoate + NADP+
-
prostaglandin F2alpha exhibits contraction of smooth muscles in the uterus, brochus trachea, luteolysis, the initiation of partutition and pain transmission
-
-
?
(5Z,13E)-(15S)-9alpha,15-dihydroxy-11-oxoprosta-5,13-dienoate + NADPH
(5Z,13E)-(15S)-9alpha,11beta,15-trihydroxyprosta-5,13-dienoate + NADP+
-
-
-
-
?
(5Z,13E)-(15S)-9alpha,15-dihydroxy-11-oxoprosta-5,13-dienoate + NADPH
(5Z,13E)-(15S)-9alpha,11beta,15-trihydroxyprosta-5,13-dienoate + NADP+
-
-
-
-
?
4-nitrobenzaldehyde + NADPH
4-nitrobenzyl alcohol + NADP+
-
-
-
-
?
9,10-phenanthrenequinone + NADPH
?
-
-
-
-
?
prostaglandin D2 + NADPH + H+
9alpha,11alpha-prostaglandin F2alpha + NADP+
-
reaction via formation of the endoperoxide ethanolamide intermediate prostaglandin H2
-
-
?
prostaglandin D2 + NADPH + H+
9alpha,11alpha-prostaglandin F2alpha + NADP+
-
-
-
-
?
prostaglandin D2 + NADPH + H+
9alpha,11beta-prostaglandin F2 + NADP+
-
-
-
?
prostaglandin D2 + NADPH + H+
9alpha,11beta-prostaglandin F2 + NADP+
-
-
-
?
prostaglandin D2 + NADPH + H+
prostaglandin 9alpha,11beta-F2 + NADP+
-
-
product is involved in bronchial, vascular, and arterial smooth muscle contraction, product inhibits platelet aggregation and activates urinary excretion, i.e. 11-epi PGF2alpha
-
?
prostaglandin D2 + NADPH + H+
prostaglandin 9alpha,11beta-F2 + NADP+
-
amino acid residues Arg27, Arg91, His170, Arg223, and Asn306 are involved in substrate binding
-
-
?
prostaglandin D2 + NADPH + H+
prostaglandin 9alpha,11beta-F2 + NADP+
-
-
-
?
prostaglandin D2 + NADPH + H+
prostaglandin 9alpha,11beta-F2 + NADP+
-
-
-
?
prostaglandin D2 + NADPH + H+
prostaglandin 9alpha,11beta-F2 + NADP+
-
-
product is involved in bronchial, vascular, and arterial smooth muscle contraction, product inhibits platelet aggregation and activates urinary excretion, i.e. 11-epi PGF2alpha
-
?
prostaglandin D2 + NADPH + H+
prostaglandin 9alpha,11beta-F2 + NADP+
-
-
product is involved in bronchial, vascular, and arterial smooth muscle contraction, product inhibits platelet aggregation and activates urinary excretion, i.e. 11-epi PGF2alpha
-
?
prostaglandin D2 + NADPH + H+
prostaglandin 9alpha,11beta-F2 + NADP+
-
-
product is involved in bronchial, vascular, and arterial smooth muscle contraction, product inhibits platelet aggregation and activates urinary excretion, i.e. 11-epi PGF2alpha
-
?
prostaglandin H2 + NADP+
prostaglandin F2alpha + NADPH + H+
-
-
-
?
prostaglandin H2 + NADP+
prostaglandin F2alpha + NADPH + H+
-
-
-
?
prostaglandin H2 + NADPH + H+
(5Z,13E)-(15S)-9alpha,11alpha,15-trihydroxyprosta-5,13-dienoate + NADP+
-
-
-
-
?
prostaglandin H2 + NADPH + H+
(5Z,13E)-(15S)-9alpha,11alpha,15-trihydroxyprosta-5,13-dienoate + NADP+
-
-
-
-
?
prostaglandin H2 + NADPH + H+
(5Z,13E)-(15S)-9alpha,11alpha,15-trihydroxyprosta-5,13-dienoate + NADP+
aldo-keto reductase has prostaglandin F2alpha synthase activity. AKR1B1 is a more efficient prostaglandin F2alpha synthase than AKR1C3
-
-
?
prostaglandin H2 + NADPH + H+
(5Z,13E)-(15S)-9alpha,11alpha,15-trihydroxyprosta-5,13-dienoate + NADP+
-
aldo-keto reductases AKR1B3 and AKR1B7 have prostaglandin F2alpha synthase activity
-
-
?
prostaglandin H2 + NADPH + H+
(5Z,13E)-(15S)-9alpha,11alpha,15-trihydroxyprosta-5,13-dienoate + NADP+
-
-
-
-
?
prostaglandin H2 + NADPH + H+
9alpha,11alpha-prostaglandin F2alpha + NADP+
-
-
-
-
?
prostaglandin H2 + NADPH + H+
9alpha,11alpha-prostaglandin F2alpha + NADP+
-
-
-
?
prostaglandin H2 + NADPH + H+
9alpha,11beta-prostaglandin F2 + NADP+
-
-
-
?
prostaglandin H2 + NADPH + H+
9alpha,11beta-prostaglandin F2 + NADP+
-
-
-
-
?
prostaglandin H2 + NADPH + H+
prostaglandin F2alpha + NADP+
-
enzyme also shows PGH2 9-,11-endoperoxide reductase activity
-
-
?
prostaglandin H2 + NADPH + H+
prostaglandin F2alpha + NADP+
-
His170 is involved in binding, and Asn306 is critical for catalytic activity
-
-
?
prostaglandin H2 + NADPH + H+
prostaglandin F2alpha + NADP+
-
-
-
?
prostaglandin H2 + NADPH + H+
prostaglandin F2alpha + NADP+
-
enzyme also shows PGH2 9-,11-endoperoxide reductase activity
-
-
?