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5.3.99.4: prostaglandin-I synthase

This is an abbreviated version!
For detailed information about prostaglandin-I synthase, go to the full flat file.

Word Map on EC 5.3.99.4

Reaction

(5Z,13E,15S)-9alpha,11alpha-epidioxy-15-hydroxyprosta-5,13-dienoate
=
(5Z,13E,15S)-6,9alpha-epoxy-11alpha,15-dihydroxyprosta-5,13-dienoate

Synonyms

Aortic cytochrom P450, CYP8A1, PGI synthase, PGI2 synthase, PGI2 synthetase, PGI2-S, PGIS, prostacyclin synthase, Prostacyclin synthetase, prostacyclin-synthase, prostacyclin/PGI2 synthase, Prostacycline synthetase, prostaglandin I synthase, Prostaglandin I2 synthase, Prostaglandin I2 synthetase, Ptgis, Synthetase, prostacyclin

ECTree

     5 Isomerases
         5.3 Intramolecular oxidoreductases
             5.3.99 Other intramolecular oxidoreductases
                5.3.99.4 prostaglandin-I synthase

Substrates Products

Substrates Products on EC 5.3.99.4 - prostaglandin-I synthase

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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
(5Z,13E)-(15S)-9alpha,11alpha-epidioxy-15-hydroxyprosta-5,13-dienoate
(5Z,13E)-(15S)-6,9alpha-epoxy-11a,15-dihydroxyprosta-5,13-dienoate
show the reaction diagram
-
i.e. prostaglandin H2
prostaglandin I2
?
(5Z,13E,15S)-9alpha,11alpha-epidioxy-15-hydroxyprosta-5,13-dienoate
(5Z,13E,15S)-6,9alpha-epoxy-11alpha,15-dihydroxyprosta-5,13-dienoate
show the reaction diagram
-
-
-
-
?
10-hydroperoxyoctadeca-8,12-dienoic acid
10-oxooctadeca-8,12-dienoic acid + 10-oxodec-8-enoic acid + 10-hydroxyoctadeca-8,12-dienoic acid
show the reaction diagram
-
-
-
-
?
15-hydroperoxyeicosatetraenoic acid
13-hydroxy-14,15-epoxy-5,8,11-eicosatrienoic acid + 15-ketoeicosatetraenoic acid + 13-hydroxy-14,15-epoxy-5,8,11-eicosatrienoic acid + 15-ketoeicosatetraenoic acid
show the reaction diagram
-
13-hydroxy-14,15-epoxy-5,8,11-eicosatrienoic acid and 15-ketoeicosatetraenoic acid result from homolytic cleavage of the O-O bond, whereas 13-hydroxy-14,15-epoxy-5,8,11-eicosatrienoic acid + 15-ketoeicosatetraenoic acid results from heterolytic cleavage. About 80% of substrate is cleaved homolytically, and maximal velocity of homolytic cleavage is about 1.4fold faster than heterolytic cleavage
-
?
15-oxo-Prostaglandin H2
15-oxo-Prostaglandin I2 + ?
show the reaction diagram
5-trans-Prostaglandin H2
?
show the reaction diagram
-
-
-
-
?
8-iso-Prostaglandin H2
?
show the reaction diagram
prostaglandin G2
prostaglandin I2 + 15-hydroperoxyprostacyclin
show the reaction diagram
prostaglandin H1
12-hydroxy-8,10-heptadecadienoic acid + malondialdehyde
show the reaction diagram
-
-
-
-
?
prostaglandin H1
12-hydroxyheptadecadienoic acid + malondialdehyde
show the reaction diagram
prostaglandin H2
6-keto prostaglandin F1-alpha
show the reaction diagram
-
-
-
-
?
Prostaglandin H2
?
show the reaction diagram
prostaglandin H2
prostacyclin
show the reaction diagram
Prostaglandin H2
Prostaglandin I2
show the reaction diagram
Prostaglandin H3
Prostaglandin I3
show the reaction diagram
additional information
?
-
-
fusion protein linking cyclooxygenase COX-2 and prostacyclin synthase together, is able to convert arachidonic acid to prostaglandin G2, prostaglandin H2 and prostaglandin I2. Fusion protein may directly synthesize prostaglandin I2 from arachidonic acid with Km value of 0.0032 mM
-
-
?