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5.3.99.5: thromboxane-A synthase

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

Word Map on EC 5.3.99.5

Reaction

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

Synonyms

CYP5A1, Synthetase, thromboxane, TBXAS1, Thromboxan synthetase, thromboxane A synthase 1, thromboxane A-synthase, thromboxane A2 synthase, thromboxane A2 synthase 1, Thromboxane A2 synthetase, thromboxane synthase, Thromboxane synthetase, TXA synthase, TxA-synthase, TXA2 synthase, TXAS, TXS, TXSA, TxSI

ECTree

     5 Isomerases
         5.3 Intramolecular oxidoreductases
             5.3.99 Other intramolecular oxidoreductases
                5.3.99.5 thromboxane-A synthase

Substrates Products

Substrates Products on EC 5.3.99.5 - thromboxane-A 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)-9a,11a-epoxy-15-hydroxythromboxa-5,13-dienoate
show the reaction diagram
-
-
i.e. TXA2
?
(5Z,13E)-(15S)-9alpha,11alpha-epidioxy-15-hydroxyprosta-5,13-dienoate
(5Z,13E)-(15S)-9alpha,11alpha-epoxy-15-hydroxythromboxa-5,13-dienoate
show the reaction diagram
(5Z,13E)-(15S)-9alpha,11alpha-epidioxy-15-hydroxyprosta-5,13-dienoate
12-L-hydroxy-5,8,10-heptadecaotrienoic acid + malondialdehyde
show the reaction diagram
15(S)-Hydroxy-11alpha,9alpha-epoxymethano-5(Z),13(E)-prostadienoic acid
?
show the reaction diagram
-
in presence of iodosylbenzene
3 different hydroxylated derivatives of 15(S)-hydroxy-11alpha,9alpha-epoxymethano-5(Z),13(E)-prostadienoic acid
?
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 60% of substrate is cleaved homolytically, and maximal velocity of homolytic cleavage is about 1.4fold faster than heterolytic cleavage
-
?
15-hydroxy-9alpha,11alpha-peroxiprosta-5,13-dienoic acid
?
show the reaction diagram
-
-
-
-
?
15-Ketoprostaglandin H2
?
show the reaction diagram
-
-
-
-
?
2 prostaglandin G2
15-hydroperoxythromboxane A2 + 12-hydroperoxy-5,8,10-heptadecatrienoic acid
show the reaction diagram
-
i.e. PGG2
the reaction products are transformed to thromboxane B2 and 12-hydroxy-5,8,10-heptadecatrienoic acid by SnCl2 reduction and to 12-keto-5,8,10-heptadecatrienoic acid and 15-ketothromboxane B2 by lead tetraacetate dehydration
?
2 prostaglandin G2 + H2O
15-hydroperoxythromboxane B2 + 12-hydroperoxy-5,8,10-heptadecatrienoic acid
show the reaction diagram
2 prostaglandin H3 + H2O
thromboxane B3 + 12(L)-hydroxy-5,8,10,14-heptadecatetraenoic acid + malondialdehyde
show the reaction diagram
-
-
the ratio of thromboxane to C17 hydroxyfatty acid formation is 1:1. Thromboxane A2 is fully transformed to thromboxane B2
?
8-Isoprostaglandin H2
8-cis-12-Hydroperoxy-5,8,10-heptadecatrienoic acid
show the reaction diagram
-
-
-
?
prostaglandin E2
thromboxane A2 + ?
show the reaction diagram
-
-
thromoboxane A2 is non-enzymatically converted to thromboxane B2, which is secretion is measured to analyze the enzyme activity
-
?
prostaglandin H1
12(L)-hydroxy-8,10-heptadecadienoic acid + thromboxane B1
show the reaction diagram
prostaglandin H2
thromboxane A2
show the reaction diagram
Prostaglandin H2
thromboxane B2 + 12(L)-hydroxy-5,8,10-heptadecatrienoic acid
show the reaction diagram
prostaglandin H2
thromboxane B2 + 12(S)-hydroxy-5,8,10-heptadecatrienoic acid
show the reaction diagram
Prostaglandin H3
Thromboxane B3 + DELTA14-12-hydroperoxy-5,8,10-heptadecatrienoic acid
show the reaction diagram
-
-
-
?
additional information
?
-