1.11.1.20: prostamide/prostaglandin F2alpha synthase

This is an abbreviated version!
For detailed information about prostamide/prostaglandin F2alpha synthase, go to the full flat file.

Reaction

Synonyms

PGF prostamide F synthase, PM/PGFS, Pmpgfs, prostaglandin F ethanolamide synthase, prostamide F synthase, prostamide/PGF synthase, prostamide/prostaglandin F synthase

ECTree

     1 Oxidoreductases

         1.11 Acting on a peroxide as acceptor

             1.11.1 Peroxidases

                1.11.1.20 prostamide/prostaglandin F2alpha synthase

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Results	in table
2	Activating Compound
15	AA Sequence
2	Cloned(Commentary)
2	Cofactor
1	Expression
3	General Information
2	Inhibitors
5	kcat/KM [mM/s]
13	KM Value [mM]
3	Localization
1	Metals/Ions
3	Molecular Weight [Da]
10	Natural Substrates/ Products (Substrates)
8	Organism
8	Pathway
3	pH Optimum
1	pH Range
6	Protein Variants
3	Purification (Commentary)
1	Reaction
8	Reference
45	Source Tissue
7	Specific Activity [micromol/min/mg]
25	Substrates and Products (Substrate)
2	Subunits
15	Synonyms
1	Systematic Name
2	Temperature Optimum [°C]
11	Turnover Number [1/s]

Substrates Products

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Substrates Products on EC 1.11.1.20 - prostamide/prostaglandin F2alpha synthase

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SUBSTRATE

PRODUCT                       

REACTION DIAGRAM

ORGANISM

UNIPROT

COMMENTARY
(Substrate)

LITERATURE
(Substrate)

COMMENTARY
(Product)

LITERATURE
(Product)

Reversibility
r=reversible
ir=irreversible
?=not specified

prostaglandin H2 + reduced thioredoxin

prostaglandin F2alpha + oxidized thioredoxin

Mus musculus

-

-

765698

-

-

?

prostamide F2alpha + oxidized thioredoxin

prostamide H2 + reduced thioredoxin

Mus musculus

-

-

740711, 741103

-

-

?

prostamide H2 + reduced thioredoxin

prostamide F2alpha + oxidized thioredoxin

2 entries

thioredoxin + (5Z)-N-(2-hydroxyethyl)-7-[(1R,4S,5R,6R)-6-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-2,3-dioxabicyclo[2.2.1]hept-5-yl]hept-5-enamide

thioredoxin disulfide + (5Z,9alpha,11alpha,13E,15S)-9,11,15-trihydroxy-N-(2-hydroxyethyl)prosta-5,13-dien-1-amide

3 entries

thioredoxin + (5Z,9alpha,11alpha,13E,15S)-9,11-epidioxy-15-hydroxy-prosta-5,13-dienoate

thioredoxin disulfide + (5Z,9alpha,11alpha,13E,15S)-9,11,15-trihydroxyprosta-5,13-dienoate

4 entries

thioredoxin + cumene hydroperoxide

thioredoxin disulfide + ?

Mus musculus

Q9DB60

-

687797

-

-

?

thioredoxin + cumene hydroperoxide

thioredoxin disulfide + H2O + 2-phenylpropan-2-ol

Mus musculus

Q9DB60

-

687797

-

-

?

thioredoxin + H2O2

thioredoxin disulfide + 2 H2O

Mus musculus

Q9DB60

-

687797

-

-

?

thioredoxin + H2O2

thioredoxin disulfide + ?

Mus musculus

Q9DB60

-

687797

-

-

?

thioredoxin + prostaglandin H2

thioredoxin disulfide + prostaglandin F2alpha

2 entries

thioredoxin + prostamide H2

thioredoxin disulfide + prostamide F2alpha

2 entries

thioredoxin + t-butyl hydroperoxide

thioredoxin disulfide + ?

Mus musculus

Q9DB60

-

687797

-

-

?

thioredoxin + tert-butyl hydroperoxide

thioredoxin disulfide + H2O + tert-butanol

Mus musculus

Q9DB60

-

687797

-

-

?

additional information

?

-

6 entries

prostamide H2 + reduced thioredoxin

prostamide F2alpha + oxidized thioredoxin

Mus musculus

-

-

765698

-

-

?

prostamide H2 + reduced thioredoxin

prostamide F2alpha + oxidized thioredoxin

Rattus norvegicus

-

-

740108

-

-

?

thioredoxin + (5Z)-N-(2-hydroxyethyl)-7-[(1R,4S,5R,6R)-6-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-2,3-dioxabicyclo[2.2.1]hept-5-yl]hept-5-enamide

thioredoxin disulfide + (5Z,9alpha,11alpha,13E,15S)-9,11,15-trihydroxy-N-(2-hydroxyethyl)prosta-5,13-dien-1-amide

Mus musculus

-

(5Z)-N-(2-hydroxyethyl)-7-[(1R,4S,5R,6R)-6-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-2,3-dioxabicyclo[2.2.1]hept-5-yl]hept-5-enamide i.e. prostamide H2. The product of the reaction prostamide F2alpha is a COX-2-catalyzed metabolite of arachidonoyl ethanolamide that induces important pharmacological actions via interaction with a putative prostamide receptor

707934

(5Z,9alpha,11alpha,13E,15S)-9,11,15-trihydroxy-N-(2-hydroxyethyl)prosta-5,13-dien-1-amide i.e. prostamide F2alpha

-

?

thioredoxin + (5Z)-N-(2-hydroxyethyl)-7-[(1R,4S,5R,6R)-6-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-2,3-dioxabicyclo[2.2.1]hept-5-yl]hept-5-enamide

thioredoxin disulfide + (5Z,9alpha,11alpha,13E,15S)-9,11,15-trihydroxy-N-(2-hydroxyethyl)prosta-5,13-dien-1-amide

Mus musculus

Q9DB60

(5Z)-N-(2-hydroxyethyl)-7-[(1R,4S,5R,6R)-6-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-2,3-dioxabicyclo[2.2.1]hept-5-yl]hept-5-enamide i.e. prostamide H2. Prostaglandin H2 and prostamide H2 are the best substrates

687797

(5Z,9alpha,11alpha,13E,15S)-9,11,15-trihydroxy-N-(2-hydroxyethyl)prosta-5,13-dien-1-amide i.e. prostamide F2alpha

-

?

thioredoxin + (5Z)-N-(2-hydroxyethyl)-7-[(1R,4S,5R,6R)-6-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-2,3-dioxabicyclo[2.2.1]hept-5-yl]hept-5-enamide

thioredoxin disulfide + (5Z,9alpha,11alpha,13E,15S)-9,11,15-trihydroxy-N-(2-hydroxyethyl)prosta-5,13-dien-1-amide

Sus scrofa

A9CQL8

(5Z)-N-(2-hydroxyethyl)-7-[(1R,4S,5R,6R)-6-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-2,3-dioxabicyclo[2.2.1]hept-5-yl]hept-5-enamide i.e. prostamide H2

687797

(5Z,9alpha,11alpha,13E,15S)-9,11,15-trihydroxy-N-(2-hydroxyethyl)prosta-5,13-dien-1-amide i.e. prostamide F2alpha

-

?

thioredoxin + (5Z,9alpha,11alpha,13E,15S)-9,11-epidioxy-15-hydroxy-prosta-5,13-dienoate

thioredoxin disulfide + (5Z,9alpha,11alpha,13E,15S)-9,11,15-trihydroxyprosta-5,13-dienoate

Mus musculus

-

(5Z,9alpha,11alpha,13E,15S)-9,11-epidioxy-15-hydroxy-prosta-5,13-dienoate i.e. prostaglandin H2. The product of the reaction prostaglandin F2alpha induces luteolysis in the estrous cycle and plays essential roles in parturition with its strong uterine contractile actions and has vasoconstriction and bronchoconstriction activities. PGF2alpha exerts these biological functions by binding to the FP receptor, a G-protein-coupled receptor that signals through Gq-mediated increases in intracellular calcium

707934

(5Z,9alpha,11alpha,13E,15S)-9,11,15-trihydroxyprosta-5,13-dienoate i.e. prostaglandin F2alpha

-

?

thioredoxin + (5Z,9alpha,11alpha,13E,15S)-9,11-epidioxy-15-hydroxy-prosta-5,13-dienoate

thioredoxin disulfide + (5Z,9alpha,11alpha,13E,15S)-9,11,15-trihydroxyprosta-5,13-dienoate

Mus musculus

Q9DB60

(5Z,9alpha,11alpha,13E,15S)-9,11-epidioxy-15-hydroxy-prosta-5,13-dienoate i.e. prostaglandin H2. Prostaglandin H2 and prostamide H2 are the best substrates. Cys44 is essential for the catalytic activity of prostamide/PGF synthase

687797

(5Z,9alpha,11alpha,13E,15S)-9,11,15-trihydroxyprosta-5,13-dienoate i.e. prostaglandin F2alpha

-

?

thioredoxin + (5Z,9alpha,11alpha,13E,15S)-9,11-epidioxy-15-hydroxy-prosta-5,13-dienoate

thioredoxin disulfide + (5Z,9alpha,11alpha,13E,15S)-9,11,15-trihydroxyprosta-5,13-dienoate

Mus musculus

-

i.e. prostamide H2

743717

-

-

?

thioredoxin + (5Z,9alpha,11alpha,13E,15S)-9,11-epidioxy-15-hydroxy-prosta-5,13-dienoate

thioredoxin disulfide + (5Z,9alpha,11alpha,13E,15S)-9,11,15-trihydroxyprosta-5,13-dienoate

Sus scrofa

A9CQL8

(5Z,9alpha,11alpha,13E,15S)-9,11-epidioxy-15-hydroxy-prosta-5,13-dienoate i.e. grostaglandin H2

687797

(5Z,9alpha,11alpha,13E,15S)-9,11,15-trihydroxyprosta-5,13-dienoate i.e. prostaglandin F2alpha

-

?

thioredoxin + prostaglandin H2

thioredoxin disulfide + prostaglandin F2alpha

Mus musculus

-

-

707934

-

-

?

thioredoxin + prostaglandin H2

thioredoxin disulfide + prostaglandin F2alpha

Mus musculus

Q9DB60

prostaglandin H2 is one of the best substrates

687797

-

-

?

thioredoxin + prostamide H2

thioredoxin disulfide + prostamide F2alpha

Mus musculus

-

-

707934

-

-

?

thioredoxin + prostamide H2

thioredoxin disulfide + prostamide F2alpha

Mus musculus

Q9DB60

prostamide H2 is one of the best substrates

687797

-

-

?

additional information

?

-

Mus musculus

Q9DB60

prostaglandin D2 and prostaglandin E2 are not reduced

687797

-

-

?

additional information

?

-

Mus musculus

-

prostaglandin D2 and prostaglandin E2 are not reduced

687797

-

-

?

additional information

?

-

Mus musculus

Q9DB60

neither prostaglandin E2 nor prostamide D2 serve as a substrate even at the concentration of 1.5 mM

687797

-

-

?

additional information

?

-

Mus musculus

-

neither prostaglandin E2 nor prostamide D2 serve as a substrate even at the concentration of 1.5 mM

687797

-

-

?

additional information

?

-

Mus musculus

Q9DB60

the recombinant enzyme requires thioredoxin as a reducing equivalent donor more efficiently than NADPH, NADH, or GSH

687797

-

-

?

additional information

?

-

Mus musculus

-

the recombinant enzyme requires thioredoxin as a reducing equivalent donor more efficiently than NADPH, NADH, or GSH

687797

-

-

?