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Literature summary for 1.11.1.20 extracted from

  • Moriuchi, H.; Koda, N.; Okuda-Ashitaka, E.; Daiyasu, H.; Ogasawara, K.; Toh, H.; Ito, S.; Woodward, D.F.; Watanabe, K.
    Molecular characterization of a novel type of prostamide/prostaglandin F synthase, belonging to the thioredoxin-like superfamily (2008), J. Biol. Chem., 283, 792-801.
    View publication on PubMed

Activating Compound

Activating Compound Comment Organism Structure
(NH4)2SO4 stimulates Sus scrofa
ammonium sulfate the activity of the purified recombinant enzyme is stimulated about 4fold by 1.5 M ammonium sulfate Mus musculus

Cloned(Commentary)

Cloned (Comment) Organism
construction of an expression plasmid using polyhistidine-tagged peptide-fused vector and mouse cDNA encoding a 201-amino acid polypeptide with molecular weight of 21669 Da and expression the protein in Escherichia coli Mus musculus
expressed in Escherichia coli BL21(DE3) cells Mus musculus

Protein Variants

Protein Variants Comment Organism
C44S below 1% of wild-type activity Mus musculus
C44S the mutant is almost inactive with less than 1% of wild type activity Mus musculus
C44S/C47S below 1% of wild-type activity Mus musculus
C44S/C47S the mutant is almost inactive with less than 1% of wild type activity Mus musculus
C47S mutant shows reduced activity compared to the wild type enzyme Mus musculus
C47S retains 63% of wild-type activity Mus musculus

Inhibitors

Inhibitors Comment Organism Structure
cumene hydroperoxide competitive inhibition of prostamide F synthase activity Mus musculus

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.001
-
thioredoxin pH 7.0, 24°C Mus musculus
0.0069
-
(5Z,9alpha,11alpha,13E,15S)-9,11-epidioxy-15-hydroxy-prosta-5,13-dienoate pH 7.0, 24°C, i.e. prostaglandin H2 Mus musculus
0.0069
-
H2O2 in 0.1 M KPB (pH 7.0), at 24°C Mus musculus
0.0069
-
prostaglandin H2 in 0.1 M KPB (pH 7.0), at 24°C Mus musculus
0.007
-
(5Z,9alpha,11alpha,13E,15S)-9,11-epidioxy-15-hydroxy-prosta-5,13-dienoate i.e. prostaglandin H2, pH 7.0, 24°C Sus scrofa
0.0076
-
(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 pH 7.0, 24°C, i.e. prostamide H2 Mus musculus
0.0076
-
prostamide H2 in 0.1 M KPB (pH 7.0), at 24°C Mus musculus
0.014
-
(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, pH 7.0, 24°C Sus scrofa
0.026
-
cumene hydroperoxide pH 7.0, 24°C Mus musculus
0.026
-
cumene hydroperoxide in 0.1 M KPB (pH 7.0), at 24°C Mus musculus
0.4
-
tert-butyl hydroperoxide pH 7.0, 24°C Mus musculus
0.4
-
t-butyl hydroperoxide in 0.1 M KPB (pH 7.0), at 24°C Mus musculus
1.6
-
H2O2 pH 7.0, 24°C Mus musculus

Localization

Localization Comment Organism GeneOntology No. Textmining
cytosol
-
Mus musculus 5829
-
endoplasmic reticulum
-
Mus musculus 5783
-

Metals/Ions

Metals/Ions Comment Organism Structure
(NH4)2SO4 1.5 M, stimulates about 4fold Mus musculus

Molecular Weight [Da]

Molecular Weight [Da] Molecular Weight Maximum [Da] Comment Organism
20000
-
SDS-PAGE Mus musculus
20000
-
x * 20000, SDS-PAGE Sus scrofa
21670
-
calculated from amino acid sequence Mus musculus

Organism

Organism UniProt Comment Textmining
Mus musculus Q9DB60
-
-
Sus scrofa A9CQL8
-
-

Purification (Commentary)

Purification (Comment) Organism
-
Sus scrofa
-
Mus musculus
Ni2+-agarose column chromatography and Q Sepharose column chromatography Mus musculus

Source Tissue

Source Tissue Comment Organism Textmining
adrenal gland
-
Mus musculus
-
adrenal gland activity is the highest in spinal cord and brain followed by thymus, adrenal gland, heart, and genital organs Mus musculus
-
brain
-
Sus scrofa
-
brain activity is the highest in spinal cord and brain followed by thymus, adrenal gland, heart, and genital organs Mus musculus
-
brain highest activity in the spinal cord and brain Mus musculus
-
cecum lowest activity in the cecum Mus musculus
-
epididymis
-
Mus musculus
-
heart
-
Mus musculus
-
heart activity is the highest in spinal cord and brain followed by thymus, adrenal gland, heart, and genital organs Mus musculus
-
kidney
-
Mus musculus
-
large intestine
-
Mus musculus
-
liver
-
Mus musculus
-
lung
-
Mus musculus
-
ovary
-
Mus musculus
-
ovary activity is the highest in spinal cord and brain followed by thymus, adrenal gland, heart, and genital organs Mus musculus
-
spinal cord localized in the superficial layer of the dorsal horn, in motor neurons of the ventral horn, and in glia of the white matter of the spinal cord. Activity is the highest in spinal cord and brain followed by thymus, adrenal gland, heart, and genital organs Mus musculus
-
spinal cord highest activity in the spinal cord and brain Mus musculus
-
stomach
-
Mus musculus
-
testis
-
Mus musculus
-
testis activity is the highest in spinal cord and brain followed by thymus, adrenal gland, heart, and genital organs Mus musculus
-
thymus
-
Mus musculus
-
thymus activity is the highest in spinal cord and brain followed by thymus, adrenal gland, heart, and genital organs Mus musculus
-
uterus
-
Mus musculus
-
uterus activity is the highest in spinal cord and brain followed by thymus, adrenal gland, heart, and genital organs Mus musculus
-
vas deferens
-
Mus musculus
-
vesicular gland
-
Mus musculus
-
vesicular gland activity is the highest in spinal cord and brain followed by thymus, adrenal gland, heart, and genital organs Mus musculus
-

Specific Activity [micromol/min/mg]

Specific Activity Minimum [µmol/min/mg] Specific Activity Maximum [µmol/min/mg] Comment Organism
0.053
-
prostamine F synthase activity, pH 7.0, 24°C Sus scrofa
0.062
-
prostaglandin F synthase activity, pH 7.0, 24°C Sus scrofa
0.25
-
prostamine F synthase activity, pH 7.0, 24°C Mus musculus
0.25
-
substrate: tert-butyl hydroperoxide, pH 7.0, 24°C Mus musculus
0.28
-
substrate: cumene hydroperoxide, pH 7.0, 24°C Mus musculus
0.28
-
substrate: H2O2, pH 7.0, 24°C Mus musculus
0.69
-
prostaglandin F synthase activity, pH 7.0, 24°C Mus musculus

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
additional information prostaglandin D2 and prostaglandin E2 are not reduced Mus musculus ?
-
?
additional information neither prostaglandin E2 nor prostamide D2 serve as a substrate even at the concentration of 1.5 mM Mus musculus ?
-
?
additional information the recombinant enzyme requires thioredoxin as a reducing equivalent donor more efficiently than NADPH, NADH, or GSH Mus musculus ?
-
?
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 (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 Sus scrofa thioredoxin disulfide + (5Z,9alpha,11alpha,13E,15S)-9,11,15-trihydroxy-N-(2-hydroxyethyl)prosta-5,13-dien-1-amide (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 (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 Mus musculus thioredoxin disulfide + (5Z,9alpha,11alpha,13E,15S)-9,11,15-trihydroxy-N-(2-hydroxyethyl)prosta-5,13-dien-1-amide (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 (5Z,9alpha,11alpha,13E,15S)-9,11-epidioxy-15-hydroxy-prosta-5,13-dienoate i.e. grostaglandin H2 Sus scrofa thioredoxin disulfide + (5Z,9alpha,11alpha,13E,15S)-9,11,15-trihydroxyprosta-5,13-dienoate (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 (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 Mus musculus thioredoxin disulfide + (5Z,9alpha,11alpha,13E,15S)-9,11,15-trihydroxyprosta-5,13-dienoate (5Z,9alpha,11alpha,13E,15S)-9,11,15-trihydroxyprosta-5,13-dienoate i.e. prostaglandin F2alpha ?
thioredoxin + cumene hydroperoxide
-
Mus musculus thioredoxin disulfide + H2O + 2-phenylpropan-2-ol
-
?
thioredoxin + cumene hydroperoxide
-
Mus musculus thioredoxin disulfide + ?
-
?
thioredoxin + H2O2
-
Mus musculus thioredoxin disulfide + 2 H2O
-
?
thioredoxin + H2O2
-
Mus musculus thioredoxin disulfide + ?
-
?
thioredoxin + prostaglandin H2 prostaglandin H2 is one of the best substrates Mus musculus thioredoxin disulfide + prostaglandin F2alpha
-
?
thioredoxin + prostamide H2 prostamide H2 is one of the best substrates Mus musculus thioredoxin disulfide + prostamide F2alpha
-
?
thioredoxin + t-butyl hydroperoxide
-
Mus musculus thioredoxin disulfide + ?
-
?
thioredoxin + tert-butyl hydroperoxide
-
Mus musculus thioredoxin disulfide + H2O + tert-butanol
-
?

Subunits

Subunits Comment Organism
? x * 20000, SDS-PAGE Sus scrofa
? x * 21670, stimulation by ammonium sulfate suggests that the enzyme may be a dimer or oligomer instead of a monomer, calculated from sequence Mus musculus

Synonyms

Synonyms Comment Organism
PGF prostamide F synthase
-
Mus musculus
prostaglandin F ethanolamide synthase
-
Mus musculus
prostamide F synthase
-
Sus scrofa
prostamide F synthase
-
Mus musculus
prostamide/PGF synthase
-
Sus scrofa
prostamide/PGF synthase
-
Mus musculus

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
24
-
assay at Sus scrofa
24
-
assay at Mus musculus

Turnover Number [1/s]

Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
0.001
-
thioredoxin in 0.1 M KPB (pH 7.0), at 24°C Mus musculus
0.09
-
tert-butyl hydroperoxide pH 7.0, 24°C Mus musculus
0.09
-
(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 pH 7.0, 24°C, i.e. prostamide H2 Mus musculus
0.09
-
t-butyl hydroperoxide in 0.1 M KPB (pH 7.0), at 24°C Mus musculus
0.09
-
prostamide H2 in 0.1 M KPB (pH 7.0), at 24°C Mus musculus
0.1
-
H2O2 pH 7.0, 24°C Mus musculus
0.1
-
cumene hydroperoxide pH 7.0, 24°C Mus musculus
0.1
-
H2O2 in 0.1 M KPB (pH 7.0), at 24°C Mus musculus
0.1
-
cumene hydroperoxide in 0.1 M KPB (pH 7.0), at 24°C Mus musculus
0.25
-
(5Z,9alpha,11alpha,13E,15S)-9,11-epidioxy-15-hydroxy-prosta-5,13-dienoate pH 7.0, 24°C, i.e. prostaglandin H2 Mus musculus
0.25
-
prostaglandin H2 in 0.1 M KPB (pH 7.0), at 24°C Mus musculus

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
7
-
-
Mus musculus
7
-
assay at Sus scrofa
7
-
optimal pH for the prostamide F synthase activity Mus musculus

pH Range

pH Minimum pH Maximum Comment Organism
6.5 8 pH 6.5: about 50% of maximal activity, pH 8.0: about 70% of maximal activity Mus musculus

Cofactor

Cofactor Comment Organism Structure
thioredoxin
-
Mus musculus

kcat/KM [mM/s]

kcat/KM Value [1/mMs-1] kcat/KM Value Maximum [1/mMs-1] Substrate Comment Organism Structure
0.003
-
H2O2 in 0.1 M KPB (pH 7.0), at 24°C Mus musculus
0.22
-
t-butyl hydroperoxide in 0.1 M KPB (pH 7.0), at 24°C Mus musculus
3.9
-
cumene hydroperoxide in 0.1 M KPB (pH 7.0), at 24°C Mus musculus
11.88
-
prostamide H2 in 0.1 M KPB (pH 7.0), at 24°C Mus musculus
35.85
-
prostaglandin H2 in 0.1 M KPB (pH 7.0), at 24°C Mus musculus