BRENDA - Enzyme Database

Inhibition of indoleamine 2,3-dioxygenase activity by fatty acids and prostaglandins A structure function analysis

Costabile, M.; Bassal, N.K.; Gerber, J.P.; Hughes, B.P.; Prostaglandins Leukot. Essent. Fatty Acids 122, 7-15 (2017) View publication on PubMed

Data extracted from this reference:

Application
EC Number
Application
Commentary
Organism
1.13.11.52
pharmacology
IDO-1 is a target for pharmacological inhibition in the treatment of cancer
Homo sapiens
Inhibitors
EC Number
Inhibitors
Commentary
Organism
Structure
1.13.11.52
(10Z,13Z)-nonadecadienoic acid
32% inhibition at 0.02 mM
Homo sapiens
1.13.11.52
(11Z,14Z)-eicosadienoic acid
42% inhibition at 0.02 mM
Homo sapiens
1.13.11.52
(11Z,14Z,17Z)-eisosatrienoic acid
19% inhibition at 0.02 mM
Homo sapiens
1.13.11.52
(12Z,15Z)-heneicosadienoic acid
39% inhibition at 0.02 mM
Homo sapiens
1.13.11.52
(13Z,16Z)-docosadienoic acid
39% inhibition at 0.02 mM
Homo sapiens
1.13.11.52
(13Z,16Z,19Z)-docosatrienoic acid
52% inhibition at 0.02 mM
Homo sapiens
1.13.11.52
(4Z,7Z,10Z,13Z,16Z)-docosapentaenoic acid
48% inhibition at 0.02 mM
Homo sapiens
1.13.11.52
(4Z,7Z,10Z,13Z,16Z,19Z)-Docosahexaenoic acid
35% inhibition at 0.02 mM
Homo sapiens
1.13.11.52
(5Z,8Z)-7,7-dimethyl-5,8-eicosadienoic acid
29% inhibition at 0.02 mM
Homo sapiens
1.13.11.52
(5Z,8Z)-eicosadienoic acid
42% inhibition at 0.02 mM
Homo sapiens
1.13.11.52
(5Z,8Z,11Z)-eisosatrienoic acid
45% inhibition at 0.02 mM
Homo sapiens
1.13.11.52
(5Z,8Z,11Z,14Z)-eicosatetraenoic acid
55% inhibition at 0.02 mM; 80% inhibition at 0.02 mM
Homo sapiens
1.13.11.52
(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoic acid
19% inhibition at 0.02 mM
Homo sapiens
1.13.11.52
(7Z,10Z,13Z,16Z)-docosatetraenoic acid
42% inhibition at 0.02 mM
Homo sapiens
1.13.11.52
(8Z,11Z,14Z)-eisosatrienoic acid
68% inhibition at 0.02 mM
Homo sapiens
1.13.11.52
(9E,11Z)-octadecadienoic acid
26% inhibition at 0.02 mM
Homo sapiens
1.13.11.52
(9E,12E)-octadecadienoic acid
23% inhibition at 0.02 mM
Homo sapiens
1.13.11.52
(9Z,12Z)-octadecadienoic acid
16% inhibition at 0.02 mM
Homo sapiens
1.13.11.52
(9Z,12Z,15Z)-octadecatrienoic acid
23% inhibition at 0.02 mM
Homo sapiens
1.13.11.52
15-deoxy-DELTA12,14-prostaglandin
-
Homo sapiens
1.13.11.52
arachidonate
-
Homo sapiens
1.13.11.52
additional information
inhibition of indoleamine 2,3-dioxygenase activity by fatty acids, eicosanoids and prostaglandins, structure-function-analysis, overview. No inhibition by (6Z,9Z,12Z)-octadecatrienoic and (6Z,9Z,12Z,15Z)-octadecatetraenoic
Homo sapiens
1.13.11.52
prostaglandin (19R)-hydroxy-PGE2
-
Homo sapiens
1.13.11.52
prostaglandin 13,14-dihydro-15-oxo-PGE2
-
Homo sapiens
1.13.11.52
prostaglandin 15-oxo-PGE2
-
Homo sapiens
1.13.11.52
prostaglandin 15-oxo-PGF2alpha
-
Homo sapiens
1.13.11.52
prostaglandin 20-hydroxy PGE2
-
Homo sapiens
1.13.11.52
prostaglandin DELTA12-PGJ2
-
Homo sapiens
1.13.11.52
prostaglandin PGA2
-
Homo sapiens
1.13.11.52
prostaglandin PGD2
-
Homo sapiens
1.13.11.52
prostaglandin PGD2 ethanolamide
-
Homo sapiens
1.13.11.52
prostaglandin PGE2
-
Homo sapiens
1.13.11.52
prostaglandin PGE2 ethanolamide
-
Homo sapiens
1.13.11.52
prostaglandin PGF2beta
-
Homo sapiens
1.13.11.52
prostaglandin PGG2
-
Homo sapiens
1.13.11.52
prostaglandin PGH2
-
Homo sapiens
1.13.11.52
prostaglandin PGJ2
-
Homo sapiens
Organism
EC Number
Organism
UniProt
Commentary
Textmining
1.13.11.52
Homo sapiens
-
-
-
Synonyms
EC Number
Synonyms
Commentary
Organism
1.13.11.52
IDO-1
-
Homo sapiens
1.13.11.52
indoleamine 2,3-dioxygenase-1
-
Homo sapiens
Temperature Optimum [°C]
EC Number
Temperature Optimum [°C]
Temperature Optimum Maximum [°C]
Commentary
Organism
1.13.11.52
37
-
assay at
Homo sapiens
Cofactor
EC Number
Cofactor
Commentary
Organism
Structure
1.13.11.52
heme
-
Homo sapiens
IC50 Value
EC Number
IC50 Value
IC50 Value Maximum
Commentary
Organism
Inhibitor
Structure
1.13.11.52
0.0041
-
pH not specified in the publication, 37°C, inhibition of human monocytes
Homo sapiens
prostaglandin PGD2
1.13.11.52
0.0042
-
pH not specified in the publication, 37°C, inhibition of human monocytes
Homo sapiens
prostaglandin PGJ2
1.13.11.52
0.0044
-
pH not specified in the publication, 37°C, inhibition of human monocytes
Homo sapiens
15-deoxy-DELTA12,14-prostaglandin
1.13.11.52
0.0046
-
pH not specified in the publication, 37°C, inhibition of human monocytes
Homo sapiens
prostaglandin DELTA12-PGJ2
1.13.11.52
0.0046
-
pH not specified in the publication, 37°C, inhibition of human THP-1 cells
Homo sapiens
prostaglandin PGE2 ethanolamide
1.13.11.52
0.0047
-
pH not specified in the publication, 37°C, inhibition of human monocytes
Homo sapiens
prostaglandin PGD2 ethanolamide
1.13.11.52
0.0049
-
pH not specified in the publication, 37°C, inhibition of human monocytes
Homo sapiens
prostaglandin PGA2
1.13.11.52
0.0057
-
pH not specified in the publication, 37°C, inhibition of human THP-1 cells
Homo sapiens
prostaglandin PGD2 ethanolamide
1.13.11.52
0.006
-
pH not specified in the publication, 37°C, inhibition of human THP-1 cells
Homo sapiens
prostaglandin (19R)-hydroxy-PGE2
1.13.11.52
0.0063
-
pH not specified in the publication, 37°C, inhibition of human monocytes
Homo sapiens
prostaglandin PGE2 ethanolamide
1.13.11.52
0.0067
-
pH not specified in the publication, 37°C, inhibition of human monocytes
Homo sapiens
prostaglandin 13,14-dihydro-15-oxo-PGE2
1.13.11.52
0.0067
-
pH not specified in the publication, 37°C, inhibition of human THP-1 cells
Homo sapiens
prostaglandin PGJ2
1.13.11.52
0.0068
-
pH not specified in the publication, 37°C, inhibition of human monocytes
Homo sapiens
prostaglandin 15-oxo-PGE2
1.13.11.52
0.0071
-
pH not specified in the publication, 37°C, inhibition of human monocytes
Homo sapiens
prostaglandin PGF2beta
1.13.11.52
0.0071
-
pH not specified in the publication, 37°C, inhibition of human THP-1 cells
Homo sapiens
prostaglandin DELTA12-PGJ2
1.13.11.52
0.0072
-
pH not specified in the publication, 37°C, inhibition of human THP-1 cells
Homo sapiens
prostaglandin PGH2
1.13.11.52
0.0074
-
pH not specified in the publication, 37°C, inhibition of human THP-1 cells
Homo sapiens
prostaglandin PGD2
1.13.11.52
0.0074
-
pH not specified in the publication, 37°C, inhibition of human THP-1 cells
Homo sapiens
prostaglandin PGF2beta
1.13.11.52
0.0074
-
pH not specified in the publication, 37°C, inhibition of human THP-1 cells
Homo sapiens
prostaglandin 20-hydroxy PGE2
1.13.11.52
0.0076
-
pH not specified in the publication, 37°C, inhibition of human THP-1 cells
Homo sapiens
prostaglandin 15-oxo-PGF2alpha
1.13.11.52
0.0078
-
pH not specified in the publication, 37°C, inhibition of human THP-1 cells
Homo sapiens
prostaglandin PGA2
1.13.11.52
0.009
-
pH not specified in the publication, 37°C, inhibition of human THP-1 cells
Homo sapiens
prostaglandin 15-oxo-PGE2
1.13.11.52
0.0092
-
pH not specified in the publication, 37°C, inhibition of human THP-1 cells
Homo sapiens
prostaglandin PGG2
1.13.11.52
0.0095
-
pH not specified in the publication, 37°C, inhibition of human monocytes
Homo sapiens
prostaglandin (19R)-hydroxy-PGE2
1.13.11.52
0.0096
-
pH not specified in the publication, 37°C, inhibition of human monocytes
Homo sapiens
prostaglandin PGH2
1.13.11.52
0.01
-
pH not specified in the publication, 37°C, inhibition of human THP-1 cells
Homo sapiens
prostaglandin PGE2
1.13.11.52
0.0112
-
pH not specified in the publication, 37°C, inhibition of human monocytes
Homo sapiens
prostaglandin PGG2
1.13.11.52
0.0112
-
pH not specified in the publication, 37°C, inhibition of human monocytes
Homo sapiens
prostaglandin 20-hydroxy PGE2
1.13.11.52
0.013
-
pH not specified in the publication, 37°C, inhibition of human THP-1 cells
Homo sapiens
15-deoxy-DELTA12,14-prostaglandin
1.13.11.52
0.0221
-
pH not specified in the publication, 37°C, inhibition of human monocytes
Homo sapiens
prostaglandin PGE2
1.13.11.52
0.0231
-
pH not specified in the publication, 37°C, inhibition of human monocytes
Homo sapiens
prostaglandin 15-oxo-PGF2alpha
1.13.11.52
0.03
-
pH not specified in the publication, 37°C, inhibition of human THP-1 cells
Homo sapiens
prostaglandin 13,14-dihydro-15-oxo-PGE2
Application (protein specific)
EC Number
Application
Commentary
Organism
1.13.11.52
pharmacology
IDO-1 is a target for pharmacological inhibition in the treatment of cancer
Homo sapiens
Cofactor (protein specific)
EC Number
Cofactor
Commentary
Organism
Structure
1.13.11.52
heme
-
Homo sapiens
IC50 Value (protein specific)
EC Number
IC50 Value
IC50 Value Maximum
Commentary
Organism
Inhibitor
Structure
1.13.11.52
0.0041
-
pH not specified in the publication, 37°C, inhibition of human monocytes
Homo sapiens
prostaglandin PGD2
1.13.11.52
0.0042
-
pH not specified in the publication, 37°C, inhibition of human monocytes
Homo sapiens
prostaglandin PGJ2
1.13.11.52
0.0044
-
pH not specified in the publication, 37°C, inhibition of human monocytes
Homo sapiens
15-deoxy-DELTA12,14-prostaglandin
1.13.11.52
0.0046
-
pH not specified in the publication, 37°C, inhibition of human monocytes
Homo sapiens
prostaglandin DELTA12-PGJ2
1.13.11.52
0.0046
-
pH not specified in the publication, 37°C, inhibition of human THP-1 cells
Homo sapiens
prostaglandin PGE2 ethanolamide
1.13.11.52
0.0047
-
pH not specified in the publication, 37°C, inhibition of human monocytes
Homo sapiens
prostaglandin PGD2 ethanolamide
1.13.11.52
0.0049
-
pH not specified in the publication, 37°C, inhibition of human monocytes
Homo sapiens
prostaglandin PGA2
1.13.11.52
0.0057
-
pH not specified in the publication, 37°C, inhibition of human THP-1 cells
Homo sapiens
prostaglandin PGD2 ethanolamide
1.13.11.52
0.006
-
pH not specified in the publication, 37°C, inhibition of human THP-1 cells
Homo sapiens
prostaglandin (19R)-hydroxy-PGE2
1.13.11.52
0.0063
-
pH not specified in the publication, 37°C, inhibition of human monocytes
Homo sapiens
prostaglandin PGE2 ethanolamide
1.13.11.52
0.0067
-
pH not specified in the publication, 37°C, inhibition of human monocytes
Homo sapiens
prostaglandin 13,14-dihydro-15-oxo-PGE2
1.13.11.52
0.0067
-
pH not specified in the publication, 37°C, inhibition of human THP-1 cells
Homo sapiens
prostaglandin PGJ2
1.13.11.52
0.0068
-
pH not specified in the publication, 37°C, inhibition of human monocytes
Homo sapiens
prostaglandin 15-oxo-PGE2
1.13.11.52
0.0071
-
pH not specified in the publication, 37°C, inhibition of human monocytes
Homo sapiens
prostaglandin PGF2beta
1.13.11.52
0.0071
-
pH not specified in the publication, 37°C, inhibition of human THP-1 cells
Homo sapiens
prostaglandin DELTA12-PGJ2
1.13.11.52
0.0072
-
pH not specified in the publication, 37°C, inhibition of human THP-1 cells
Homo sapiens
prostaglandin PGH2
1.13.11.52
0.0074
-
pH not specified in the publication, 37°C, inhibition of human THP-1 cells
Homo sapiens
prostaglandin PGD2
1.13.11.52
0.0074
-
pH not specified in the publication, 37°C, inhibition of human THP-1 cells
Homo sapiens
prostaglandin PGF2beta
1.13.11.52
0.0074
-
pH not specified in the publication, 37°C, inhibition of human THP-1 cells
Homo sapiens
prostaglandin 20-hydroxy PGE2
1.13.11.52
0.0076
-
pH not specified in the publication, 37°C, inhibition of human THP-1 cells
Homo sapiens
prostaglandin 15-oxo-PGF2alpha
1.13.11.52
0.0078
-
pH not specified in the publication, 37°C, inhibition of human THP-1 cells
Homo sapiens
prostaglandin PGA2
1.13.11.52
0.009
-
pH not specified in the publication, 37°C, inhibition of human THP-1 cells
Homo sapiens
prostaglandin 15-oxo-PGE2
1.13.11.52
0.0092
-
pH not specified in the publication, 37°C, inhibition of human THP-1 cells
Homo sapiens
prostaglandin PGG2
1.13.11.52
0.0095
-
pH not specified in the publication, 37°C, inhibition of human monocytes
Homo sapiens
prostaglandin (19R)-hydroxy-PGE2
1.13.11.52
0.0096
-
pH not specified in the publication, 37°C, inhibition of human monocytes
Homo sapiens
prostaglandin PGH2
1.13.11.52
0.01
-
pH not specified in the publication, 37°C, inhibition of human THP-1 cells
Homo sapiens
prostaglandin PGE2
1.13.11.52
0.0112
-
pH not specified in the publication, 37°C, inhibition of human monocytes
Homo sapiens
prostaglandin PGG2
1.13.11.52
0.0112
-
pH not specified in the publication, 37°C, inhibition of human monocytes
Homo sapiens
prostaglandin 20-hydroxy PGE2
1.13.11.52
0.013
-
pH not specified in the publication, 37°C, inhibition of human THP-1 cells
Homo sapiens
15-deoxy-DELTA12,14-prostaglandin
1.13.11.52
0.0221
-
pH not specified in the publication, 37°C, inhibition of human monocytes
Homo sapiens
prostaglandin PGE2
1.13.11.52
0.0231
-
pH not specified in the publication, 37°C, inhibition of human monocytes
Homo sapiens
prostaglandin 15-oxo-PGF2alpha
1.13.11.52
0.03
-
pH not specified in the publication, 37°C, inhibition of human THP-1 cells
Homo sapiens
prostaglandin 13,14-dihydro-15-oxo-PGE2
Inhibitors (protein specific)
EC Number
Inhibitors
Commentary
Organism
Structure
1.13.11.52
(10Z,13Z)-nonadecadienoic acid
32% inhibition at 0.02 mM
Homo sapiens
1.13.11.52
(11Z,14Z)-eicosadienoic acid
42% inhibition at 0.02 mM
Homo sapiens
1.13.11.52
(11Z,14Z,17Z)-eisosatrienoic acid
19% inhibition at 0.02 mM
Homo sapiens
1.13.11.52
(12Z,15Z)-heneicosadienoic acid
39% inhibition at 0.02 mM
Homo sapiens
1.13.11.52
(13Z,16Z)-docosadienoic acid
39% inhibition at 0.02 mM
Homo sapiens
1.13.11.52
(13Z,16Z,19Z)-docosatrienoic acid
52% inhibition at 0.02 mM
Homo sapiens
1.13.11.52
(4Z,7Z,10Z,13Z,16Z)-docosapentaenoic acid
48% inhibition at 0.02 mM
Homo sapiens
1.13.11.52
(4Z,7Z,10Z,13Z,16Z,19Z)-Docosahexaenoic acid
35% inhibition at 0.02 mM
Homo sapiens
1.13.11.52
(5Z,8Z)-7,7-dimethyl-5,8-eicosadienoic acid
29% inhibition at 0.02 mM
Homo sapiens
1.13.11.52
(5Z,8Z)-eicosadienoic acid
42% inhibition at 0.02 mM
Homo sapiens
1.13.11.52
(5Z,8Z,11Z)-eisosatrienoic acid
45% inhibition at 0.02 mM
Homo sapiens
1.13.11.52
(5Z,8Z,11Z,14Z)-eicosatetraenoic acid
55% inhibition at 0.02 mM
Homo sapiens
1.13.11.52
(5Z,8Z,11Z,14Z)-eicosatetraenoic acid
80% inhibition at 0.02 mM
Homo sapiens
1.13.11.52
(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoic acid
19% inhibition at 0.02 mM
Homo sapiens
1.13.11.52
(7Z,10Z,13Z,16Z)-docosatetraenoic acid
42% inhibition at 0.02 mM
Homo sapiens
1.13.11.52
(8Z,11Z,14Z)-eisosatrienoic acid
68% inhibition at 0.02 mM
Homo sapiens
1.13.11.52
(9E,11Z)-octadecadienoic acid
26% inhibition at 0.02 mM
Homo sapiens
1.13.11.52
(9E,12E)-octadecadienoic acid
23% inhibition at 0.02 mM
Homo sapiens
1.13.11.52
(9Z,12Z)-octadecadienoic acid
16% inhibition at 0.02 mM
Homo sapiens
1.13.11.52
(9Z,12Z,15Z)-octadecatrienoic acid
23% inhibition at 0.02 mM
Homo sapiens
1.13.11.52
15-deoxy-DELTA12,14-prostaglandin
-
Homo sapiens
1.13.11.52
arachidonate
-
Homo sapiens
1.13.11.52
additional information
inhibition of indoleamine 2,3-dioxygenase activity by fatty acids, eicosanoids and prostaglandins, structure-function-analysis, overview. No inhibition by (6Z,9Z,12Z)-octadecatrienoic and (6Z,9Z,12Z,15Z)-octadecatetraenoic
Homo sapiens
1.13.11.52
prostaglandin (19R)-hydroxy-PGE2
-
Homo sapiens
1.13.11.52
prostaglandin 13,14-dihydro-15-oxo-PGE2
-
Homo sapiens
1.13.11.52
prostaglandin 15-oxo-PGE2
-
Homo sapiens
1.13.11.52
prostaglandin 15-oxo-PGF2alpha
-
Homo sapiens
1.13.11.52
prostaglandin 20-hydroxy PGE2
-
Homo sapiens
1.13.11.52
prostaglandin DELTA12-PGJ2
-
Homo sapiens
1.13.11.52
prostaglandin PGA2
-
Homo sapiens
1.13.11.52
prostaglandin PGD2
-
Homo sapiens
1.13.11.52
prostaglandin PGD2 ethanolamide
-
Homo sapiens
1.13.11.52
prostaglandin PGE2
-
Homo sapiens
1.13.11.52
prostaglandin PGE2 ethanolamide
-
Homo sapiens
1.13.11.52
prostaglandin PGF2beta
-
Homo sapiens
1.13.11.52
prostaglandin PGG2
-
Homo sapiens
1.13.11.52
prostaglandin PGH2
-
Homo sapiens
1.13.11.52
prostaglandin PGJ2
-
Homo sapiens
Temperature Optimum [°C] (protein specific)
EC Number
Temperature Optimum [°C]
Temperature Optimum Maximum [°C]
Commentary
Organism
1.13.11.52
37
-
assay at
Homo sapiens
Expression
EC Number
Organism
Commentary
Expression
1.13.11.52
Homo sapiens
arachinoate and the prostaglandin metabolite, PGD2, repress the IFNgamma mediated activity of IDO-1 in THP-1 cells and human monocytes
down
General Information
EC Number
General Information
Commentary
Organism
1.13.11.52
physiological function
the enzyme catalyses the first and rate-limiting step in the metabolism of L-tryptophan. Degradation of L-Trp leads to the production of several immunosuppressive metabolites, including N-formyl kynurenine and kynurenine. Enzyme IDO-1 also plays a crucial role in immune suppression and tumour induced tolerance. IDO-1 acts as an inducible negative regulator of T cell viability, proliferation and activation
Homo sapiens
General Information (protein specific)
EC Number
General Information
Commentary
Organism
1.13.11.52
physiological function
the enzyme catalyses the first and rate-limiting step in the metabolism of L-tryptophan. Degradation of L-Trp leads to the production of several immunosuppressive metabolites, including N-formyl kynurenine and kynurenine. Enzyme IDO-1 also plays a crucial role in immune suppression and tumour induced tolerance. IDO-1 acts as an inducible negative regulator of T cell viability, proliferation and activation
Homo sapiens
Expression (protein specific)
EC Number
Organism
Commentary
Expression
1.13.11.52
Homo sapiens
arachinoate and the prostaglandin metabolite, PGD2, repress the IFNgamma mediated activity of IDO-1 in THP-1 cells and human monocytes
down