Information on EC 1.5.1.33 - pteridine reductase

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The enzyme appears in viruses and cellular organisms

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EC NUMBER
COMMENTARY hide
1.5.1.33
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RECOMMENDED NAME
GeneOntology No.
pteridine reductase
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REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
5,6,7,8-tetrahydrobiopterin + 2 NADP+ = biopterin + 2 NADPH + 2 H+
show the reaction diagram
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
oxidation
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reduction
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SYSTEMATIC NAME
IUBMB Comments
5,6,7,8-tetrahydrobiopterin:NADP+ oxidoreductase
The enzyme from Leishmania (both amastigote and promastigote forms) catalyses the reduction by NADPH of folate and a wide variety of unconjugated pterins, including biopterin, to their tetrahydro forms. It also catalyses the reduction of 7,8-dihydropterins and 7,8-dihydrofolate to their tetrahydro forms. In contrast to EC 1.5.1.3 (dihydrofolate reductase) and EC 1.5.1.34 (6,7-dihydropteridine reductase), pteridine reductase will not catalyse the reduction of the quinonoid form of dihydrobiopterin. The enzyme is specific for NADPH; no activity has been detected with NADH. It also differs from EC 1.5.1.3 (dihydrofolate reductase) in being specific for the Si-face of NADPH.
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CAS REGISTRY NUMBER
COMMENTARY hide
131384-61-7
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ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
wild-type (WTS) and SbIII-resistant (SbR) lines
UniProt
Manually annotated by BRENDA team
wild-type (WTS) and SbIII-resistant (SbR) lines
UniProt
Manually annotated by BRENDA team
wild-type (WTS) and SbIII-resistant (SbR) lines
UniProt
Manually annotated by BRENDA team
wild-type (WTS) and SbIII-resistant (SbR) lines
UniProt
Manually annotated by BRENDA team
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UniProt
Manually annotated by BRENDA team
no activity in Homo sapiens
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Manually annotated by BRENDA team
Y strain
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Manually annotated by BRENDA team
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GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
malfunction
physiological function
additional information
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organization of the TbPTR1 active site, overview
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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
2 biopterin + 3 NADPH + 3 H+
dihydrobiopterin + tetrahydrobiopterin + 3 NADP+
show the reaction diagram
6-biopterin + NADPH + H+
5,6,7,8-tetrahydrobiopterin + NADP+
show the reaction diagram
biopterin + 2 NADPH + 2 H+
5,6,7,8-tetrahydrobiopterin + 2 NADP+
show the reaction diagram
Biopterin + NADPH
5,6,7,8-Tetrahydrobiopterin + NADP+
show the reaction diagram
biopterin + NADPH + H+
5,6,7,8-tetrahydrobiopterin + NADP+
show the reaction diagram
biopterin + NADPH + H+
dihydrobiopterin + NADP+
show the reaction diagram
dihydrobiopterin + NADPH
5,6,7,8-tetrahydrobiopterin + NADP+
show the reaction diagram
Dihydrobiopterin + NADPH
?
show the reaction diagram
dihydrobiopterin + NADPH + H+
5,6,7,8-tetrahydrobiopterin + NADP+
show the reaction diagram
Dihydrofolate + NADPH
5,6,7,8-Tetrahydrofolate + NADP+
show the reaction diagram
Dihydroneopterin + NADPH
?
show the reaction diagram
dihydrosepiapterin + NADPH
?
show the reaction diagram
folate + NADPH
5,6,7,8-tetrahydrofolate + NADP+
show the reaction diagram
folate + NADPH + H+
7,8-dihydrofolate and tetrahydrofolate + NADP+
show the reaction diagram
quinonoid 6,7-dimethyl-7,8-dihydropterin + NADPH + H+
?
show the reaction diagram
quinonoid dihydrobiopterin + NADPH + H+
tetrahydrobiopterin + NADP+
show the reaction diagram
additional information
?
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NATURAL SUBSTRATES
NATURAL PRODUCTS
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
2 biopterin + 3 NADPH + 3 H+
dihydrobiopterin + tetrahydrobiopterin + 3 NADP+
show the reaction diagram
6-biopterin + NADPH + H+
5,6,7,8-tetrahydrobiopterin + NADP+
show the reaction diagram
biopterin + 2 NADPH + 2 H+
5,6,7,8-tetrahydrobiopterin + 2 NADP+
show the reaction diagram
biopterin + NADPH + H+
5,6,7,8-tetrahydrobiopterin + NADP+
show the reaction diagram
folate + NADPH + H+
7,8-dihydrofolate and tetrahydrofolate + NADP+
show the reaction diagram
additional information
?
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COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
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INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
(2-amino-2,3-dihydro-1H-benzimidazol-1-yl)(phenyl)methanone
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(2E,4E)-N-(2-methylpropyl)dodeca-2,4-dienamide
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(2E,4E)-N-(2-methylpropyl)octadeca-2,4-dienamide
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(2E,4E,12E)-13-(benzo[d][1,3]dioxol-5-yl)-N-isobutyltrideca-2,4,12-trienamide
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(4-fluoro-phenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid ethyl ester
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(4-fluoro-phenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylic acid ethyl ester
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treatment with 98 microM resulted in reduction of viable cells from 96.5% (control) to 9.86% after 5 h
(4S)-4-[[(4-[[(2,4-diaminopteridin-6-yl)methyl](methyl)amino]phenyl)carbonyl]amino]-5-oxohexanoic acid
(Z)-5-(2,4-dichlorobenzylidene)-thiazolidine-2,4-dione
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(Z)-5-(2-bromo-5-methoxybenzylidene)-thiazolidine-2,4-dione
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(Z)-5-(2-bromo-6-fluorobenzylidene)-thiazolidine-2,4-dione
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(Z)-5-(2-hydroxy-3-bromo-5-chlorobenzylidene)-thiazolidine-2,4-dione
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a noncompetitive inhibitor that binds in the same site as the cofactor
(Z)-5-(2-hydroxy-5-chlorobenzylidene)-thiazolidine-2,4-dione
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1-(2,5-dichlorobenzyl)-2,3-dihydro-1H-benzimidazol-2-amine
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1-(2-chlorobenzyl)-2,3-dihydro-1H-benzimidazol-2-amine
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1-(2-fluorobenzyl)-1H-benzimidazol-2-amine
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1-(2-methylbenzyl)-1H-benzimidazol-2-amine
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1-(2-phenylethyl)-2,3-dihydro-1H-benzimidazol-2-amine
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1-(3,4-dichlorobenzyl)-1H-benzimidazol-2-amine
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1-(3,4-dichlorobenzyl)-2,3-dihydro-1H-benzimidazol-2-amine
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1-(3,4-dichlorobenzyl)-4-methoxy-1H-benzimidazol-2-amine
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1-(3,4-dichlorobenzyl)-4-phenyl-1H-benzimidazol-2-amine
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1-(3,4-dichlorobenzyl)-4-propoxy-1H-benzimidazol-2-amine
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1-(3,4-dichlorobenzyl)-5,6-dimethyl-1H-benzimidazol-2-amine
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1-(3,4-dichlorobenzyl)-7-methoxy-1H-benzimidazol-2-amine
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1-(3,4-dichlorobenzyl)-7-phenyl-1H-benzimidazol-2-amine
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1-(3,4-dichlorobenzyl)-7-propoxy-1H-benzimidazol-2-amine
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1-(3,4-methylenedioxyphenyl)-(1E)-tetradecene
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1-(3,5-dichlorobenzyl)-1H-benzimidazol-2-amine
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1-(3-chlorobenzyl)-2,3-dihydro-1H-benzimidazol-2-amine
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1-(4-bromobenzyl)-1H-benzimidazol-2-amine
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1-(4-chlorobenzyl)-2,3-dihydro-1H-benzimidazol-2-amine
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1-(4-methylbenzyl)-1H-benzimidazol-2-amine
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1-(4-tert-butylbenzyl)-1H-benzimidazol-2-amine
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1-(naphthalen-1-ylmethyl)-1H-benzimidazol-2-amine
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1-(naphthalen-2-ylmethyl)-1H-benzimidazol-2-amine
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1-(pyridin-2-yl)-1H-benzimidazol-2-amine
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1-(pyridin-3-yl)-1H-benzimidazol-2-amine
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1-benzyl-2,3-dihydro-1H-benzimidazol-2-amine
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1-ethyl-2,3-dihydro-1H-benzimidazol-2-amine
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1-[(4-[[6-(trifluoromethyl)quinoxalin-2-yl]amino]phenyl)carbonyl]piperidine-4-carboxylic acid
1-[(4-[[8-amino-3-phenyl-6-(trifluoromethyl)quinoxalin-2-yl]amino]phenyl)carbonyl]piperidine-4-carboxylic acid
1-[3-(trifluoromethyl)benzyl]-1H-benzimidazol-2-amine
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1H-benzimidazol-2-amine
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2,4,6-triaminoquinazoline
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i.e. TAQ, mimics the pterin head group of methotrexate, binds to the active site, binding structure and inhibition mechanism
2,4-diamino-6-bromo-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
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2,4-diamino-6-[(E)-2-phenylethenyl]-7H-pyrrolo[2,3-d]-pyrimidine-5-carbonitrile
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2,4-diamino-6-[(Z)-2-(4-methylphenyl)ethenyl]-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
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2,4-diamino-6-[(Z)-2-phenylethenyl]-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
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2,4-diamino-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
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2,4-Diaminopteridines
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overview
2,4-diaminopyrimidines
2,4-Diaminoquinazolines
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overview
2,6-dimethyl [3-O-benzyl-1,2-O isopropylidene-beta-L-threo-pentofuronose-4-yl]-1-phenyl-1,4-dihydro pyridine-3,5-dicarboxylic acid diethyl ether
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2,6-dimethyl-4-(3-O-benzyl-1,2-O-isopropylidene-beta-L-threo pentofuranos-4-yl)-1-phenyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid diethyl ester
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oral therapy shows apoptosis like phenotypes targeting pteridine reductase 1 in intracellular amastigotes
2,6-dimethyl-4-(3-O-benzyl-1,2-ortho-isopropylidene-beta-L-threopentofuranos-4-yl)-1-phenyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid diethyl ester
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treatment with 90 microM GDA resulted in reduction of viable cells from 94.2% (control) to 77.1%, 76.8%, 74.9%, 35.3% and 24.9% at 18, 24, 48, 72 and 96 h, respectively
2-(3,4-dihydroxyphenyl)-3,6-dihydroxy-4H-1-benzopyran-4-one
2-(3,4-dihydroxyphenyl)-6-hydroxy-2,3-dihydro-4H-1-benzopyran-4-one
2-amino-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one
2-amino-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidine-4-thione
2-amino-4-(1-pyrrolidinyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
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2-amino-4-(cyclopentyloxy)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
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2-amino-4-(thiomorpholin-4-yl)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
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2-amino-4-methoxy-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
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2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
2-amino-4-oxo-6-phenyl-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
2-amino-4-oxo-6-[(E)-2-phenylethenyl]-4,7-dihydro-3Hpyrrolo[2,3-d]pyrimidine-5-carbonitrile
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2-amino-4-[(propan-2-yl)oxy]-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
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2-amino-5,6-bis(4-chlorophenyl)-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one
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2-amino-5,6-bis(4-fluorophenyl)-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one
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2-amino-5,6-bis(4-methylphenyl)-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one
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2-amino-5,6-diphenyl-3,7-dihydro-4H-pyrrolo[2,3-d]-pyrimidin-4-one
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2-amino-5-(2-phenylethyl)-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one
2-amino-5-(3-chlorophenyl)-6-(4-fluorophenyl)-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one
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2-amino-5-(4-fluorophenyl)-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one
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2-amino-5-(4-methylphenyl)-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one
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2-amino-5-methyl-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one
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2-amino-5-methyl-6-phenyl-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one
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2-amino-5-phenyl-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one
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2-amino-6-(1,3-benzodioxol-5-yl)-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
2-amino-6-(3-formylphenyl)-4-(1-pyrrolidinyl)-7H-pyrrolo-[2,3-d]pyrimidine-5-carbonitrile
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2-amino-6-(3-formylphenyl)-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
2-amino-6-(4-bromophenyl)-5-phenyl-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one
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2-amino-6-(4-ethylphenyl)-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
2-amino-6-(4-fluorophenyl)-5-(4-methoxyphenyl)-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one
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2-amino-6-(4-fluorophenyl)-5-phenyl-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one
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2-amino-6-(4-methoxyphenyl)-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
2-amino-6-bromo-4-(1-pyrrolidinyl)-7H-pyrrolo[2,3-d]-pyrimidine-5-carbonitrile
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2-amino-6-bromo-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
2-amino-6-phenyl-5-(2-phenylethyl)-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one
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2-amino-6-[3-(methanesulfonyl)phenyl]-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
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2-amino-6-[4-(2-methylpropyl)phenyl]-5-phenyl-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one
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2-amino-6-[4-(methanesulfonyl)phenyl]-5-phenyl-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one
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2-amino-6-[4-[3-(4-morpholinyl)propyl]phenyl]-5-phenyl-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one trifluoroacetate
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3,6-dihydroxy-2-(3-hydroxyphenyl)-4H-1-benzopyran-4-one
4-(1-pyrrolidinyl)-7H-pyrrolo[2,3-d]pyrimidin-2-amine
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4-(3-hydroxyphenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydro-4H-pyrimidin-5-carboxylic acid ethyl ester
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both monastrol (R) and (S) enantiomers fit well in the ligand-binding pocket of LdPTR1. Monastrol is a potent inhibitor of PTR1 in Leishmania, it inhibits proliferation of amastigotes in macrophage cultures infected with an Leishmania donovani clinical isolate, with no host cytotoxicity
4-(benzyloxy)-1-(3,4-dichlorobenzyl)-1H-benzimidazol-2-amine
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4-(thiomorpholin-4-yl)-7H-pyrrolo[2,3-d]pyrimidin-2-amine
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4-chloro-1-(3,4-dichlorobenzyl)-1H-benzimidazol-2-amine
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5,6-bis(4-chlorophenyl)-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
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5,6-bis(4-chlorophenyl)-N~4~,N~4~-dimethyl-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
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5,6-bis(4-fluorophenyl)-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
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5,6-bis(4-fluorophenyl)-N~4~,N~4~-dimethyl-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
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5,6-bis(4-methylphenyl)-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
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5,6-diphenyl-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
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5-(2-phenylethyl)-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
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5-(3,4-dichlorobenzylidene)-thiazolidine-2,4-dione
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5-(3-chlorophenyl)-6-(4-fluorophenyl)-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
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5-(4-fluorophenyl)-4-(2-methylpropoxy)-7H-pyrrolo[2,3-d]pyrimidin-2-amine
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5-(4-fluorophenyl)-4-isopropyloxy-7H-pyrrolo[2,3-d]-pyrimidin-2-amine
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5-(4-fluorophenyl)-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
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5-(4-methylphenyl)-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
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5-(phenylethynyl)-4-(1-pyrrolidinyl)-7H-pyrrolo[2,3-d]-pyrimidin-2-amine
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5-Deaza-5,6,7,8-tetrahydrofolate
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5-phenyl-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
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6,7-di(propan-2-yl)pteridine-2,4-diamine
6-(4-bromophenyl)-5-phenyl-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
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6-(4-fluorophenyl)-5-(4-methoxyphenyl)-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
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6-(4-fluorophenyl)-5-(4-methoxyphenyl)-N4,N4-dimethyl-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
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6-(4-fluorophenyl)-5-phenyl-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
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6-(4-fluorophenyl)-N~4~,N~4~-dimethyl-5-phenyl-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
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6-(benzylsulfanyl)pyrimidine-2,4-diamine
6-hydroxy-2-(3-hydroxyphenyl)-2,3-dihydro-4H-1-benzopyran-4-one
6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4H-1-benzopyran-4-one
6-methyl-7-(propan-2-yl)pteridine-2,4-diamine
6-phenylpteridine-2,4,7-triamine
6-[(4-methoxybenzyl)sulfanyl]pyrimidine-2,4-diamine
6-[(4-methylphenyl)sulfanyl]pyrimidine-2,4-diamine
6-[4-(2-methylpropyl)phenyl]-5-phenyl-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
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6-[4-(methanesulfonyl)phenyl]-5-phenyl-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
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7-(benzyloxy)-1-(3,4-dichlorobenzyl)-1H-benzimidazol-2-amine
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7-chloro-1-(3,4-dichlorobenzyl)-1H-benzimidazol-2-amine
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dihydrobiopterin
dihydrofolate
dihydroneopterin
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substrate inhibition
Dihydrosepiapterin
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substrate inhibition
dimethyl 1-[(4-[[3-(ethoxycarbonyl)quinoxalin-2-yl]amino]phenyl)carbonyl]piperidine-2,4-dicarboxylate
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dimethyl 1-[(4-[[3-phenyl-7-(trifluoromethyl)quinoxalin-2-yl]amino]phenyl)carbonyl]piperidine-2,4-dicarboxylate
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ethyl 1-[(4-[[7-(trifluoromethyl)quinoxalin-2-yl]amino]phenyl)carbonyl]piperidine-2-carboxylate
methotrexate
methyl 1-[(4-[[(2,4-diaminopteridin-6-yl)methyl](methyl)amino]phenyl)carbonyl]piperidine-4-carboxylate
methyl 1-[(4-[[(2,4-diaminopteridin-6-yl)methyl]amino]phenyl)carbonyl]piperidine-4-carboxylate
miltefosine
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N-isobutyl-19-(3',4'-methylenedioxyphenyl)-(2E,4E)-nonadecadienamide
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N-[3-(2,4-diamino-5-cyano-7H-pyrrolo[2,3-d]pyrimidin-6-yl)phenyl]methanesulfonamide
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N-[3-(2-amino-5-cyano-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-6-yl)phenyl]methanesulfonamide
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N4,N4-dimethyl-5,6-diphenyl-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
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N4-cyclohexyl-5,6-diphenyl-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
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N4-cyclohexyl-5-(4-fluorophenyl)-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
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N4-cyclopropylpyrimidine-2,4,6-triamine
piperlongimin A
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i.e. (2E)-N-isobutyl-hexadecenamide
piperlongimin B
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i.e. (2E)-octadecenoylpiperidine
Pteridines
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and analogs, overview
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pyrimethamine
pyrimidine-2,4,6-triamine
quinonoid 6,7-dimethyl-7,8-dihydropterin
quinonoid dihydrobiopterin
sodium antimony gluconate
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trimethoprim
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additional information
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.0032 - 0.0399
biopterin
0.0000294 - 0.033
dihydrobiopterin
0.0034 - 0.0067
dihydrofolate
0.001 - 0.085
folate
0.0014 - 0.0169
NADPH
0.0166 - 0.021
quinonoid 6,7-dimethyl-7,8-dihydropterin
0.0036 - 0.0103
quinonoid dihydrobiopterin
additional information
additional information
-
kinetics, thermal shift assay
-
top print hide
TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.22 - 0.23
biopterin
0.05 - 4.7
dihydrobiopterin
0.43 - 0.44
quinonoid 6,7-dimethyl-7,8-dihydropterin
0.54 - 1.84
quinonoid dihydrobiopterin
top print hide
kcat/KM VALUE [1/mMs-1]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
170 - 1700
dihydrobiopterin
21 - 26
quinonoid 6,7-dimethyl-7,8-dihydropterin
160 - 180
quinonoid dihydrobiopterin
top print hide
Ki VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.06
(2-amino-2,3-dihydro-1H-benzimidazol-1-yl)(phenyl)methanone
-
Ki above 0.06 mM, pH and temperature not specified in the publication
0.00011 - 0.00018
(4S)-4-[[(4-[[(2,4-diaminopteridin-6-yl)methyl](methyl)amino]phenyl)carbonyl]amino]-5-oxohexanoic acid
0.0037
1-(2,5-dichlorobenzyl)-2,3-dihydro-1H-benzimidazol-2-amine
-
pH and temperature not specified in the publication
0.01
1-(2-chlorobenzyl)-2,3-dihydro-1H-benzimidazol-2-amine
-
pH and temperature not specified in the publication
0.021
1-(2-fluorobenzyl)-1H-benzimidazol-2-amine
-
pH and temperature not specified in the publication
0.015
1-(2-methylbenzyl)-1H-benzimidazol-2-amine
-
pH and temperature not specified in the publication
0.024
1-(2-phenylethyl)-2,3-dihydro-1H-benzimidazol-2-amine
-
pH and temperature not specified in the publication
0.06
1-(3,4-dichlorobenzyl)-1H-benzimidazol-2-amine
-
Ki above 0.06 mM, pH and temperature not specified in the publication
0.0004
1-(3,4-dichlorobenzyl)-2,3-dihydro-1H-benzimidazol-2-amine
-
pH and temperature not specified in the publication
0.00046
1-(3,4-dichlorobenzyl)-4-methoxy-1H-benzimidazol-2-amine
-
pH and temperature not specified in the publication
0.06
1-(3,4-dichlorobenzyl)-4-phenyl-1H-benzimidazol-2-amine
-
Ki above 0.06 mM, pH and temperature not specified in the publication
0.00031
1-(3,4-dichlorobenzyl)-4-propoxy-1H-benzimidazol-2-amine
-
pH and temperature not specified in the publication
0.0039
1-(3,4-dichlorobenzyl)-5,6-dimethyl-1H-benzimidazol-2-amine
-
pH and temperature not specified in the publication
0.00065
1-(3,4-dichlorobenzyl)-7-methoxy-1H-benzimidazol-2-amine
-
pH and temperature not specified in the publication
0.000007
1-(3,4-dichlorobenzyl)-7-phenyl-1H-benzimidazol-2-amine
-
pH and temperature not specified in the publication
0.000047
1-(3,4-dichlorobenzyl)-7-propoxy-1H-benzimidazol-2-amine
-
pH and temperature not specified in the publication
0.0088
1-(3,5-dichlorobenzyl)-1H-benzimidazol-2-amine
-
pH and temperature not specified in the publication
0.0075
1-(3-chlorobenzyl)-2,3-dihydro-1H-benzimidazol-2-amine
-
pH and temperature not specified in the publication
0.0031
1-(4-bromobenzyl)-1H-benzimidazol-2-amine
-
pH and temperature not specified in the publication
0.0054
1-(4-chlorobenzyl)-2,3-dihydro-1H-benzimidazol-2-amine
-
pH and temperature not specified in the publication
0.015
1-(4-methylbenzyl)-1H-benzimidazol-2-amine
-
pH and temperature not specified in the publication
0.0042
1-(4-tert-butylbenzyl)-1H-benzimidazol-2-amine
-
pH and temperature not specified in the publication
0.0061
1-(naphthalen-1-ylmethyl)-1H-benzimidazol-2-amine
-
pH and temperature not specified in the publication
0.0028
1-(naphthalen-2-ylmethyl)-1H-benzimidazol-2-amine
-
pH and temperature not specified in the publication
0.053
1-(pyridin-2-yl)-1H-benzimidazol-2-amine
-
pH and temperature not specified in the publication
0.054
1-(pyridin-3-yl)-1H-benzimidazol-2-amine
-
pH and temperature not specified in the publication
0.016
1-benzyl-2,3-dihydro-1H-benzimidazol-2-amine
-
pH and temperature not specified in the publication
0.2
1-ethyl-2,3-dihydro-1H-benzimidazol-2-amine
-
Ki above 0.2 mM, pH and temperature not specified in the publication
0.007 - 0.075
1-[(4-[[6-(trifluoromethyl)quinoxalin-2-yl]amino]phenyl)carbonyl]piperidine-4-carboxylic acid
0.02
1-[(4-[[8-amino-3-phenyl-6-(trifluoromethyl)quinoxalin-2-yl]amino]phenyl)carbonyl]piperidine-4-carboxylic acid
-
-
0.0063
1-[3-(trifluoromethyl)benzyl]-1H-benzimidazol-2-amine
-
pH and temperature not specified in the publication
0.228
1H-benzimidazol-2-amine
-
pH and temperature not specified in the publication
0.003317
2,4-diamino-6-bromo-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
-
pH and temperature not specified in the publication
0.00016
2,4-diamino-6-[(E)-2-phenylethenyl]-7H-pyrrolo[2,3-d]-pyrimidine-5-carbonitrile
-
pH and temperature not specified in the publication
0.00035
2,4-diamino-6-[(Z)-2-(4-methylphenyl)ethenyl]-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
-
pH and temperature not specified in the publication
0.00024
2,4-diamino-6-[(Z)-2-phenylethenyl]-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
-
pH and temperature not specified in the publication
0.0049
2,4-diamino-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
-
pH and temperature not specified in the publication
0.141
2,4-diaminopyrimidine
-
called compound 3
0.021
2,4-diaminoquinazoline
-
called compound 2
0.027 - 0.035
2-amino-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one
0.027 - 0.035
2-amino-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidine-4-thione
0.1
2-amino-4-(cyclopentyloxy)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
-
above, pH and temperature not specified in the publication
0.0088
2-amino-4-(thiomorpholin-4-yl)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
-
pH and temperature not specified in the publication
0.075
2-amino-4-methoxy-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
-
above, pH and temperature not specified in the publication
0.0058 - 0.027
2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
0.00071 - 0.027
2-amino-4-oxo-6-phenyl-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
0.000137
2-amino-4-oxo-6-[(E)-2-phenylethenyl]-4,7-dihydro-3Hpyrrolo[2,3-d]pyrimidine-5-carbonitrile
-
pH and temperature not specified in the publication
0.1
2-amino-4-[(propan-2-yl)oxy]-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
-
above, pH and temperature not specified in the publication
0.00025
2-amino-5,6-bis(4-chlorophenyl)-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one
-
pH and temperature not specified in the publication
0.00076
2-amino-5,6-bis(4-fluorophenyl)-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one
-
pH and temperature not specified in the publication
0.002 - 0.01
2-amino-5,6-bis(4-methylphenyl)-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one
-
pH and temperature not specified in the publication
0.00117
2-amino-5,6-diphenyl-3,7-dihydro-4H-pyrrolo[2,3-d]-pyrimidin-4-one
-
pH and temperature not specified in the publication
0.00027 - 0.027
2-amino-5-(2-phenylethyl)-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one
0.00047
2-amino-5-(3-chlorophenyl)-6-(4-fluorophenyl)-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one
-
pH and temperature not specified in the publication
0.0013
2-amino-5-(4-fluorophenyl)-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one
-
pH and temperature not specified in the publication
0.0012
2-amino-5-(4-methylphenyl)-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one
-
pH and temperature not specified in the publication
0.0073
2-amino-5-methyl-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one
-
pH and temperature not specified in the publication
0.00106
2-amino-5-methyl-6-phenyl-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one
-
pH and temperature not specified in the publication
0.0012
2-amino-5-phenyl-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one
-
pH and temperature not specified in the publication
0.0004 - 0.0026
2-amino-6-(1,3-benzodioxol-5-yl)-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
0.0002
2-amino-6-(3-formylphenyl)-4-(1-pyrrolidinyl)-7H-pyrrolo-[2,3-d]pyrimidine-5-carbonitrile
-
pH and temperature not specified in the publication
0.00029 - 0.0042
2-amino-6-(3-formylphenyl)-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
0.00023
2-amino-6-(4-bromophenyl)-5-phenyl-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one
-
pH and temperature not specified in the publication
0.0005 - 0.0164
2-amino-6-(4-ethylphenyl)-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
0.0005
2-amino-6-(4-fluorophenyl)-5-phenyl-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one
-
pH and temperature not specified in the publication
0.00036 - 0.0034
2-amino-6-(4-methoxyphenyl)-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
0.0008
2-amino-6-bromo-4-(1-pyrrolidinyl)-7H-pyrrolo[2,3-d]-pyrimidine-5-carbonitrile
-
pH and temperature not specified in the publication
0.0039 - 0.027
2-amino-6-bromo-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
0.01
2-amino-6-chloro-benzimidazole
-
-
0.00095
2-amino-6-phenyl-5-(2-phenylethyl)-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one
-
pH and temperature not specified in the publication
0.000731
2-amino-6-[3-(methanesulfonyl)phenyl]-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
-
pH and temperature not specified in the publication
0.01
2-amino-6-[4-(2-methylpropyl)phenyl]-5-phenyl-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one
-
above, pH and temperature not specified in the publication
0.01
2-amino-6-[4-[3-(4-morpholinyl)propyl]phenyl]-5-phenyl-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one trifluoroacetate
-
above, in Creek's minimal medium, pH and temperature not specified in the publication
0.0042
4-(1-pyrrolidinyl)-7H-pyrrolo[2,3-d]pyrimidin-2-amine
-
pH and temperature not specified in the publication
0.000428
4-(3-hydroxyphenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydro-4H-pyrimidin-5-carboxylic acid ethyl ester
-
pH 4.8, 30°C
0.016
4-(benzyloxy)-1-(3,4-dichlorobenzyl)-1H-benzimidazol-2-amine
-
pH and temperature not specified in the publication
0.0086
4-(thiomorpholin-4-yl)-7H-pyrrolo[2,3-d]pyrimidin-2-amine
-
pH and temperature not specified in the publication
0.0023
4-chloro-1-(3,4-dichlorobenzyl)-1H-benzimidazol-2-amine
-
pH and temperature not specified in the publication
0.0003
5,6-bis(4-fluorophenyl)-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
-
pH and temperature not specified in the publication
0.00059
5,6-diphenyl-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
-
pH and temperature not specified in the publication
0.00026
5-(2-phenylethyl)-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
-
pH and temperature not specified in the publication
0.00029
5-(3-chlorophenyl)-6-(4-fluorophenyl)-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
-
pH and temperature not specified in the publication
0.05
5-(4-fluorophenyl)-4-(2-methylpropoxy)-7H-pyrrolo[2,3-d]pyrimidin-2-amine
-
above, pH and temperature not specified in the publication
0.00048
5-(4-fluorophenyl)-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
-
pH and temperature not specified in the publication
0.00032
5-(4-methylphenyl)-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
-
pH and temperature not specified in the publication
0.00019
5-(phenylethynyl)-4-(1-pyrrolidinyl)-7H-pyrrolo[2,3-d]-pyrimidin-2-amine
-
pH and temperature not specified in the publication
0.0004
5-phenyl-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
-
pH and temperature not specified in the publication
0.00024 - 0.0033
6,7-di(propan-2-yl)pteridine-2,4-diamine
0.000135
6-(4-bromophenyl)-5-phenyl-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
-
pH and temperature not specified in the publication
0.00058
6-(4-fluorophenyl)-5-(4-methoxyphenyl)-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
-
pH and temperature not specified in the publication
0.0003
6-(4-fluorophenyl)-5-(4-methoxyphenyl)-N4,N4-dimethyl-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
-
in Creek's minimal medium, pH and temperature not specified in the publication
0.00024
6-(4-fluorophenyl)-5-phenyl-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
-
pH and temperature not specified in the publication
0.0006 - 0.0032
6-(benzylsulfanyl)pyrimidine-2,4-diamine
0.0012 - 0.035
6-methyl-7-(propan-2-yl)pteridine-2,4-diamine
0.0012 - 0.0034
6-phenylpteridine-2,4,7-triamine
0.0027 - 0.018
6-[(4-methoxybenzyl)sulfanyl]pyrimidine-2,4-diamine
0.0054 - 0.027
6-[(4-methylphenyl)sulfanyl]pyrimidine-2,4-diamine
0.00058
6-[4-(2-methylpropyl)phenyl]-5-phenyl-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
-
pH and temperature not specified in the publication
0.00128
6-[4-(methanesulfonyl)phenyl]-5-phenyl-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
-
pH and temperature not specified in the publication
0.000098
7-(benzyloxy)-1-(3,4-dichlorobenzyl)-1H-benzimidazol-2-amine
-
pH and temperature not specified in the publication
0.00051
7-chloro-1-(3,4-dichlorobenzyl)-1H-benzimidazol-2-amine
-
pH and temperature not specified in the publication
0.00015 - 0.0038
dihydrobiopterin
0.038
dimethyl 1-[(4-[[3-(ethoxycarbonyl)quinoxalin-2-yl]amino]phenyl)carbonyl]piperidine-2,4-dicarboxylate
-
-
0.04
dimethyl 1-[(4-[[3-phenyl-7-(trifluoromethyl)quinoxalin-2-yl]amino]phenyl)carbonyl]piperidine-2,4-dicarboxylate
-
-
0.006 - 0.106
ethyl 1-[(4-[[7-(trifluoromethyl)quinoxalin-2-yl]amino]phenyl)carbonyl]piperidine-2-carboxylate
0.0000111 - 0.000152
methotrexate
0.000037
methyl 1-[(4-[[(2,4-diaminopteridin-6-yl)methyl](methyl)amino]phenyl)carbonyl]piperidine-4-carboxylate
-
-
0.0001 - 0.007
methyl 1-[(4-[[(2,4-diaminopteridin-6-yl)methyl]amino]phenyl)carbonyl]piperidine-4-carboxylate
0.00023
N-[3-(2,4-diamino-5-cyano-7H-pyrrolo[2,3-d]pyrimidin-6-yl)phenyl]methanesulfonamide
-
pH and temperature not specified in the publication
0.00035
N-[3-(2-amino-5-cyano-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-6-yl)phenyl]methanesulfonamide
-
pH and temperature not specified in the publication
0.00029
N4,N4-dimethyl-5,6-diphenyl-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
-
in Creek's minimal medium, pH and temperature not specified in the publication
0.0002
N4-cyclohexyl-5,6-diphenyl-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
-
in Creek's minimal medium, pH and temperature not specified in the publication
0.00056
N4-cyclohexyl-5-(4-fluorophenyl)-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
-
pH and temperature not specified in the publication
-
0.027 - 0.035
N4-cyclopropylpyrimidine-2,4,6-triamine
0.027 - 0.035
pyrimidine-2,4,6-triamine
0.0922 - 0.475
quinonoid 6,7-dimethyl-7,8-dihydropterin
0.00122 - 0.00314
quinonoid dihydrobiopterin
additional information
additional information
-
inhibition kinetics, thermal shift assay
-
top print hide
IC50 VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
23.1 - 101
(4-fluoro-phenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid ethyl ester
0.0624
2,4-diamino-6-bromo-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
Trypanosoma brucei
-
pH and temperature not specified in the publication
0.07252
2,4-diamino-6-[(E)-2-phenylethenyl]-7H-pyrrolo[2,3-d]-pyrimidine-5-carbonitrile
Trypanosoma brucei
-
pH and temperature not specified in the publication
0.01708
2,4-diamino-6-[(Z)-2-(4-methylphenyl)ethenyl]-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
Trypanosoma brucei
-
pH and temperature not specified in the publication
0.17
2,4-diamino-6-[(Z)-2-phenylethenyl]-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
Trypanosoma brucei
-
pH and temperature not specified in the publication
2.44
2,4-diamino-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
Trypanosoma brucei
-
pH and temperature not specified in the publication
18.3 - 90.8
2,6-dimethyl [3-O-benzyl-1,2-O isopropylidene-beta-L-threo-pentofuronose-4-yl]-1-phenyl-1,4-dihydro pyridine-3,5-dicarboxylic acid diethyl ether
0.035 - 0.038
2-(3,4-dihydroxyphenyl)-3,6-dihydroxy-4H-1-benzopyran-4-one
0.036 - 0.082
2-(3,4-dihydroxyphenyl)-6-hydroxy-2,3-dihydro-4H-1-benzopyran-4-one
0.34
2-amino-4-(1-pyrrolidinyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
Trypanosoma brucei
-
pH and temperature not specified in the publication
0.00104
2-amino-4-(cyclopentyloxy)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
Trypanosoma brucei
-
above, pH and temperature not specified in the publication
0.01433
2-amino-4-(thiomorpholin-4-yl)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
Trypanosoma brucei
-
pH and temperature not specified in the publication
0.0073
2-amino-4-[(propan-2-yl)oxy]-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
Trypanosoma brucei
-
above, pH and temperature not specified in the publication
0.00156
2-amino-5,6-bis(4-chlorophenyl)-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one
Trypanosoma brucei
-
pH and temperature not specified in the publication
0.00074
2-amino-5,6-bis(4-fluorophenyl)-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one
Trypanosoma brucei
-
pH and temperature not specified in the publication
0.00043
2-amino-5,6-bis(4-methylphenyl)-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one
Trypanosoma brucei
-
pH and temperature not specified in the publication
0.00041
2-amino-5,6-diphenyl-3,7-dihydro-4H-pyrrolo[2,3-d]-pyrimidin-4-one
Trypanosoma brucei
-
pH and temperature not specified in the publication
7.62
2-amino-5-(2-phenylethyl)-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one
Trypanosoma brucei
-
pH and temperature not specified in the publication
0.00077
2-amino-5-(3-chlorophenyl)-6-(4-fluorophenyl)-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one
Trypanosoma brucei
-
pH and temperature not specified in the publication
0.02511
2-amino-5-(4-fluorophenyl)-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one
Trypanosoma brucei
-
pH and temperature not specified in the publication
0.125
2-amino-5-(4-methylphenyl)-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one
Trypanosoma brucei
-
pH and temperature not specified in the publication
0.0104
2-amino-5-methyl-6-phenyl-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one
Trypanosoma brucei
-
pH and temperature not specified in the publication
0.05334
2-amino-5-phenyl-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one
Trypanosoma brucei
-
pH and temperature not specified in the publication
0.00775
2-amino-6-(3-formylphenyl)-4-(1-pyrrolidinyl)-7H-pyrrolo-[2,3-d]pyrimidine-5-carbonitrile
Trypanosoma brucei
-
pH and temperature not specified in the publication
0.0032
2-amino-6-(4-bromophenyl)-5-phenyl-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one
Trypanosoma brucei
-
pH and temperature not specified in the publication
0.00103
2-amino-6-(4-fluorophenyl)-5-(4-methoxyphenyl)-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one
Trypanosoma brucei
-
pH and temperature not specified in the publication
0.00061
2-amino-6-(4-fluorophenyl)-5-phenyl-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one
Trypanosoma brucei
-
pH and temperature not specified in the publication
0.139
2-amino-6-bromo-4-(1-pyrrolidinyl)-7H-pyrrolo[2,3-d]-pyrimidine-5-carbonitrile
Trypanosoma brucei
-
pH and temperature not specified in the publication
0.00014
2-amino-6-phenyl-5-(2-phenylethyl)-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one
Trypanosoma brucei
-
pH and temperature not specified in the publication
0.00213
2-amino-6-[4-(2-methylpropyl)phenyl]-5-phenyl-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one
Trypanosoma brucei
-
above, pH and temperature not specified in the publication
0.1
2-amino-6-[4-(methanesulfonyl)phenyl]-5-phenyl-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one
Trypanosoma brucei
-
above, pH and temperature not specified in the publication
0.0201
2-amino-6-[4-[3-(4-morpholinyl)propyl]phenyl]-5-phenyl-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one trifluoroacetate
Trypanosoma brucei
-
above, in Creek's minimal medium, pH and temperature not specified in the publication
0.0043 - 0.0125
3,6-dihydroxy-2-(3-hydroxyphenyl)-4H-1-benzopyran-4-one
0.01
4-(3-hydroxyphenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydro-4H-pyrimidin-5-carboxylic acid ethyl ester
Leishmania donovani
-
pH 4.8, 30°C
0.08006
4-(thiomorpholin-4-yl)-7H-pyrrolo[2,3-d]pyrimidin-2-amine
Trypanosoma brucei
-
pH and temperature not specified in the publication
0.00202
5,6-bis(4-chlorophenyl)-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
Trypanosoma brucei
-
pH and temperature not specified in the publication
0.00308
5,6-bis(4-chlorophenyl)-N~4~,N~4~-dimethyl-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
Trypanosoma brucei
-
in Creek's minimal medium, pH and temperature not specified in the publication
0.00015
5,6-bis(4-fluorophenyl)-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
Trypanosoma brucei
-
pH and temperature not specified in the publication
0.00131
5,6-bis(4-fluorophenyl)-N~4~,N~4~-dimethyl-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
Trypanosoma brucei
-
pH and temperature not specified in the publication
0.00019
5,6-bis(4-methylphenyl)-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
Trypanosoma brucei
-
pH and temperature not specified in the publication
0.00058
5,6-diphenyl-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
Trypanosoma brucei
-
pH and temperature not specified in the publication
0.09352
5-(2-phenylethyl)-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
Trypanosoma brucei
-
pH and temperature not specified in the publication
0.00019
5-(3-chlorophenyl)-6-(4-fluorophenyl)-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
Trypanosoma brucei
-
pH and temperature not specified in the publication
0.00253
5-(4-fluorophenyl)-4-(2-methylpropoxy)-7H-pyrrolo[2,3-d]pyrimidin-2-amine
Trypanosoma brucei
-
above, pH and temperature not specified in the publication
0.00142
5-(4-fluorophenyl)-4-isopropyloxy-7H-pyrrolo[2,3-d]-pyrimidin-2-amine
Trypanosoma brucei
-
pH and temperature not specified in the publication
0.01447
5-(4-fluorophenyl)-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
Trypanosoma brucei
-
pH and temperature not specified in the publication
0.17
5-(4-methylphenyl)-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
Trypanosoma brucei
-
pH and temperature not specified in the publication
0.00065
5-(phenylethynyl)-4-(1-pyrrolidinyl)-7H-pyrrolo[2,3-d]-pyrimidin-2-amine
Trypanosoma brucei
-
pH and temperature not specified in the publication
0.04101
5-phenyl-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
Trypanosoma brucei
-
pH and temperature not specified in the publication
0.00025
6-(4-bromophenyl)-5-phenyl-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
Trypanosoma brucei
-
pH and temperature not specified in the publication
0.000083
6-(4-fluorophenyl)-5-(4-methoxyphenyl)-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
Trypanosoma brucei
-
pH and temperature not specified in the publication
0.00343
6-(4-fluorophenyl)-5-(4-methoxyphenyl)-N4,N4-dimethyl-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
Trypanosoma brucei
-
in Creek's minimal medium, pH and temperature not specified in the publication
0.00008
6-(4-fluorophenyl)-5-phenyl-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
Trypanosoma brucei
-
pH and temperature not specified in the publication
0.00134
6-(4-fluorophenyl)-N~4~,N~4~-dimethyl-5-phenyl-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
Trypanosoma brucei
-
in Creek's minimal medium, pH and temperature not specified in the publication
0.031 - 0.057
6-hydroxy-2-(3-hydroxyphenyl)-2,3-dihydro-4H-1-benzopyran-4-one
0.035 - 0.133
6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4H-1-benzopyran-4-one
0.00139
6-[4-(2-methylpropyl)phenyl]-5-phenyl-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
Trypanosoma brucei
-
pH and temperature not specified in the publication
0.00616
6-[4-(methanesulfonyl)phenyl]-5-phenyl-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
Trypanosoma brucei
-
pH and temperature not specified in the publication
0.00603
N-[3-(2,4-diamino-5-cyano-7H-pyrrolo[2,3-d]pyrimidin-6-yl)phenyl]methanesulfonamide
Trypanosoma brucei
-
pH and temperature not specified in the publication
0.00611
N4,N4-dimethyl-5,6-diphenyl-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
Trypanosoma brucei
-
in Creek's minimal medium, pH and temperature not specified in the publication
0.00178
N4-cyclohexyl-5,6-diphenyl-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
Trypanosoma brucei
-
in Creek's minimal medium, pH and temperature not specified in the publication
0.0115
N~4~-cyclohexyl-5-(4-fluorophenyl)-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
Trypanosoma brucei
-
pH and temperature not specified in the publication
12.1
sodium antimony gluconate
Leishmania donovani
-
amastigote
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SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
0.1
-
pH 3.7, substrate dihydrofolate; pH 3.7, substrate folate
2
-
pH 3.7, substrate biopterin
2.3
-
pH 3.7, substrate dihydrobiopterin
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pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
5 - 7
-
dihydrofolate as substrate
5.5 - 8
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pH RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
4.5 - 7
-
pH 4.5: about 50% of maximal activity, pH 7.0: about 30% of maximal activity with biopterin
4.7 - 7
-
significant decline of activity at pH 7 and 4.7
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TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
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SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
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LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY hide
GeneOntology No.
LITERATURE
SOURCE
Q6QDB5
in stationary phase promastigotes
-
Manually annotated by BRENDA team
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PDB
SCOP
CATH
ORGANISM
UNIPROT
Trypanosoma brucei brucei (strain 927/4 GUTat10.1)
Trypanosoma brucei brucei (strain 927/4 GUTat10.1)
Trypanosoma brucei brucei (strain 927/4 GUTat10.1)
Trypanosoma brucei brucei (strain 927/4 GUTat10.1)
Trypanosoma brucei brucei (strain 927/4 GUTat10.1)
Trypanosoma brucei brucei (strain 927/4 GUTat10.1)
Trypanosoma brucei brucei (strain 927/4 GUTat10.1)
Trypanosoma brucei brucei (strain 927/4 GUTat10.1)
Trypanosoma brucei brucei (strain 927/4 GUTat10.1)
Trypanosoma brucei brucei (strain 927/4 GUTat10.1)
Trypanosoma brucei brucei (strain 927/4 GUTat10.1)
Trypanosoma brucei brucei (strain 927/4 GUTat10.1)
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MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
25700
-
4 * 25700, crystal structure
29000
Q6QDB5
4 * 33500, recombinant enzyme, SDS-PAGE, 4 * 29000, native enzyme, SDS-PAGE
31000
-
2 * 31000, SDS-PAGE
33500
Q6QDB5
4 * 33500, recombinant enzyme, SDS-PAGE, 4 * 29000, native enzyme, SDS-PAGE
51000
x * 51000, SDS-PAGE
57000
Q6QDB5
x * 57000, SDS-PAGE, GFP-fusion protein
116000
-
recombinant enzyme, gel filtration
116800
-
gel filtration
117000
-
native enzyme, gel filtration
134000
Q6QDB5
recombinant enzyme, gel filtration
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SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
homotetramer
-
x-ray crystallography
tetramer
additional information
Q6QDB5
x * 57000, SDS-PAGE, GFP-fusion protein
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Crystallization/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
sitting drop vapor diffusion method, using 0.1 M MES pH 6.5, 10%(v/v) dioxane and 1.6 M ammonium sulfate
-
crystallized in complex with reduced cofactor and two different inhibitors
-
enzyme in ternary complex with NADPH and inhibitor 2,4,6-triaminoquinazoline in protein solution containing 10 mg/ml protein, 20 mM sodium acetate, pH 5.3, 1 mM NADPH, 1 mM 2,4,6-triaminoquinazoline, 20 mM DTT, and 1% DMSO, hanging drop vapour diffusion method, against equal volume of 0.002 ml of reservoir solution containing 11-14% PEG 5000, 100 mM sodium acetate, pH 5.5, and 40-140 mM calcium acetate, 20°C, thin grew clumps of thin fragile rods, cryopreservation in a solution of 0% reservoir solution and 30% glycerol, X-ray diffraction structure determination and analysis at 2.6 A resolution, molecular replacement
-
in complex with NADPH, and with NADPH and biopterin, 5,6-dihydrobiopterin, or 5,6,7,8-tetrahydrobiopterin as well as in complex with NADPH and inhibitors CB3717 or trimethoprim. Enzyme does not undergo major conformational changes to accomplish binding and processing of substrates. Quinazoline moiety of inhibotr CB3717 binds similarly to pterin of substrate
-
purified enzyme LmPtr1 in ternary complex with compounds 6-hydroxy-2-(3-hydroxyphenyl)-2,3-dihydro-4H-1-benzopyran-4-one and 2-(3,4-dihydroxyphenyl)-6-hydroxy-2,3-dihydro-4H-1-benzopyran-4-one, hanging drop vapour diffusion method, mixing of 0.002 ml of 12.5 mg/ml protein in 20 mM sodium acetate, pH 5.3, containing 1 mM NADPH, and 20 mM DTT, with 0.002 ml of reservoir solution containing 12% PEG 4600, 100 mM sodium acetate buffer pH 5.5 and 120-160 mM calcium acetate, equilibration against reservoir solution, at 20°C, for complex crystals the preformed crystals are soaked in a 2 mM inhibitor solution (dissolved in a 1:1 mixture of 1,4-dioxane and water) for 4.5 h, X-ray diffraction structure determination and analysis at 2.10-2.35 A resolution
-
purified recombinant enzyme in binary complex with NADPH and in ternary complex with NADPH and methotrexate, 0.02 ml of protein solution containing 20 mg/ml protein, 20 mM Tris-HCl, pH 7.0, mixed with 0.01 ml of a solution containing 4 mM NADPH, 4 mM methotrexate on ice for 1 h, then mixed with 0.01 ml of reservoir solution containing 28% 1,4-butanediol, 12.5 mM cetyl trimethyl ammonium chloride and 100 mM HEPES, pH 7.0, 5 days, 14°C, X-ray diffraction structure determination and analysis of flash frozen crystals at 2.8 A resolution, molecular replacement technique
purified enzyme TbPtr1 in ternary complex with compound 6-hydroxy-2-(3-hydroxyphenyl)-2,3-dihydro-4H-1-benzopyran-4-one, sitting drop vapor diffusion method, mixing of equal volumes of protein solution containing 6-10 mg/ml protein in 20 mM Tris-HCl, pH 7.5, and 10 mM DTT, with precipitant solution containing 1.5-2.5 M sodium acetate and 0.1 M sodium citrate, pH 5.0, equilibration against 0.6 ml of reservoir solution, at room temperature, several days, for complexed crystals are soaked in a 2 mM solution of the inhibitor (dissolved in a 1:1 mixture of 1,4-dioxane and water) for 4 h, X-ray diffraction structure determination and analysis at 1.70 A resolution
-
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pH STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
4.5 - 7.5
-
enzyme LmPTR1 is stable either in pH 4.5 or pH 7.5, since Tm values does not vary significantly between these conditions
742445
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TEMPERATURE STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
additional information
-
midpoint temperatures of the LmPTR1-unfolding transition (Tm) at different pHs, DMSO concentrations, and inhibitor concentrations, thermal shift enzyme assay optimization, overview
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STORAGE STABILITY
ORGANISM
UNIPROT
LITERATURE
-80°C, 20% glycerol, 20 mM beta-mercaptoethanol, stable
-
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Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
HisTrap nickel-chelating column chromatography
-
native and recombinant enzyme
-
recombinant enzyme
recombinant enzyme from Escherichia coli
recombinant His-tagged enzyme from Escherichia coli strain BL21(DE3)by nickel affinity chromatography
Q6QDB5
T7 Tag antibody agarose column chromatography
using Ni-NTA chromatography
-
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Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
expressed as a His-tagged fusion protein
-
expressed as N-terminal His6-tagged protein in Spodoptera frugiperda 21 cells
-
expressed in Escherichia coli BL21 (DE3) GOLD cells
-
expressed in Escherichia coli strain JM109
expression in Escherichia coli
expression of GFP-tagged enzyme in Leishmania donovani
-
gene ptr1 from wild-type and SbIII-resistant lines, DNA and amino acid sequenc determination, analysis, and comparison, chromosomal localization, enzyme expression analysis. PTR1 protein is more expressed in the Sb-resistant lines compared to their respective wild-type counterparts
gene ptr1 from wild-type and SbIII-resistant lines, DNA and amino acid sequenc determination, analysis, and comparison, chromosomal localization, enzyme expression analysis. PTR1 protein is more expressed in the Sb-resistant lines compared to their respective wild-type counterparts. Overexpression of ptr1 gene in the wild-type Leishmania braziliensis lines increases 2fold the SbIII-resistance phenotype compared to the non-transfected counterpart
gene ptr1 from wild-type and SbIII-resistant lines, DNA and amino acid sequenc determination, analysis, and comparison, chromosomal localization, enzyme expression analysis. PTR1 protein is more expressed in the Sb-resistant lines compared to their respective wild-type counterparts. Overexpression of ptr1 gene in the wild-type Leishmania infantum lines does not change the SbIII-resistance phenotype
gene PTR1, recombinant expression of His6-tagged enzyme in Escherichia coli strain BL21(DE3)
-
overexpressed in transgenic Leishmania parasites as N-terminal GFP-tagged PTR1-green fluorescent protein
-
overexpression of the N-terminally His-tagged enzyme in Escherichia coli strain BL21(DE3)
Q6QDB5
promastigote form of Leishmania donovani transfected with GFP and GFP-PTR1 chimera
Q6QDB5
recombinantly expressed
transgenic parasites overexpress a PTR1-GFP chimera (PTR1 tagged at the N-terminal with GFP)
-
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EXPRESSION
ORGANISM
UNIPROT
LITERATURE
PTR1 protein is more expressed in the Sb-resistant lines compared to their respective wild-type counterparts
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ENGINEERING
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
K199E
-
The mutant enzymes Y38D, Y195F, Y195W, and K199R are inactive even if they are purified as tetramers
Y175D
-
mutant enzyme Y175D shows properties similar to wild type enzyme. The mutant enzymes Y38D, Y195F, Y195W, and K199R are inactive even if they are purified as tetramers
Y195F
-
The mutant enzymes Y38D, Y195F, Y195W, and K199R are inactive even if they are purified as tetramers
Y195W
-
The mutant enzymes Y38D, Y195F, Y195W, and K199R are inactive even if they are purified as tetramers
Y38D
-
The mutant enzymes Y38D, Y195F, Y195W, and K199R are inactive even if they are purified as tetramers
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APPLICATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
drug development
medicine
pharmacology
-
successful antifolate chemotherapy in Leishmania will have to target simultaneously both pterine reductase 1 and dihydrofolate reductase-thymidylate synthase
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LINKS TO OTHER DATABASES (specific for EC-Number 1.5.1.33)
ExplorEnz
ExPASy
KEGG
MetaCyc
SABIO-RK
NCBI: PubMed, Protein, Nucleotide, Structure, Genome, OMIM
IUBMB Enzyme Nomenclature
PROSITE Database of protein families and domains
InterPro (database of protein families, domains and functional sites)