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Information on EC 1.5.1.33 - pteridine reductase
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1.5.1.33 pteridine reductaseIUBMB Comments
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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Word Map
- 1.5.1.33
- leishmania
- trypanosoma
- dihydrofolate
- antifolate
-
antileishmanial
- folate
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trypanosomatids
- pterins
- donovani
- promastigotes
- leishmaniasis
- amastigotes
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dhfr-t
-
reductase-thymidylate
- trypanosomiasis
- dihydrobiopterin
- tarentolae
- trypanothione
- drug development
- pharmacology
- medicine
The enzyme appears in viruses and cellular organisms
Synonyms
EC 1.1.1.253, H region methotrexate resistance protein, LdPTR1, LmPTR1, NADPH-dependent short-chain dehydrogenase/reductase pteridine reductase, NADPH-dihydropteridine reductase, pteridine reductase, pteridine reductase 1, PTR1, reductase, dihydropteridine (reduced nicotinamide adenine dinucleotide phosphate), 
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SYNONYM 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
EC 1.1.1.253
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formerly
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H region methotrexate resistance protein
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LmPTR1
NADPH-dependent short-chain dehydrogenase/reductase pteridine reductase
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NADPH-dihydropteridine reductase
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pteridine reductase 1
PTR1
reductase, dihydropteridine (reduced nicotinamide adenine dinucleotide phosphate)
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TbPTR1
pteridine reductase 1
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pteridine reductase 1
broad-spectrum enzyme of pterin and folate metabolism
PTR1
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REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
5,6,7,8-tetrahydrobiopterin + 2 NADP+ = biopterin + 2 NADPH + 2 H+
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-
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5,6,7,8-tetrahydrobiopterin + 2 NADP+ = biopterin + 2 NADPH + 2 H+
ordered sequential reaction mechanism
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5,6,7,8-tetrahydrobiopterin + 2 NADP+ = biopterin + 2 NADPH + 2 H+
ordered ternary complex mechanism with NADPH binding first and NADP+ dissociating after the reduced pteridine. The enzyme transfers the pro-S hydride of NADPH to carbon 6 on the si face of dihydrofolate
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5,6,7,8-tetrahydrobiopterin + 2 NADP+ = biopterin + 2 NADPH + 2 H+
conserved residue Tyr194 forms hydrogen bonds with the nucleophilic center of the substrate and stabilizes the transition state, conserved residue Lys198 lowers the pKa of the tyrosine, helps to stabilize the transition state, and may function as proton source for the tyrosine
5,6,7,8-tetrahydrobiopterin + 2 NADP+ = biopterin + 2 NADPH + 2 H+
the enzyme exhhibits a ping-pong mechanism
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY
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
131384-61-7
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SUBSTRATE
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
2 biopterin + 3 NADPH + 3 H+
dihydrobiopterin + tetrahydrobiopterin + 3 NADP+
essential enzyme of pterin and folate metabolism
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-
?
2 biopterin + 3 NADPH + 3 H+
dihydrobiopterin + tetrahydrobiopterin + 3 NADP+
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salvage of pterins, enzyme acts as a metabolic bypass for drugs targeting dihydrofolate reductase, PTR1 contributes about 10% of the reduction of folates in wild-type cells while the remaining 90% is due to the activity of dihydrofolate reductase-thymidylate synthase (EC 1.5.1.3)
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-
?
6-biopterin + NADPH + H+
5,6,7,8-tetrahydrobiopterin + NADP+
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?
biopterin + 2 NADPH + 2 H+
5,6,7,8-tetrahydrobiopterin + 2 NADP+
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-
?
biopterin + 2 NADPH + 2 H+
5,6,7,8-tetrahydrobiopterin + 2 NADP+
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-
-
?
biopterin + 2 NADPH + 2 H+
5,6,7,8-tetrahydrobiopterin + 2 NADP+
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-
-
?
biopterin + 2 NADPH + 2 H+
5,6,7,8-tetrahydrobiopterin + 2 NADP+
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-
-
?
biopterin + 2 NADPH + 2 H+
5,6,7,8-tetrahydrobiopterin + 2 NADP+
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-
-
-
?
biopterin + 2 NADPH + 2 H+
5,6,7,8-tetrahydrobiopterin + 2 NADP+
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-
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?
biopterin + 2 NADPH + 2 H+
5,6,7,8-tetrahydrobiopterin + 2 NADP+
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substrate binding structure
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?
Biopterin + NADPH
5,6,7,8-Tetrahydrobiopterin + NADP+
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Biopterin + NADPH
5,6,7,8-Tetrahydrobiopterin + NADP+
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activity with NADH is less than 5% of the activity with NADPH
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Biopterin + NADPH
5,6,7,8-Tetrahydrobiopterin + NADP+
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Biopterin + NADPH
5,6,7,8-Tetrahydrobiopterin + NADP+
2-step reaction via intermediate 7,8-dihydrobiopterin
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?
Biopterin + NADPH
5,6,7,8-Tetrahydrobiopterin + NADP+
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no activity with NADH and NADP+
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Biopterin + NADPH
5,6,7,8-Tetrahydrobiopterin + NADP+
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no activity with NADH and NADP+
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biopterin + NADPH + H+
5,6,7,8-tetrahydrobiopterin + NADP+
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?
dihydrobiopterin + NADPH
5,6,7,8-tetrahydrobiopterin + NADP+
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r
dihydrobiopterin + NADPH + H+
5,6,7,8-tetrahydrobiopterin + NADP+
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?
Dihydrofolate + NADPH
5,6,7,8-Tetrahydrofolate + NADP+
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folate + NADPH + H+
7,8-dihydrofolate and tetrahydrofolate + NADP+
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?
folate + NADPH + H+
7,8-dihydrofolate and tetrahydrofolate + NADP+
essential enzyme of pterin and folate metabolism
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?
quinonoid dihydrobiopterin + NADPH + H+
tetrahydrobiopterin + NADP+
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?
quinonoid dihydrobiopterin + NADPH + H+
tetrahydrobiopterin + NADP+
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?
additional information
?
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enzyme is associated with folate metabolism, responsible for salvage of pterins and reduction of folates
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additional information
?
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NADPH binds first, the enzyme-NADPH complex binds the substrate
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additional information
?
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no activity with quinoid dihydrobiopterin
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additional information
?
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primary enzyme mediating pteridine salvage
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additional information
?
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the enzyme mediates the synthesis of tetrahydropteridines
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additional information
?
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the enzyme mediates the synthesis of tetrahydropteridines
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additional information
?
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enzyme is used by the organism to bypass antifolate inhibition, catalytic pathway
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additional information
?
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enzyme is used by the organism to bypass antifolate inhibition, catalytic pathway
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additional information
?
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the enzyme is involved in the resistance to the methotrexate, aminopterin and trimethoprim antifolates
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additional information
?
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the enzyme is involved in the resistance to the methotrexate, aminopterin and trimethoprim antifolates
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NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
2 biopterin + 3 NADPH + 3 H+
dihydrobiopterin + tetrahydrobiopterin + 3 NADP+
Q6QDB5
essential enzyme of pterin and folate metabolism
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?
2 biopterin + 3 NADPH + 3 H+
dihydrobiopterin + tetrahydrobiopterin + 3 NADP+
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salvage of pterins, enzyme acts as a metabolic bypass for drugs targeting dihydrofolate reductase, PTR1 contributes about 10% of the reduction of folates in wild-type cells while the remaining 90% is due to the activity of dihydrofolate reductase-thymidylate synthase (EC 1.5.1.3)
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?
6-biopterin + NADPH + H+
5,6,7,8-tetrahydrobiopterin + NADP+
A2TEY0
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?
biopterin + 2 NADPH + 2 H+
5,6,7,8-tetrahydrobiopterin + 2 NADP+
O09352
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?
biopterin + 2 NADPH + 2 H+
5,6,7,8-tetrahydrobiopterin + 2 NADP+
A4HCP1
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?
biopterin + 2 NADPH + 2 H+
5,6,7,8-tetrahydrobiopterin + 2 NADP+
A0A1E1IZ95
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?
biopterin + 2 NADPH + 2 H+
5,6,7,8-tetrahydrobiopterin + 2 NADP+
A4I067
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?
biopterin + 2 NADPH + 2 H+
5,6,7,8-tetrahydrobiopterin + 2 NADP+
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?
biopterin + 2 NADPH + 2 H+
5,6,7,8-tetrahydrobiopterin + 2 NADP+
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?
folate + NADPH + H+
7,8-dihydrofolate and tetrahydrofolate + NADP+
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?
folate + NADPH + H+
7,8-dihydrofolate and tetrahydrofolate + NADP+
Q6QDB5
essential enzyme of pterin and folate metabolism
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?
additional information
?
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Q6QDB5
enzyme is associated with folate metabolism, responsible for salvage of pterins and reduction of folates
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additional information
?
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primary enzyme mediating pteridine salvage
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additional information
?
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the enzyme mediates the synthesis of tetrahydropteridines
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additional information
?
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the enzyme mediates the synthesis of tetrahydropteridines
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additional information
?
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enzyme is used by the organism to bypass antifolate inhibition, catalytic pathway
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additional information
?
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P42556
enzyme is used by the organism to bypass antifolate inhibition, catalytic pathway
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additional information
?
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the enzyme is involved in the resistance to the methotrexate, aminopterin and trimethoprim antifolates
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additional information
?
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the enzyme is involved in the resistance to the methotrexate, aminopterin and trimethoprim antifolates
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COFACTOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
NADPH
binding site is located at residues Gly13 to Arg39, recognition motif GXXXRXG
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INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
(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-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
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
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-[(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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2,6-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-amino-4-(thiomorpholin-4-yl)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
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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-(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-6-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-(4-bromophenyl)-5-phenyl-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one
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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-bromo-4-(1-pyrrolidinyl)-7H-pyrrolo[2,3-d]-pyrimidine-5-carbonitrile
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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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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
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)-N~4~,N~4~-dimethyl-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
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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-(phenylethynyl)-4-(1-pyrrolidinyl)-7H-pyrrolo[2,3-d]-pyrimidin-2-amine
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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)-N~4~,N~4~-dimethyl-5-phenyl-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
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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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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
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
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-cyclohexyl-5-(4-fluorophenyl)-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
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(4S)-4-[[(4-[[(2,4-diaminopteridin-6-yl)methyl](methyl)amino]phenyl)carbonyl]amino]-5-oxohexanoic acid
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(4S)-4-[[(4-[[(2,4-diaminopteridin-6-yl)methyl](methyl)amino]phenyl)carbonyl]amino]-5-oxohexanoic acid
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1-[(4-[[6-(trifluoromethyl)quinoxalin-2-yl]amino]phenyl)carbonyl]piperidine-4-carboxylic acid
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1-[(4-[[6-(trifluoromethyl)quinoxalin-2-yl]amino]phenyl)carbonyl]piperidine-4-carboxylic acid
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1-[(4-[[8-amino-3-phenyl-6-(trifluoromethyl)quinoxalin-2-yl]amino]phenyl)carbonyl]piperidine-4-carboxylic acid
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1-[(4-[[8-amino-3-phenyl-6-(trifluoromethyl)quinoxalin-2-yl]amino]phenyl)carbonyl]piperidine-4-carboxylic acid
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2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
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2-amino-4-oxo-6-phenyl-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
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2-amino-4-oxo-6-phenyl-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
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2-amino-5-(2-phenylethyl)-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
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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-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
-
-
2-amino-6-(3-formylphenyl)-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
-
2-amino-6-(4-ethylphenyl)-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
-
-
2-amino-6-(4-ethylphenyl)-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
-
2-amino-6-(4-methoxyphenyl)-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
-
-
2-amino-6-(4-methoxyphenyl)-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
-
2-amino-6-bromo-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
-
-
2-amino-6-bromo-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
-
6-hydroxy-2-(3-hydroxyphenyl)-2,3-dihydro-4H-1-benzopyran-4-one
-
the compound shows inhibitory activity both against the targeted enzyme and the parasite with a high selectivity and a low toxicity for humans. Only the (R)-isomer binds in the active site, 50% inhibition at 0.05 mM
6-hydroxy-2-(3-hydroxyphenyl)-2,3-dihydro-4H-1-benzopyran-4-one
-
the compound shows inhibitory activity both against the targeted enzyme and the parasite with a high selectivity and a low toxicity for humans. Only the (R)-isomer binds in the active site, 81% inhibition at 0.05 mM
ethyl 1-[(4-[[7-(trifluoromethyl)quinoxalin-2-yl]amino]phenyl)carbonyl]piperidine-2-carboxylate
-
-
ethyl 1-[(4-[[7-(trifluoromethyl)quinoxalin-2-yl]amino]phenyl)carbonyl]piperidine-2-carboxylate
-
-
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](methyl)amino]phenyl)carbonyl]piperidine-4-carboxylate
-
-
methyl 1-[(4-[[(2,4-diaminopteridin-6-yl)methyl]amino]phenyl)carbonyl]piperidine-4-carboxylate
-
-
methyl 1-[(4-[[(2,4-diaminopteridin-6-yl)methyl]amino]phenyl)carbonyl]piperidine-4-carboxylate
-
-
additional information
-
the enzyme is considered a promising target for anti-leishmanial drug development and several inhibitors that share the substrate scaffold. Design of a series of thiazolidine-2,4-dione derivatives as PTR1 inhibitors by employing the thiazolidinone ring as a bioisosteric replacement for pteridine/purine ring, docking studies, molecular dynamics simulations, and inhibition mechanism, overview
-
additional information
-
chromen-4-one derivatives as pteridine reductase 1 (PTR1) inhibitors, observed and predicted binding modes of the compounds, docking and modeling, overview. There are differences between the binding modes of the chromen-4-one and the chroman-4-one moiety. No inhibition by 3,6-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one at 0.05 mM. Only the (R)-isomers bind in the active site
-
additional information
-
structure-based design and synthesis of 61 antiparasitic pyrrolopyrimidines targeting pteridine reductase 1, with input from crystal structures of 23 of these compounds complexed with enzyme PTR1, structure-activity relationships, inhibition mechanism, overview. Analysis of eight compounds sufficiently active in vivo evaluation in HEK cells, pharmacokinetic properties
-
additional information
-
chromen-4-one derivatives as pteridine reductase 1 (PTR1) inhibitors, observed and predicted binding modes of the compounds, docking and modeling, overview. There are differences between the binding modes of the chromen-4-one and the chroman-4-one moiety. No inhibition by 3,6-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one at 0.05 mM
-
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
additional information
additional information
-
kinetics, thermal shift assay
-
0.0122
biopterin
-
NADPH, with folate as cosubstrate, recombinant enzyme, pH 6.0; recombinant enzyme, pH 4.7
0.0054
dihydrobiopterin
-
dihydrofolate, recombinant enzyme, pH 7.0; recombinant enzyme, pH 7.0
0.0024
folate
-
NADPH, with folate as cosubstrate, native enzyme, pH 6.0; native enzyme, pH 6.0
0.00935
NADPH
-
with dihydrobiopterin as cosubstrate, recombinant enzyme, pH 4.7
0.012
NADPH
-
with dihydrofolate as cosubstrate, recombinant enzyme, pH 6.0
0.0123
NADPH
-
with biopterin as cosubstrate, recombinant enzyme, pH 4.7
0.0142
NADPH
-
with dihydrofolate as cosubstrate, recombinant enzyme, pH 6.0
0.0145
NADPH
-
with dihydrobiopterin as cosubstrate, recombinant enzyme, pH 4.7
0.0166
quinonoid 6,7-dimethyl-7,8-dihydropterin
-
in 50 mM HEPES buffer, pH 7.4, at 25°C
0.021
quinonoid 6,7-dimethyl-7,8-dihydropterin
-
in 50 mM HEPES buffer, pH 7.4, at 25°C
0.0036
quinonoid dihydrobiopterin
-
in 50 mM HEPES buffer, pH 7.4, at 25°C
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
0.43
quinonoid 6,7-dimethyl-7,8-dihydropterin
-
in 50 mM HEPES buffer, pH 7.4, at 25°C
0.44
quinonoid 6,7-dimethyl-7,8-dihydropterin
-
in 50 mM HEPES buffer, pH 7.4, at 25°C
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
kcat/KM VALUE [1/mMs-1]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
21
quinonoid 6,7-dimethyl-7,8-dihydropterin
-
in 50 mM HEPES buffer, pH 7.4, at 25°C
26
quinonoid 6,7-dimethyl-7,8-dihydropterin
-
in 50 mM HEPES buffer, pH 7.4, at 25°C
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Ki VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
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
0.1
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
0.00071 - 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
0.00047
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
0.00095
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
0.000135
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
0.00058
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
0.038
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
0.000037
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
additional information
additional information
-
inhibition kinetics, thermal shift assay
-
0.00011
(4S)-4-[[(4-[[(2,4-diaminopteridin-6-yl)methyl](methyl)amino]phenyl)carbonyl]amino]-5-oxohexanoic acid
-
-
0.00018
(4S)-4-[[(4-[[(2,4-diaminopteridin-6-yl)methyl](methyl)amino]phenyl)carbonyl]amino]-5-oxohexanoic acid
-
-
0.007
1-[(4-[[6-(trifluoromethyl)quinoxalin-2-yl]amino]phenyl)carbonyl]piperidine-4-carboxylic acid
-
-
0.075
1-[(4-[[6-(trifluoromethyl)quinoxalin-2-yl]amino]phenyl)carbonyl]piperidine-4-carboxylic acid
-
-
0.027
2-amino-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one
-
pH 7.5, temperature not specified in the publication, value above 0.027
0.035
2-amino-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one
pH 7.5, temperature not specified in the publication, value above 0.035
0.027
2-amino-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidine-4-thione
-
pH 7.5, temperature not specified in the publication, value above 0.027
0.035
2-amino-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidine-4-thione
pH 7.5, temperature not specified in the publication, value above 0.035
0.0058
2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
pH 7.5, temperature not specified in the publication
0.027
2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
-
pH 7.5, temperature not specified in the publication, value above 0.027
0.00071
2-amino-4-oxo-6-phenyl-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
pH 7.5, temperature not specified in the publication
0.027
2-amino-4-oxo-6-phenyl-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
-
pH 7.5, temperature not specified in the publication, value above 0.027
0.00027
2-amino-5-(2-phenylethyl)-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one
-
pH and temperature not specified in the publication
0.00096
2-amino-5-(2-phenylethyl)-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one
pH 7.5, temperature not specified in the publication
0.027
2-amino-5-(2-phenylethyl)-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one
-
pH 7.5, temperature not specified in the publication, value above 0.027
0.0004
2-amino-6-(1,3-benzodioxol-5-yl)-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
pH 7.5, temperature not specified in the publication
0.0026
2-amino-6-(1,3-benzodioxol-5-yl)-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
-
pH 7.5, temperature not specified in the publication
0.00029
2-amino-6-(3-formylphenyl)-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
pH 7.5, temperature not specified in the publication
0.0042
2-amino-6-(3-formylphenyl)-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
-
pH 7.5, temperature not specified in the publication
0.0005
2-amino-6-(4-ethylphenyl)-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
pH 7.5, temperature not specified in the publication
0.0164
2-amino-6-(4-ethylphenyl)-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
-
pH 7.5, temperature not specified in the publication
0.00036
2-amino-6-(4-methoxyphenyl)-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
pH 7.5, temperature not specified in the publication
0.0034
2-amino-6-(4-methoxyphenyl)-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
-
pH 7.5, temperature not specified in the publication
0.0039
2-amino-6-bromo-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
pH 7.5, temperature not specified in the publication
0.027
2-amino-6-bromo-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
-
pH 7.5, temperature not specified in the publication, value above 0.027
0.00024
6,7-di(propan-2-yl)pteridine-2,4-diamine
-
pH 7.5, temperature not specified in the publication
0.0033
6,7-di(propan-2-yl)pteridine-2,4-diamine
pH 7.5, temperature not specified in the publication
0.0006
6-(benzylsulfanyl)pyrimidine-2,4-diamine
-
pH 7.5, temperature not specified in the publication
0.0032
6-(benzylsulfanyl)pyrimidine-2,4-diamine
pH 7.5, temperature not specified in the publication
0.0012
6-methyl-7-(propan-2-yl)pteridine-2,4-diamine
-
pH 7.5, temperature not specified in the publication
0.035
6-methyl-7-(propan-2-yl)pteridine-2,4-diamine
pH 7.5, temperature not specified in the publication, value above 0.035
0.0012
6-phenylpteridine-2,4,7-triamine
pH 7.5, temperature not specified in the publication
0.0034
6-phenylpteridine-2,4,7-triamine
-
pH 7.5, temperature not specified in the publication
0.0027
6-[(4-methoxybenzyl)sulfanyl]pyrimidine-2,4-diamine
-
pH 7.5, temperature not specified in the publication
0.018
6-[(4-methoxybenzyl)sulfanyl]pyrimidine-2,4-diamine
pH 7.5, temperature not specified in the publication
0.0054
6-[(4-methylphenyl)sulfanyl]pyrimidine-2,4-diamine
pH 7.5, temperature not specified in the publication
0.027
6-[(4-methylphenyl)sulfanyl]pyrimidine-2,4-diamine
-
pH 7.5, temperature not specified in the publication, value above 0.027
0.006
ethyl 1-[(4-[[7-(trifluoromethyl)quinoxalin-2-yl]amino]phenyl)carbonyl]piperidine-2-carboxylate
-
-
0.106
ethyl 1-[(4-[[7-(trifluoromethyl)quinoxalin-2-yl]amino]phenyl)carbonyl]piperidine-2-carboxylate
-
-
0.000039
methotrexate
-
pH and temperature not specified in the publication
0.0001
methyl 1-[(4-[[(2,4-diaminopteridin-6-yl)methyl]amino]phenyl)carbonyl]piperidine-4-carboxylate
-
-
0.007
methyl 1-[(4-[[(2,4-diaminopteridin-6-yl)methyl]amino]phenyl)carbonyl]piperidine-4-carboxylate
-
-
0.027
N4-cyclopropylpyrimidine-2,4,6-triamine
-
pH 7.5, temperature not specified in the publication, value above 0.027
0.035
N4-cyclopropylpyrimidine-2,4,6-triamine
pH 7.5, temperature not specified in the publication, value above 0.035
0.027
pyrimidine-2,4,6-triamine
-
pH 7.5, temperature not specified in the publication, value above 0.027
0.035
pyrimidine-2,4,6-triamine
pH 7.5, temperature not specified in the publication, value above 0.035
0.0922
quinonoid 6,7-dimethyl-7,8-dihydropterin
-
in 50 mM HEPES buffer, pH 7.4, at 25°C
0.475
quinonoid 6,7-dimethyl-7,8-dihydropterin
-
in 50 mM HEPES buffer, pH 7.4, at 25°C
0.00314
quinonoid dihydrobiopterin
-
in 50 mM HEPES buffer, pH 7.4, at 25°C
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
IC50 VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
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
0.34
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
0.01
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
0.00139
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
23.1
(4-fluoro-phenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid ethyl ester
Leishmania donovani
-
amastigote
101
(4-fluoro-phenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid ethyl ester
Leishmania donovani
-
promastigote
18.3
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
Leishmania donovani
-
amastigote
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
Leishmania donovani
-
promastigote
0.035
2-(3,4-dihydroxyphenyl)-3,6-dihydroxy-4H-1-benzopyran-4-one
Leishmania major
-
pH 6.0, 30°C
0.038
2-(3,4-dihydroxyphenyl)-3,6-dihydroxy-4H-1-benzopyran-4-one
Trypanosoma brucei
-
pH 6.0, 30°C
0.036
2-(3,4-dihydroxyphenyl)-6-hydroxy-2,3-dihydro-4H-1-benzopyran-4-one
Leishmania major
-
pH 6.0, 30°C
0.082
2-(3,4-dihydroxyphenyl)-6-hydroxy-2,3-dihydro-4H-1-benzopyran-4-one
Trypanosoma brucei
-
pH 6.0, 30°C
0.0043
3,6-dihydroxy-2-(3-hydroxyphenyl)-4H-1-benzopyran-4-one
Trypanosoma brucei
-
pH 6.0, 30°C
0.0125
3,6-dihydroxy-2-(3-hydroxyphenyl)-4H-1-benzopyran-4-one
Leishmania major
-
pH 6.0, 30°C
0.031
6-hydroxy-2-(3-hydroxyphenyl)-2,3-dihydro-4H-1-benzopyran-4-one
Trypanosoma brucei
-
pH 6.0, 30°C
0.057
6-hydroxy-2-(3-hydroxyphenyl)-2,3-dihydro-4H-1-benzopyran-4-one
Leishmania major
-
pH 6.0, 30°C
0.035
6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4H-1-benzopyran-4-one
Leishmania major
-
pH 6.0, 30°C
0.133
6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4H-1-benzopyran-4-one
Trypanosoma brucei
-
pH 6.0, 30°C
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SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
4.7
5.5 - 8
7.5
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pH RANGE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
4 - 9
4.5 - 7
-
pH 4.5: about 50% of maximal activity, pH 7.0: about 30% of maximal activity with biopterin
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TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
30
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ORGANISM
COMMENTARY
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
wild-type (WTS) and SbIII-resistant (SbR) lines
UniProt
brenda
wild-type (WTS) and SbIII-resistant (SbR) lines
UniProt
brenda
clinical isolate, enzyme is degraded in the stationary phase of growth at the time when the parasites are undergoing metacyclogenesis
SwissProt
brenda
-
-
-
brenda
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SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
SOURCE
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LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY
GeneOntology No.
LITERATURE
SOURCE
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GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
malfunction
physiological function
malfunction
-
comparisons of isogenic lines shows that ptr1-null mutants are 18fold more sensitive to H2O2 than PTR1-overproducing lines, and significant 3-5fold differences are seen with a broad panel of oxidant-inducing agents
malfunction
-
impossible to generate PTR1 null mutants. RNA interference results in complete knockdown of endogenous protein after 48 h, followed by cell death after 4 days. Lethal phenotype is reversed by expression of PTR1 in RNAi lines or by addition of tetrahydrobiopterin to cultures. Loss of PTR1 is associated with gross morphological changes due to a defect in cytokinesis, resulting in cells with multiple nuclei and kinetoplasts, as well as multiple detached flagella. Electron microscopy also reveal increased numbers of glycosomes, while immunofluorescence microscopy show increased and more diffuse staining for glycosomal matrix enzymes, indicative of mis-localisation to the cytosol. RNAi cell lines are markedly less virulent than wild-type parasites in mice
physiological function
-
using treatment with H2O2 as the selective pressure PTR1 is identified as a mediator of susceptibility to oxidative stress. Oxidant resistance depends upon reduced unconjugated pteridines and PTR1-derived pteridines can modulate oxidant susceptibility
physiological function
-
the enzyme has an essential and dual role in pterin metabolism
physiological function
-
the enzyme has an essential and dual role in pterin metabolism
physiological function
the enzyme participates in the salvage of pteridines, which are essential to maintain growth of Leishmania
physiological function
the enzyme participates in the salvage of pteridines, which are essential to maintain growth of Leishmania
physiological function
the enzyme participates in the salvage of pteridines, which are essential to maintain growth of Leishmania
physiological function
the enzyme participates in the salvage of pteridines, which are essential to maintain growth of Leishmania
physiological function
-
the enzyme is able to reduce both unconjugated and conjugated pterins and provides a metabolic bypass to alleviate a dihydrofolate reductase inhibition
physiological function
-
the enzyme is able to reduce both unconjugated and conjugated pterins and provides a metabolic bypass to alleviate a dihydrofolate reductase inhibition
Show AA Sequence and Transmembrane Helices (208 entries)
Please use the AA Sequence and Transmembrane Helices Search for a specific query.
Please use the AA Sequence and Transmembrane Helices Search for a specific query.
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PDB
SCOP
CATH
UNIPROT
ORGANISM
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)
Trypanosoma brucei brucei (strain 927/4 GUTat10.1)
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MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
29000
4 * 33500, recombinant enzyme, SDS-PAGE, 4 * 29000, native enzyme, SDS-PAGE
30000
33500
4 * 33500, recombinant enzyme, SDS-PAGE, 4 * 29000, native enzyme, SDS-PAGE
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SUBUNIT
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
tetramer
tetramer
4 * 33500, recombinant enzyme, SDS-PAGE, 4 * 29000, native enzyme, SDS-PAGE
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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
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crystallized in complex with reduced cofactor and two different inhibitors
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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
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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
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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
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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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PROTEIN VARIANTS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
K199E
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The mutant enzymes Y38D, Y195F, Y195W, and K199R are inactive even if they are purified as tetramers
Y175D
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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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pH STABILITY
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
4.5 - 7.5
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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
LITERATURE
additional information
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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
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PURIFICATION/commentary
ORGANISM
UNIPROT
LITERATURE
recombinant enzyme
recombinant His-tagged enzyme from Escherichia coli strain BL21(DE3)by nickel affinity chromatography
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CLONED/commentary
ORGANISM
UNIPROT
LITERATURE
expressed as N-terminal His6-tagged protein in Spodoptera frugiperda 21 cells
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expression in Escherichia coli
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)
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overexpressed in transgenic Leishmania parasites as N-terminal GFP-tagged PTR1-green fluorescent protein
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overexpression of the N-terminally His-tagged enzyme in Escherichia coli strain BL21(DE3)
promastigote form of Leishmania donovani transfected with GFP and GFP-PTR1 chimera
recombinantly expressed
transgenic parasites overexpress a PTR1-GFP chimera (PTR1 tagged at the N-terminal with GFP)
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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
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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
PTR1 protein is more expressed in the Sb-resistant lines compared to their respective wild-type counterparts
PTR1 protein is more expressed in the Sb-resistant lines compared to their respective wild-type counterparts
PTR1 protein is more expressed in the Sb-resistant lines compared to their respective wild-type counterparts
PTR1 protein is more expressed in the Sb-resistant lines compared to their respective wild-type counterparts
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APPLICATION
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
drug development
medicine
pharmacology
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successful antifolate chemotherapy in Leishmania will have to target simultaneously both pterine reductase 1 and dihydrofolate reductase-thymidylate synthase
drug development
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the enzyme is considered a promising target for anti-leishmanial drug development and several inhibitors that share the substrate scaffold
medicine
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enzyme is a target for development of improved therapies for infection by trypanosomatid parasites
medicine
enzyme is an important chemotherapeutic target for drugs against Leishmania
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