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2'-deoxyuridine + phosphate
uracil + alpha-D-ribose 1-phosphate
2'-deoxyuridine + phosphate
uracil + deoxyribose 1-phosphate
5'-deoxy-5-fluorouridine + alpha-D-ribose 1-phosphate
5'-deoxy-5-fluorouridine + phosphate
-
-
-
-
?
5'-deoxy-5-fluorouridine + phosphate
5-fluorouracil + 5-deoxyribose-1-phosphate
5-bromo-2'-deoxyuridine + phosphate
5-bromouracil + 2-deoxribose 1-phosphate
5-bromouracil + deoxyribose 1-phosphate
5-bromodeoxyuridine + phosphate
5-bromouridine + phosphate
5-bromouracil + alpha-D-ribose 1-phosphate
5-fluoro-2'-deoxyuridine + phosphate
5-fluorouracil + 2-deoxy-alpha-D-ribose 1-phosphate
-
-
-
?
5-fluoro-2'-deoxyuridine + phosphate
5-fluorouracil + 2-deoxy-D-ribose-1-phosphate
-
-
also accepts 2'-deoxypyrimidine nucleosides in higher organisms
-
r
5-fluoro-2'-deoxyuridine + phosphate
5-fluorouracil + 2-deoxyribose-1-phosphate
5-fluorouracil + alpha-D-ribose 1-phosphate
5-fluorouridine + phosphate
-
-
-
-
?
5-fluorouracil + alpha-D-ribose-1-phosphate
5-fluorouridine + phosphate
5-fluorouridine + phosphate
5-fluorouracil + alpha-D-ribose 1-phosphate
5-fluorouridine + phosphate
5-fluorouracil + alpha-D-ribose-1-phosphate
5-methyluridine + phosphate
5-methyluracil + alpha-D-ribose 1-phosphate
5-methyluridine + phosphate
thymine + alpha-D-ribose 1-phosphate
-
19% of the activity with uridine
-
-
?
6-methyluracil + 2-deoxy-D-ribose 1-phosphate
6-methyl-2'-deoxyuridine + phosphate
-
VchUPh shows selectivity toward 6-methyluracil acting as a pseudosubstrate. Repulsion between the hydrophilic hydroxyl group of the active-site residue Thr93 of VchUPh and the hydrophobic methyl group of 6-methyluracil prevents the oxygen atom O4' of the ribose moiety and the phosphate oxygen atom O3P of ribose 1-phosphate from forming hydrogen bonds with OG1_Thr93, which are essential for the enzymatic reaction. This, apparently, renders VchUPh inactive in the enzymatic synthesis of 6-methyluridine from 6-methyluracil
-
-
ir
6-methyluracil + alpha-D-ribose 1-phosphate
6-methyluridine + phosphate
-
VchUPh shows selectivity toward 6-methyluracil acting as a pseudosubstrate. Repulsion between the hydrophilic hydroxyl group of the active-site residue Thr93 of VchUPh and the hydrophobic methyl group of 6-methyluracil prevents the oxygen atom O4' of the ribose moiety and the phosphate oxygen atom O3P of ribose 1-phosphate from forming hydrogen bonds with OG1_Thr93, which are essential for the enzymatic reaction. This, apparently, renders VchUPh inactive in the enzymatic synthesis of 6-methyluridine from 6-methyluracil
-
-
ir
6-methyluridine + phosphate
6-methyluracil + alpha-D-ribose 1-phosphate
-
-
-
?
arabinofuranosyl-5-ethyluracil + phosphate
5-ethyluracil + arabinose-1-phosphate
-
weak substrate
-
-
?
azathymine + deoxyribose 1-phosphate
azadeoxythymidine + phosphate
-
-
-
-
ir
azauracil + deoxyribose 1-phosphate
azadeoxyuridine + phosphate
-
-
-
-
?
azauracil + ribose 1-phosphate
azauridine + phosphate
-
-
-
-
ir
cytidine + phosphate
cytosine + alpha-D-ribose 1-phosphate
-
-
-
-
?
deoxyuridine + phosphate
uracil + 2-deoxy-alpha-D-ribose 1-phosphate
deoxyuridine + phosphate
uracil + deoxy-D-ribose 1-phosphate
fluorouridine + phosphate
fluorouracil + alpha-D-ribose-1-phosphate
guanosine + phosphate
guanine + alpha-D-ribose 1-phosphate
10% of the activity with uridine
-
-
r
inosine + phosphate
hypoxanthine + alpha-D-ribose 1-phosphate
-
-
-
?
pyrimidine nucleoside + phosphate
pyrimidine base + alpha-D-ribose 1-phosphate
-
most pyrimidine nucleosides except for 4-amino-substituted species like deoxycytidine
or alpha-D-deoxyribose 1-phosphate
-
r
thymidine + phosphate
thymine + alpha-D-ribose 1-phosphate
thymine + deoxyribose 1-phosphate
deoxythymidine + phosphate
-
-
-
-
?
thymine + ribose 1-phosphate
thymidine + phosphate
-
-
-
-
?
uracil + alpha-D-ribose 1-phosphate
uridine + phosphate
uracil arabinoside + phosphate
uracil + arabinose-1-phosphate
uridine + arsenate
?
-
-
-
-
?
uridine + phosphate
uracil + alpha-D-ribose 1-phosphate
additional information
?
-
2'-deoxyuridine + phosphate

uracil + alpha-D-ribose 1-phosphate
-
-
-
?
2'-deoxyuridine + phosphate
uracil + alpha-D-ribose 1-phosphate
-
-
-
?
2'-deoxyuridine + phosphate

uracil + deoxyribose 1-phosphate
-
6% of the activity with uridine
-
?
2'-deoxyuridine + phosphate
uracil + deoxyribose 1-phosphate
-
activities of uridine, deoxyuridine and thymidine phosphorylase from Giardia lamblia remain associated throughout purification suggesting that a single enzyme is responsible for the 3 activities
-
-
?
2'-deoxyuridine + phosphate
uracil + deoxyribose 1-phosphate
-
12% of the activity with uridine
-
-
?
2'-deoxyuridine + phosphate
uracil + deoxyribose 1-phosphate
-
-
-
-
?
2'-deoxyuridine + phosphate
uracil + deoxyribose 1-phosphate
-
18% of the activity with uridine
-
-
?
2'-deoxyuridine + phosphate
uracil + deoxyribose 1-phosphate
-
-
-
-
?
2'-deoxyuridine + phosphate
uracil + deoxyribose 1-phosphate
-
catalyzed by a different protein or by a different active center of the same enzyme
-
r
2'-deoxyuridine + phosphate
uracil + deoxyribose 1-phosphate
-
unlike cytosolic enzyme, enzyme from plasma membranes shows little or no deoxyuridine-cleaving activity
-
-
?
2'-deoxyuridine + phosphate
uracil + deoxyribose 1-phosphate
-
-
-
-
?
2'-deoxyuridine + phosphate
uracil + deoxyribose 1-phosphate
-
-
-
-
r
5'-deoxy-5-fluorouridine + phosphate

5-fluorouracil + 5-deoxyribose-1-phosphate
-
-
-
-
?
5'-deoxy-5-fluorouridine + phosphate
5-fluorouracil + 5-deoxyribose-1-phosphate
-
25% of the activity with uridine
-
-
?
5-bromo-2'-deoxyuridine + phosphate

5-bromouracil + 2-deoxribose 1-phosphate
-
27% of the activity with uridine
-
-
?
5-bromo-2'-deoxyuridine + phosphate
5-bromouracil + 2-deoxribose 1-phosphate
-
75% of the activity with uridine
-
-
?
5-bromouracil + deoxyribose 1-phosphate

5-bromodeoxyuridine + phosphate
-
-
-
-
?
5-bromouracil + deoxyribose 1-phosphate
5-bromodeoxyuridine + phosphate
-
-
-
-
?
5-bromouridine + phosphate

5-bromouracil + alpha-D-ribose 1-phosphate
-
69% of the activity with uridine
-
-
?
5-bromouridine + phosphate
5-bromouracil + alpha-D-ribose 1-phosphate
-
40% of the activity with uridine
-
-
?
5-bromouridine + phosphate
5-bromouracil + alpha-D-ribose 1-phosphate
-
-
-
-
?
5-fluoro-2'-deoxyuridine + phosphate

5-fluorouracil + 2-deoxyribose-1-phosphate
-
14% of the activity with uridine
-
-
?
5-fluoro-2'-deoxyuridine + phosphate
5-fluorouracil + 2-deoxyribose-1-phosphate
-
15% of the activity with uridine
-
-
?
5-fluorouracil + alpha-D-ribose-1-phosphate

5-fluorouridine + phosphate
-
-
-
-
?
5-fluorouracil + alpha-D-ribose-1-phosphate
5-fluorouridine + phosphate
-
-
-
-
?
5-fluorouridine + phosphate

5-fluorouracil + alpha-D-ribose 1-phosphate
-
-
-
-
?
5-fluorouridine + phosphate
5-fluorouracil + alpha-D-ribose 1-phosphate
-
-
-
-
r
5-fluorouridine + phosphate

5-fluorouracil + alpha-D-ribose-1-phosphate
-
-
-
?
5-fluorouridine + phosphate
5-fluorouracil + alpha-D-ribose-1-phosphate
-
15% of the activity with uridine
-
-
?
5-fluorouridine + phosphate
5-fluorouracil + alpha-D-ribose-1-phosphate
-
85% of the activity with uridine
-
-
?
5-fluorouridine + phosphate
5-fluorouracil + alpha-D-ribose-1-phosphate
-
-
-
-
?
5-methyluridine + phosphate

5-methyluracil + alpha-D-ribose 1-phosphate
92% compared to the activity with uridine
-
-
?
5-methyluridine + phosphate
5-methyluracil + alpha-D-ribose 1-phosphate
92% compared to the activity with uridine
-
-
?
5-methyluridine + phosphate
5-methyluracil + alpha-D-ribose 1-phosphate
-
27% of the activity with uridine
-
-
?
5-methyluridine + phosphate
5-methyluracil + alpha-D-ribose 1-phosphate
-
-
-
-
?
5-methyluridine + phosphate
5-methyluracil + alpha-D-ribose 1-phosphate
-
-
-
-
?
5-methyluridine + phosphate
5-methyluracil + alpha-D-ribose 1-phosphate
-
-
-
?
5-methyluridine + phosphate
5-methyluracil + alpha-D-ribose 1-phosphate
-
-
-
?
5-methyluridine + phosphate
5-methyluracil + alpha-D-ribose 1-phosphate
-
-
-
-
r
deoxyuridine + phosphate

uracil + 2-deoxy-alpha-D-ribose 1-phosphate
-
-
-
?
deoxyuridine + phosphate
uracil + 2-deoxy-alpha-D-ribose 1-phosphate
14% of the activity with uridine
-
-
r
deoxyuridine + phosphate

uracil + deoxy-D-ribose 1-phosphate
66% compared to the activity with uridine
-
-
?
deoxyuridine + phosphate
uracil + deoxy-D-ribose 1-phosphate
66% compared to the activity with uridine
-
-
?
deoxyuridine + phosphate
uracil + deoxy-D-ribose 1-phosphate
-
-
-
r
fluorouridine + phosphate

fluorouracil + alpha-D-ribose-1-phosphate
-
-
-
-
?
fluorouridine + phosphate
fluorouracil + alpha-D-ribose-1-phosphate
-
-
-
-
?
thymidine + phosphate

thymine + alpha-D-ribose 1-phosphate
60% compared to the activity with uridine
-
-
?
thymidine + phosphate
thymine + alpha-D-ribose 1-phosphate
60% compared to the activity with uridine
-
-
?
thymidine + phosphate
thymine + alpha-D-ribose 1-phosphate
-
2% of the activity with uridine
-
-
?
thymidine + phosphate
thymine + alpha-D-ribose 1-phosphate
-
the activities of uridine, deoxyuridine and thymidine phosphorylases from Giardia lamblia remain associated throughout purification, suggesting that a single enzyme is responsible for the 3 activities
-
-
?
thymidine + phosphate
thymine + alpha-D-ribose 1-phosphate
-
21% of the activity with uridine
-
-
?
thymidine + phosphate
thymine + alpha-D-ribose 1-phosphate
-
-
-
-
?
thymidine + phosphate
thymine + alpha-D-ribose 1-phosphate
-
-
-
?
thymidine + phosphate
thymine + alpha-D-ribose 1-phosphate
-
to a lesser extent compared to uridine
-
-
?
thymidine + phosphate
thymine + alpha-D-ribose 1-phosphate
-
-
-
-
?
thymidine + phosphate
thymine + alpha-D-ribose 1-phosphate
-
22% of the activity with uridine
-
-
?
thymidine + phosphate
thymine + alpha-D-ribose 1-phosphate
-
-
-
-
?
thymidine + phosphate
thymine + alpha-D-ribose 1-phosphate
-
-
-
-
?
thymidine + phosphate
thymine + alpha-D-ribose 1-phosphate
-
-
-
?
thymidine + phosphate
thymine + alpha-D-ribose 1-phosphate
-
to a lesser extent compared to uridine
-
-
?
thymidine + phosphate
thymine + alpha-D-ribose 1-phosphate
-
-
-
-
?
thymidine + phosphate
thymine + alpha-D-ribose 1-phosphate
-
-
-
-
?
thymidine + phosphate
thymine + alpha-D-ribose 1-phosphate
-
-
-
?
thymidine + phosphate
thymine + alpha-D-ribose 1-phosphate
-
-
-
?
thymidine + phosphate
thymine + alpha-D-ribose 1-phosphate
-
-
-
?
thymidine + phosphate
thymine + alpha-D-ribose 1-phosphate
-
-
-
-
r
uracil + alpha-D-ribose 1-phosphate

uridine + phosphate
-
-
-
-
?
uracil + alpha-D-ribose 1-phosphate
uridine + phosphate
-
-
-
r
uracil + alpha-D-ribose 1-phosphate
uridine + phosphate
-
-
-
-
?
uracil + alpha-D-ribose 1-phosphate
uridine + phosphate
-
uridine prevents the glucose deprivation-induced death of immunostimulated astrocytes via the action of uridine phosphorylase
-
-
?
uracil arabinoside + phosphate

uracil + arabinose-1-phosphate
-
10% of the activity with uridine
-
-
?
uracil arabinoside + phosphate
uracil + arabinose-1-phosphate
-
10% of the activity with uridine
-
-
?
uracil arabinoside + phosphate
uracil + arabinose-1-phosphate
-
-
-
-
?
uridine + phosphate

uracil + alpha-D-ribose 1-phosphate
-
-
-
r
uridine + phosphate
uracil + alpha-D-ribose 1-phosphate
the optimal substrate for the enzyme is uridine. It shows no activity for 5-fluorouridine, cytidine, or 2-deoxycytidine
-
-
?
uridine + phosphate
uracil + alpha-D-ribose 1-phosphate
the optimal substrate for the enzyme is uridine. It shows no activity for 5-fluorouridine, cytidine, or 2-deoxycytidine
-
-
?
uridine + phosphate
uracil + alpha-D-ribose 1-phosphate
-
-
-
-
?
uridine + phosphate
uracil + alpha-D-ribose 1-phosphate
-
-
-
?
uridine + phosphate
uracil + alpha-D-ribose 1-phosphate
-
-
-
-
?
uridine + phosphate
uracil + alpha-D-ribose 1-phosphate
-
-
-
-
?
uridine + phosphate
uracil + alpha-D-ribose 1-phosphate
-
-
-
-
r
uridine + phosphate
uracil + alpha-D-ribose 1-phosphate
-
-
-
r
uridine + phosphate
uracil + alpha-D-ribose 1-phosphate
-
-
-
r
uridine + phosphate
uracil + alpha-D-ribose 1-phosphate
-
-
-
?
uridine + phosphate
uracil + alpha-D-ribose 1-phosphate
key enzyme in pyrimidine-salvage pathway
-
-
?
uridine + phosphate
uracil + alpha-D-ribose 1-phosphate
-
-
-
-
r
uridine + phosphate
uracil + alpha-D-ribose 1-phosphate
-
-
-
r
uridine + phosphate
uracil + alpha-D-ribose 1-phosphate
-
-
-
?
uridine + phosphate
uracil + alpha-D-ribose 1-phosphate
-
-
-
-
?
uridine + phosphate
uracil + alpha-D-ribose 1-phosphate
-
-
-
r
uridine + phosphate
uracil + alpha-D-ribose 1-phosphate
-
-
-
-
r
uridine + phosphate
uracil + alpha-D-ribose 1-phosphate
-
-
-
?
uridine + phosphate
uracil + alpha-D-ribose 1-phosphate
-
-
-
r
uridine + phosphate
uracil + alpha-D-ribose 1-phosphate
-
-
-
-
r
uridine + phosphate
uracil + alpha-D-ribose 1-phosphate
-
-
-
r
uridine + phosphate
uracil + alpha-D-ribose 1-phosphate
-
-
-
?
uridine + phosphate
uracil + alpha-D-ribose 1-phosphate
-
liver enzyme is highly specific to uridine
-
-
?
uridine + phosphate
uracil + alpha-D-ribose 1-phosphate
-
-
-
-
r
uridine + phosphate
uracil + alpha-D-ribose 1-phosphate
-
-
-
-
?
uridine + phosphate
uracil + alpha-D-ribose 1-phosphate
-
-
-
-
?
uridine + phosphate
uracil + alpha-D-ribose 1-phosphate
-
-
-
-
?
uridine + phosphate
uracil + alpha-D-ribose 1-phosphate
-
-
-
-
?
uridine + phosphate
uracil + alpha-D-ribose 1-phosphate
-
-
-
-
?
uridine + phosphate
uracil + alpha-D-ribose 1-phosphate
-
-
-
r
uridine + phosphate
uracil + alpha-D-ribose 1-phosphate
-
-
-
-
r
uridine + phosphate
uracil + alpha-D-ribose 1-phosphate
-
equilibrium position favouring nucleoside synthesis
-
r
uridine + phosphate
uracil + alpha-D-ribose 1-phosphate
-
broader specificity than human enzyme
-
-
?
uridine + phosphate
uracil + alpha-D-ribose 1-phosphate
-
enzyme of pyrimidine salvage pathway
-
-
?
uridine + phosphate
uracil + alpha-D-ribose 1-phosphate
-
-
-
-
?
uridine + phosphate
uracil + alpha-D-ribose 1-phosphate
-
-
-
r
uridine + phosphate
uracil + alpha-D-ribose 1-phosphate
-
-
-
r
uridine + phosphate
uracil + alpha-D-ribose 1-phosphate
-
-
-
?
uridine + phosphate
uracil + alpha-D-ribose 1-phosphate
-
-
-
-
?
uridine + phosphate
uracil + alpha-D-ribose 1-phosphate
-
-
-
-
r
uridine + phosphate
uracil + alpha-D-ribose 1-phosphate
-
-
-
?
uridine + phosphate
uracil + alpha-D-ribose 1-phosphate
-
in conjunction with uridine kinase, the enzyme provides a route for the conversion of uracil to UMP via uridine
-
-
?
uridine + phosphate
uracil + alpha-D-ribose 1-phosphate
-
role in degradation of pyrimidine nucleosides as well as in the salvage pathway for nucleic acid synthesis
-
-
?
uridine + phosphate
uracil + alpha-D-ribose 1-phosphate
-
-
-
-
?
uridine + phosphate
uracil + alpha-D-ribose 1-phosphate
-
-
-
-
?
uridine + phosphate
uracil + alpha-D-ribose 1-phosphate
-
cleavage of the N-glycosidic bond
-
-
?
uridine + phosphate
uracil + alpha-D-ribose 1-phosphate
-
-
-
-
r
uridine + phosphate
uracil + alpha-D-ribose 1-phosphate
-
-
-
?
uridine + phosphate
uracil + alpha-D-ribose 1-phosphate
-
enzyme of pyrimidine salvage pathway
-
-
?
uridine + phosphate
uracil + alpha-D-ribose 1-phosphate
-
-
-
?
uridine + phosphate
uracil + alpha-D-ribose 1-phosphate
-
-
-
r
uridine + phosphate
uracil + alpha-D-ribose 1-phosphate
-
-
-
?
uridine + phosphate
uracil + alpha-D-ribose 1-phosphate
-
-
-
-
?
uridine + phosphate
uracil + alpha-D-ribose 1-phosphate
-
-
-
r
uridine + phosphate
uracil + alpha-D-ribose 1-phosphate
best substrate, active site structure, overview
-
-
r
uridine + phosphate
uracil + alpha-D-ribose 1-phosphate
-
-
-
-
?
uridine + phosphate
uracil + alpha-D-ribose 1-phosphate
-
-
-
-
r
uridine + phosphate
uracil + alpha-D-ribose 1-phosphate
-
-
-
?
uridine + phosphate
uracil + alpha-D-ribose 1-phosphate
-
-
-
-
?
uridine + phosphate
uracil + alpha-D-ribose 1-phosphate
-
-
-
?
additional information

?
-
-
no substrate: cytidine
-
-
?
additional information
?
-
-
no substrates are: thymidine, deoxyuridine, fluorodeoxyuridiune, 5'-deoxyfluorouridine
-
-
?
additional information
?
-
-
no substrate: 5-substituted-2,2'-anhydrouridine
-
-
?
additional information
?
-
-
catalyzes the first step of uridine degradation to beta-alanine in liver
-
-
?
additional information
?
-
UPP catalyzes the reversible phosphorolysis of uracil ribosides and analogous compounds to their respective nucleobases and ribose-1-phosphate, structural mechanisms, overview
-
-
?
additional information
?
-
-
UPP catalyzes the reversible phosphorolysis of uracil ribosides and analogous compounds to their respective nucleobases and ribose-1-phosphate, structural mechanisms, overview
-
-
?
additional information
?
-
-
no substrate: cytidine
-
-
?
additional information
?
-
-
no substrate: cytidine
-
-
?
additional information
?
-
-
no substrates: 2-deoxyuridine, adenosine
-
-
?
additional information
?
-
-
-
-
-
?
additional information
?
-
-
no substrate: 5-substituted-2,2'-anhydrouridine
-
-
?
additional information
?
-
-
the enzyme is regulated by multiple lipid-sensing nuclear receptors, gene expression is diurnally regulated
-
-
?
additional information
?
-
-
no substrates: 3'-azido-2',3'-dideoxy-5-methyluridine, 3'-azido-2',3'-dideoxy-5-ethyluridine, 2',3'-dideoxy-5-ethyluridine, 3'-chloro-2',3'-dideoxy-5-ethyluridine, 3'-chloro-2',3'-dideoxy-5-methyluridine, 3'-bromo-2',3'-dideoxy-5-ethyluridine, 2'-deoxylyxofuranosyl-5-ethyluracil, 3'-O-acetyl-2,2'-anhydro-5-ethyluridine, 2,3'-anhydro-2'-deoxy-5-ethyluridine, 2,5'-anhydro-2'-deoxy-5-ethyluridine
-
-
?
additional information
?
-
-
catalyzes the first step of uridine degradation to beta-alanine in liver
-
-
?
additional information
?
-
-
no substrates: inosine, adenosine, guanosine, thymidine
-
-
?
additional information
?
-
-
the enzyme also activates pyrimidine-containing drugs, including 5-fluorouracil, mechanism of the enzyme-drug interaction, overview
-
-
?
additional information
?
-
-
no substrate: cytidine
-
-
?
additional information
?
-
-
no substrates: cytosine, deoxycytidine, orotidine
-
-
?
additional information
?
-
strict substrate specificty of the enzyme, overview. Deoxyadenosine, and deoxyguanosine are poor substrates, thymidine, cytidine, deoxycytidine, inosine, and adenosine are no substrates
-
-
?
additional information
?
-
-
strict substrate specificty of the enzyme, overview. Deoxyadenosine, and deoxyguanosine are poor substrates, thymidine, cytidine, deoxycytidine, inosine, and adenosine are no substrates
-
-
?
additional information
?
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-
substrate specificity, and substrate binding structures, detailed overview
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-
-
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1-((2-pyrrolidine-1-yl)ethyl)uracil
inhibits both enzymic activity and growth of Plasmodium falciparum
1-(1',2'-dihydroxypropyl)-5,6-tetramethyleneuracil
-
only the R-enantiomer inhibits, but not the S-enantiomer
1-(1',3'-dihydroxy-2'-propoxy)methyl-5,6-tetramethyleneuracil
-
inhibits forward and reverse reaction
1-(1',3'-dihydroxy-2'-propoxy)methyl-5-benzyluracil
-
i.e. DHPBU, competitive
2',3'-Dideoxy-5-ethyluridine
-
-
2'-deoxyglycosylthymine
-
-
2'-deoxylyxofuranosyl-5-ethyluracil
-
-
2,2'-Anhydro-5-ethyluridine
2,3'-Anhydro-2'-deoxy-5-ethyluridine
-
-
2,3'-anhydro-5-ethyluridine
-
competitive
2,5'-Anhydro-2'-deoxy-5-ethyluridine
-
-
2-deoxyglycosylthymine
-
-
3'-Azido-2',3'-dideoxy-5-ethyluridine
-
-
3'-Azido-2',3'-dideoxy-5-methyluridine
-
-
3'-Bromo-2',3'-dideoxy-5-ethyluridine
-
-
3'-Chloro-2',3'-dideoxy-5-ethyluridine
-
-
3'-Chloro-2',3'-dideoxy-5-methyluridine
-
-
3'-O-Acetyl-2,2'-anhydro-5-ethyluridine
-
-
3-((2-pyrrolidine-1-yl)ethyl)uracil
inhibits both enzymic activity and growth of Plasmodium falciparum
3-O-methyl-alpha-D-glucopyranose
-
-
4-benzyl-6-hydroxy-2-oxo-1,2-dihydropyridine-3-carbonitrile
2% inhibition at 0.001 mM
4-ethyl-6-hydroxy-2-oxo-1,2-dihydropyridine-3-carbonitrile
25% inhibition at 0.001 mM
4-hydroxy-5-[[(2-hydroxyethyl)amino]methyl]-3,4-dihydropyrimidin-2(1H)-one
2% inhibition at 0.001 mM
5,5'-dithiobis(2-nitrobenzoic acid)
-
-
5-(3'-Benzyloxybenzyl)-1-[(1'-aminomethyl-2'-hydroxyethoxy)methyl]uracil
5-(Benzyloxybenzyloxybenzyl)acyluridine
-
-
-
5-(phenylthio) acyclouridine
-
5-(phenylthio)acyclouridine
5-Azauracil
-
reaction is inhibited in the direction of deoxyuridine synthesis more than in the direction of their cleavage at the same concentration of 5-azauracil
5-benzyl-1-(2'-hydroxyethoxymethyl)uracil
competitive inhibition with respect to uridine, noncompetitive inhibition with respect to phosphate
5-benzyl-6-hydroxy-4-methyl-2-oxo-1,2-dihydropyridine-3-carbonitrile
43% inhibition at 0.001 mM
5-fluoroacyclouridine
-
-
5-m-benzyloxybenzyl acyclouridine
-
5-m-benzyloxybenzyl barbituric acid acyclonucleoside
-
5-phenylselenenylacyclouridine
-
5-phenylthioacyclouridine
-
5-Substituted 2,2'-anhydrouridine
5-[(diethylamino)methyl]-6-hydroxy-4-methyl-2-oxo-1,2-dihydropyridine-3-carbonitrile
25% inhibition at 0.001 mM
5-[(dimethylamino)methyl]-6-hydroxy-4-methyl-2-oxo-1,2-dihydropyridine-3-carbonitrile
81% inhibition at 0.001 mM
5-[[(1,3-dihydroxypropan-2-yl)amino]methyl]-6-hydroxy-4-methyl-2-oxo-1,2-dihydropyridine-3-carbonitrile
82% inhibition at 0.001 mM
5-[[(2,3-dihydroxypropyl)amino]methyl]-6-hydroxy-4-methyl-2-oxo-1,2-dihydropyridine-3-carbonitrile
78% inhibition at 0.001 mM
6-hydroxy-1H-pyridin-2-one
38% inhibition at 0.001 mM
6-hydroxy-2-oxo-1,2-dihydropyridine-3-carbonitrile
67% inhibition at 0.001 mM
6-hydroxy-2-oxo-4-(propan-2-yl)-1,2-dihydropyridine-3-carbonitrile
31% inhibition at 0.001 mM
6-hydroxy-2-oxo-4-phenyl-1,2-dihydropyridine-3-carbonitrile
42% inhibition at 0.001 mM
6-hydroxy-2-oxo-4-propyl-1,2-dihydropyridine-3-carbonitrile
16% inhibition at 0.001 mM
6-hydroxy-3,4-dimethylpyridin-2(1H)-one
9.5% inhibition at 0.001 mM
6-hydroxy-3-methylpyridin-2(1H)-one
12% inhibition at 0.001 mM
6-hydroxy-4-methyl-1H-pyridin-2-one-3-carbonitrile
-
6-hydroxy-4-methyl-2-oxo-1,2-dihydropyridine-3-carbonitrile
70% inhibition at 0.001 mM
6-hydroxy-4-methyl-2-oxo-5-phenyl-1,2-dihydropyridine-3-carbonitrile
12% inhibition at 0.001 mM
6-hydroxy-4-methyl-2-oxo-5-[(piperidin-1-yl)methyl]-1,2-dihydropyridine-3-carbonitrile
49% inhibition at 0.001 mM
6-hydroxy-4-methyl-5-[(morpholin-4-yl)methyl]-2-oxo-1,2-dihydropyridine-3-carbonitrile
51% inhibition at 0.001 mM
6-hydroxy-4-methylpyridin-2(1H)-one
16% inhibition at 0.001 mM
6-hydroxy-4-propyl-1H-pyridin-2-one-3-carbonitrile
16% inhibition at 0.001 mM
6-hydroxy-5-(((2-hydroxyethyl) amino) methyl)-4-methyl-1H-pyridin-2-one-3-carbonitrile
-
6-hydroxy-5-(((2-hydroxyethyl)amino)methyl)-4-methyl-1H-pyridin-2-one-3-carbonitrile
80% inhibition at 0.001 mM
Acyclonucleoside analogues
-
consisting of 5- and 5,6-substituted uracils and different acyclic chains
-
Acyclothymidine
-
competitive
acyclouridine
-
competitive
alpha-D-ribose 1-phosphate
Arabinofuranosyl-5-ethyluracil
-
-
Deoxyglucosylthymine
-
phosphorolysis of uridine and deoxyuridine, synthesis of uridine at concentrations of 0.10 mM, 0.018 mM and 0.14 mM, not: phosphorolysis of deoxyuridine or thymidine at 0.19 mM
guanidine hydrochloride
-
50% loss of activity at 1.04 M, only little residual activity between 2 and 6 M
N-ethyl-5-phenylisoxazolium-3'-sulfonate
-
Woodward's reagent K
p-Mercuriphenylsulfonate
-
-
potassium 5-cyano-4-methyl-6-oxo-1,6-dihydropyridin-2-olate
60% inhibition at 0.001 mM
Pyrimidine acyclonucleosides
-
competitive
-
tetramethylene acyclouridine
-
-
thymidine 5-monophosphate
-
-
2,2'-Anhydro-5-ethyluridine

-
-
2,2'-Anhydro-5-ethyluridine
-
0.001 mM, competitive
2,2'-Anhydro-5-ethyluridine
-
-
2,2'-Anhydro-5-ethyluridine
-
competitive
2,2'-Anhydro-5-ethyluridine
-
-
2,2'-Anhydro-5-ethyluridine
-
-
2,2'-anhydrouridine

-
high-resolution three-dimensional structure of uridine phosphorylase from in complex with the competitive inhibitor determined by X-ray diffraction (PDB ID 6RCA), detailed binding structure analysis, overview. The binding of the inhibitor at the active site of the protein is energetically more favorable than the binding of the native substrate uridine. The inhibitor molecules are located in all six active sites of the hexameric UPh molecule. Effect of 2,2'-anhydrouridine binding on the conformation of structurally functional elements of VchUPh
2,2'-anhydrouridine
competitive inhibitor
5-(3'-Benzyloxybenzyl)-1-[(1'-aminomethyl-2'-hydroxyethoxy)methyl]uracil

-
-
5-(3'-Benzyloxybenzyl)-1-[(1'-aminomethyl-2'-hydroxyethoxy)methyl]uracil
-
-
5-(phenylthio)acyclouridine

-
specific inhibitor
5-(phenylthio)acyclouridine
-
-
5-(phenylthio)acyclouridine
-
specific inhibitor
5-benzylacyclouridine

-
5-benzylacyclouridine
-
0.01 mM, 90% inhibition of normal tissues, 40-60% inhibition of carcinoma tissue
5-benzylacyclouridine
-
-
5-benzylacyclouridine
an UPP1-specific inhibitor. Binding of the inhibitor to the UPP1 active site, structure, overview
5-benzylacyclouridine
BAU
5-fluoro-2'-deoxyuridine

-
-
5-fluoro-2'-deoxyuridine
-
-
5-Substituted 2,2'-anhydrouridine

-
-
5-Substituted 2,2'-anhydrouridine
-
-
6-Methyluracil

-
-
6-Methyluracil
-
acts as a pseudosubstrate, molecular docking into the active site, molecular-dynamics simulations of the complex. Repulsion between the hydrophilic hydroxyl group of the active-site residue Thr93 of VchUPh and the hydrophobic methyl group of 6-methyluracil prevents the oxygen atom O4' of the ribose moiety and the phosphate oxygen atom O3P of ribose 1-phosphate from forming hydrogen bonds with OG1_Thr93, which are essential for the enzymatic reaction. This, apparently, renders VchUPh inactive in the enzymatic synthesis of 6-methyluridine from 6-methyluracil
alpha-D-ribose 1-phosphate

product inhibition pattern, noncompetitive versus uridine, competitive versus phosphate, overview
alpha-D-ribose 1-phosphate
-
-
alpha-D-ribose 1-phosphate
-
product inhibition, noncompetitive with respect to uridine and phosphate
Benzylacyclouridines

-
0.1 mM
-
Benzylacyclouridines
-
-
-
Benzylacyclouridines
-
0.1 mM
-
Benzylacyclouridines
-
-
-
Benzylacyclouridines
-
-
-
p-chloromercuribenzoate

-
-
p-chloromercuribenzoate
-
-
phosphate

-
-
phosphate
-
product inhibition
phosphate
-
substrate inhibition above 10 mM
ribose 1-phosphate

-
-
ribose 1-phosphate
-
product inhibition
ribose 1-phosphate
-
inhibition above 0.6 mM
Uracil

-
product inhibition
Uracil
product inhibition pattern, noncompetitive versus uridine and phosphate, overview
Uracil
-
product inhibition, oncompetitive with respect to uridine and phosphate
uridine

-
product inhibition
uridine
-
substrate inhibition
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