Ligand uracil

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Basic Ligand Information

Molecular Structure
Picture of uracil (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C4H4N2O2
uracil
ISAKRJDGNUQOIC-UHFFFAOYSA-N
Synonyms:
6-hydroxy-1H-pyrimidin-2-one


Show all pahtways known for Show all BRENDA pathways known for uracil

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (31 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
alpha-D-ribose 1-phosphate + uracil = phosphate + uridine
show the reaction diagram
uracil + 2-deoxy-alpha-D-ribose 1-phosphate = 2'-deoxyuridine + phosphate
show the reaction diagram
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2 O3-acetyl-L-serine + 2 uracil = 3-(uracil-1-yl)-L-alanine + 3-(uracil-3-yl)-L-alanine + 2 acetate
show the reaction diagram
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In Vivo Product in Enzyme-catalyzed Reactions (66 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
2'-deoxyuridine + 2-oxoglutarate + O2 = uracil + deoxyribonolactone + succinate + CO2
show the reaction diagram
-
-
5,6-dihydrouracil + NAD+ = uracil + NADH + H+
show the reaction diagram
-
-
2'-deoxy-D-ribosyl-uracil + adenine = 2'-deoxy-D-ribosyl-adenine + uracil
show the reaction diagram
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uracil-mismatched double-stranded DNA + H2O = uracil + double-stranded DNA with abasic site
show the reaction diagram
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uracil-mismatched double-stranded DNA + H2O = uracil + double-stranded DNA with abasic site
show the reaction diagram
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-
cytosine + H2O = uracil + NH3
show the reaction diagram
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-

Substrate in Enzyme-catalyzed Reactions (59 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
uracil + 2-oxoglutarate + O2 = ? + succinate + CO2
show the reaction diagram
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uracil + phosphoribose diphosphate = diphosphate + uridine
show the reaction diagram
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alpha-D-ribose 1-phosphate + uracil = phosphate + uridine
show the reaction diagram
ATP + uracil + H2O = ?
show the reaction diagram
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uracil + H2O = ?
show the reaction diagram
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Product in Enzyme-catalyzed Reactions (332 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
2'-methyluridine 5'-diphosphate + reduced dithiothreitol = uracil + H2O + ?
show the reaction diagram
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2-hydroxypyrimidine + H2O + O2 = uracil + H2O2
show the reaction diagram
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-
5,6-dihydrouracil + NAD+ = uracil + NADH + H+
show the reaction diagram
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-
5,6-dihydrouracil + O2 = uracil + H2O2
show the reaction diagram
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uridine + phosphate = uracil + alpha-D-ribose 1-phosphate
show the reaction diagram
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guanine + uridine = guanosine + uracil
show the reaction diagram
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UMP + phosphate = uracil + alpha-D-ribose 1,5-bisphosphate
show the reaction diagram
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uridine + H2O = D-ribose + uracil
show the reaction diagram
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uracil-mismatched double-stranded DNA + H2O = uracil + double-stranded DNA with abasic site
show the reaction diagram
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uracil-mismatched double-stranded DNA + H2O = uracil + double-stranded DNA with abasic site
show the reaction diagram
-
-
cytosine + H2O = uracil + NH3
show the reaction diagram
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cytosine + H2O = uracil + NH3
show the reaction diagram
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cytosine + H2O = 6-hydroxy-1H-pyrimidin-2-one + NH3
show the reaction diagram
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orotate = uracil + CO2
show the reaction diagram
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Uracil-5-carboxylate = Uracil + CO2
show the reaction diagram

Activator in Enzyme-catalyzed Reactions (3 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
stimulates the purified enzyme at 0.1 mM
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induces biosynthesis of enzyme
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1 mM, 1.3fold stimulation
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Inhibitor in Enzyme-catalyzed Reactions (95 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
reversible inhibition
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competitive vs. dihydrouracil
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orotate analogue, 50% inhibition at 2.5 mM
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1 mM, about 85% inhibition
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strong feedback inhibition
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3D Structure of Enzyme-Ligand-Complex (PDB) (83 results)

EC NUMBER
ENZYME 3D STRUCTURE

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (11 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
0.64
-
pH 6.0, 30°C

KM Value (54 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.2
-
-
0.131
-
-
0.038
-
pH 6.0, 30°C
2.63
-
-
6.6
-
-

Ki Value (8 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.2
-
-
0.035
-
-
0.1212
-
pH 8.0, 37°C
0.808
-
-
0.158
-
tumor tissue

IC50 Value (2 results)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE

References & Links

Links to other databases for uracil

ChEBI
PubChem
ChEBI
PubChem