Ligand 5-bromouracil

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Basic Ligand Information

Molecular Structure
Picture of 5-bromouracil (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C4H3BrN2O2
5-bromouracil
LQLQRFGHAALLLE-UHFFFAOYSA-N
Synonyms:
5-Bromo-uracil, Bromouracil

Show all pahtways known for Show all pathways known for 5-bromouracil

Roles as Enzyme Ligand

In Vivo Product in Enzyme-catalyzed Reactions (1 result)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
5-bromouracil-mismatched double-stranded DNA + H2O = 5-bromouracil + double-stranded DNA with abasic site
show the reaction diagram
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Substrate in Enzyme-catalyzed Reactions (6 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
5-bromouracil + NADPH = 5-bromo-5,6-dihydrouracil + NADP+
show the reaction diagram
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2'-deoxyuridine + 5-bromouracil = 5-bromo-2'-deoxyuridine + uracil
show the reaction diagram
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5-bromouracil + deoxyribose 1-phosphate = 5-bromodeoxyuridine + phosphate
show the reaction diagram
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inosine + 5-bromouracil = hypoxanthine + 5-bromouridine
show the reaction diagram
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Product in Enzyme-catalyzed Reactions (12 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
uracil + Br- + H2O2 = 5-bromouracil + H2O
show the reaction diagram
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Br- + H2O2 + uracil = 5-bromouracil + H2O
show the reaction diagram
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bromodeoxyuridine + phosphate = bromouracil + 2-deoxy-D-ribose
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5-bromouridine + H2O = 5-bromouracil + D-ribose
show the reaction diagram
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5-bromocytosine + H2O = 5-bromouracil + NH3
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Inhibitor in Enzyme-catalyzed Reactions (9 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
95% inhibition at 5 mM with thymine as substrate
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competitive vs. dihydrouracil
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IC50: 0.16 mM
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Enzyme Kinetic Parameters

Ki Value (3 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.032
-
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IC50 Value (1 result)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
0.16
-
IC50: 0.16 mM

References & Links

Links to other databases for 5-bromouracil

ChEBI
PubChem
ChEBI
PubChem