Ligand hypoxanthine

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Basic Ligand Information

Molecular Structure
Picture of hypoxanthine (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C5H4N4O
hypoxanthine
ZNOVTXRBGFNYRX-STQMWFEESA-N
Synonyms:
6-hydroxypurine


Show all pahtways known for Show all BRENDA pathways known for hypoxanthine

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (16 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
hypoxanthine + O2 + H2O = xanthine + H2O2
show the reaction diagram
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In Vivo Product in Enzyme-catalyzed Reactions (45 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
inosine + phosphate = hypoxanthine + D-ribose 1-phosphate
show the reaction diagram
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S-methyl-5'-thioinosine + phosphate = hypoxanthine + S-methyl-5-thio-alpha-D-ribose 1-phosphate
show the reaction diagram
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IMP + diphosphate = hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
show the reaction diagram
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inosine + H2O = D-ribose + hypoxanthine
show the reaction diagram
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5'-inosinate + H2O = hypoxanthine + D-ribose 5-phosphate
show the reaction diagram
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inosine + H2O = hypoxanthine + D-ribose
show the reaction diagram
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futalosine + H2O = dehypoxanthine futalosine + hypoxanthine
show the reaction diagram
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hypoxanthine-mismatched double-stranded DNA + H2O = hypoxanthine + double-stranded DNA with abasic site
show the reaction diagram
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hypoxanthine-mismatched double-stranded DNA + H2O = hypoxanthine + double-stranded DNA with abasic site
show the reaction diagram
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Substrate in Enzyme-catalyzed Reactions (86 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
hypoxanthine + O2 + H2O = xanthine + H2O2
show the reaction diagram
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guanosine + hypoxanthine = guanine + inosine
show the reaction diagram
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tRNAqueuine + hypoxanthine = tRNAhypoxanthine + queuine
show the reaction diagram
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hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate = IMP + diphosphate
show the reaction diagram
hypoxanthine + H2O = ?
show the reaction diagram
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Product in Enzyme-catalyzed Reactions (269 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
IMP + diphosphate = 5-phospho-alpha-D-ribose 1-diphosphate + hypoxanthine
show the reaction diagram
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inosine + phosphate = hypoxanthine + alpha-D-ribose 1-phosphate
show the reaction diagram
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IMP + diphosphate = hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate
show the reaction diagram
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5'-inosinate + H2O = hypoxanthine + D-ribose 5-phosphate
show the reaction diagram
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hypoxanthine-mismatched double-stranded DNA + H2O = hypoxanthine + double-stranded DNA with abasic site
show the reaction diagram
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hypoxanthine-mismatched double-stranded DNA + H2O = hypoxanthine + double-stranded DNA with abasic site
show the reaction diagram
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inosine + H2O = D-ribose + hypoxanthine
show the reaction diagram
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S-adenosylmethionine + H2O = adenine + hypoxanthine + methylthioribose + homoserine lactone
show the reaction diagram
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5-formamidoimidazole-4-carboxamide = hypoxanthine + H2O
show the reaction diagram
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Activator in Enzyme-catalyzed Reactions (1 result)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
activates
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Inhibitor in Enzyme-catalyzed Reactions (70 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
inactivation of xanthine oxidase activity, not in the presence of NAD+
phosphorolysis
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IC50: 1.7 mM
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traces of uracil and hypoxanthine in DNA can lead to inhibition of the polymerase chain reaction by archaeal DNA polymerases
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product inhibition
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competitive, Ki 4 mM
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3D Structure of Enzyme-Ligand-Complex (PDB) (42 results)

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (78 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
0.0033
-
at 37°C

KM Value (121 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
1.4
-
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0.086
-
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1.5
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pH 7.4, temperature not specified in the publication
0.0000053
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at 37°C

Ki Value (13 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.016
-
-
0.0035
-
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0.079
-
-
0.8
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above
1.1
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pH 4.5, 80°C
4
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competitive

IC50 Value (1 result)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
1.7
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IC50: 1.7 mM

References & Links

Links to other databases for hypoxanthine

ChEBI
PubChem
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PubChem