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BRENDA support

Ligand IMP

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Basic Ligand Information

Molecular Structure
Picture of IMP (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
Molfile
C10H13N4O8P
IMP
GRSZFWQUAKGDAV-KQYNXXCUSA-N
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Synonyms:
5'-IMP, 5'-inosinate, 5'-inosinic acid, 5'IMP, 5-IMP, 6-Hydroxypurine nucleotides, hypoxanthine ribose 5'-phosphate, inosine-5'-monophosphate, inosine-5'-phosphate, inosine 5'-monophosphate, inosine 5'-phosphate, inosine monophosphate, inosine phosphate, inosinic acid

Related pathways

Pathway Source
Pathways
BRENDA
non-pathway related, purine metabolism
KEGG
Antifolate resistance, Biosynthesis of alkaloids derived from histidine and purine, Biosynthesis of cofactors, Biosynthesis of plant hormones, Biosynthesis of plant secondary metabolites more
MetaCyc
adenine and adenosine salvage III, adenine and adenosine salvage V, adenine salvage, adenosine nucleotides degradation I, adenosine ribonucleotides de novo biosynthesis more


Show all pahtways known for Show all BRENDA pathways known for IMP

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (371 results)

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EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
IMP + H2O = inosine + phosphate
show the reaction diagram
5'-inosinate + H2O = hypoxanthine + D-ribose 5-phosphate
show the reaction diagram
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In Vivo Product in Enzyme-catalyzed Reactions (24 results)

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EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
diphosphate + inosine = phosphate + IMP
show the reaction diagram
-
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ATP + inosine = ADP + IMP
show the reaction diagram
-
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5-formamido-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide = IMP + H2O
show the reaction diagram
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AMP + H2O = IMP + NH3
show the reaction diagram
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IDP + H2O = IMP + phosphate
show the reaction diagram
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IDP + H2O = IMP + phosphate
show the reaction diagram
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ITP + H2O = IMP + diphosphate
show the reaction diagram
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IDP + H2O = IMP + phosphate
show the reaction diagram
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Substrate in Enzyme-catalyzed Reactions (1255 results)

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EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
inosinic acid + glycinamide ribotide + H2O = 5-amino-4-imidazolecarboxamide ribotide + formylglycinamide ribotide
show the reaction diagram
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IMP + diphosphate = 5-phospho-alpha-D-ribose 1-diphosphate + hypoxanthine
show the reaction diagram
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GTP + IMP = GDP + IDP
show the reaction diagram
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ATP + IMP = ADP + IDP
show the reaction diagram
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ATP + IMP = ADP + IDP
show the reaction diagram
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ATP + IMP = ADP + IDP
show the reaction diagram
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ATP + IMP = ADP + IDP
show the reaction diagram
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ATP + IMP = diphosphate + ?
show the reaction diagram
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IMP + H2O = inosine + phosphate
show the reaction diagram
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inosine 5'-phosphate + H2O = ?
show the reaction diagram
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IMP + H2O = inosine + phosphate
show the reaction diagram
5'-IMP + H2O = hypoxanthine + D-ribose 5-phosphate
show the reaction diagram
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5'-inosinate + H2O = hypoxanthine + D-ribose 5-phosphate
show the reaction diagram
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Product in Enzyme-catalyzed Reactions (127 results)

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EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate = IMP + diphosphate
show the reaction diagram
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ATP + inosine = ADP + inosine 5'-phosphate
show the reaction diagram
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D-fructose 6-phosphate + IDP = D-fructose 1,6-bisphosphate + IMP
show the reaction diagram
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ATP + inosine = ADP + inosine 5'-phosphate
show the reaction diagram
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AMP + H2O = IMP + NH3
show the reaction diagram
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ITP + D-ribose 5-phosphate = IMP + 5-phospho-alpha-D-ribose 1-diphosphate
show the reaction diagram
642711, -
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poly(I) + H2O = 5'-IMP
show the reaction diagram
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IDP + H2O = IMP + phosphate
show the reaction diagram
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inosine 3',5'-bisphosphate + H2O = inosine 5'-phosphate + phosphate
show the reaction diagram
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polyinosinic acid + H2O = 5'-IMP + 5'-phosphooligonucleotides
show the reaction diagram
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poly(I) + H2O = 5'-IMP
show the reaction diagram
208365, -
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AMP + H2O = IMP + NH3
show the reaction diagram
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AMP + H2O = IMP + NH3
show the reaction diagram
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5'-AMP + H2O = 5'-IMP + NH3
show the reaction diagram
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IDP + H2O = IMP + phosphate
show the reaction diagram
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inosine 5'-phosphobutyrate + H2O = butyric acid + IMP
show the reaction diagram
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inosine 5'-phosphoramidate + H2O = IMP + NH3
show the reaction diagram
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IDP + H2O = IMP + phosphate
show the reaction diagram
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IDP-ribose + H2O = IMP + D-ribose 5-phosphate
show the reaction diagram
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IDP + H2O = IMP + phosphate
show the reaction diagram
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IDP + H2O = IMP + phosphate
show the reaction diagram
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[DNA]-3'-diphospho-5'-inosine + H2O = [DNA]-3'-phosphate + IMP
show the reaction diagram
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ITP + H2O = IMP + diphosphate
show the reaction diagram
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IDP + H2O + a folded polypeptide = IMP + phosphate + an unfolded polypeptide
show the reaction diagram
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ITP + ferulate + CoA = IMP + diphosphate + feruloyl-CoA
show the reaction diagram
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ITP + butyrate + CoA = IMP + diphosphate + butyryl-CoA
show the reaction diagram
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ITP + acetate + citrate (pro-3S)-lyase = IMP + diphosphate + citrate(pro-3S)-lyase
show the reaction diagram
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ITP + phytanate + CoA = IMP + diphosphate + phytanoyl-CoA
show the reaction diagram
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ITP + o-succinylbenzoate + CoA = IMP + diphosphate + o-succinylbenzoyl-CoA
show the reaction diagram
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ITP + (R)-pantoate + beta-alanine = IMP + diphosphate + (R)-pantothenate
show the reaction diagram
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ITP + L-His + 4-aminobutanoate = IMP + phosphate + homocarnosine
show the reaction diagram
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ITP + biotin + apo-[methylmalonyl-CoA:pyruvate carboxyltransferase] = IMP + diphosphate + [methylmalonyl-CoA:pyruvate carboxyltransferase]
show the reaction diagram
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ITP + (ribonucleotide)n + (ribonucleotide)m = IMP + phosphate + (ribonucleotide)n+m
show the reaction diagram
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Enzyme Cofactor/Cosubstrate (5 results)

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EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
activation
-
activates
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activation
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Activator in Enzyme-catalyzed Reactions (105 results)

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EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
activation, about 35% as efficient as AMP
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brain enzyme, no effect up to 2.3 mM, 4.6 mM: 33% activation, further increase in concentration, does not produce further activation
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the phosphatase activity of isoform PMM1 is enhanced by inosine monophosphate
weak activator, the IMP binding site is located at the C-terminus, binding structure analysis from crystal structure with bound IMP, PDB ID 1CE8
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Inhibitor in Enzyme-catalyzed Reactions (273 results)

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EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
16% inhibition at 1 mM
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10 mM, 60-75% inhibition
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2 mM, 6% inhibition
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21% inhibition at 1 mM
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inhibits uridylyl removing activity
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0.6 mM, 25% inhibition of GTP cyclohydrolase activity
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slight inhibition
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95% inhibition at 0.5 mM
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slight competitive inhibition of thiamin-diphosphatase activity
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product inhibition
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competitive inhibitor
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23% inhibition at 67 mM
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competitive with respect to 1-(5'-phosphoribosyl)-5-amino-4-carboxyimidazole
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0.5 mM, 10% inhibition
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weak
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3D Structure of Enzyme-Ligand-Complex (PDB) (2348 results)

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EC NUMBER
ENZYME 3D STRUCTURE

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (89 results)

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EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
0.006167
-
mutant E198D/E215D, at 25°C, in TM buffer
26.34
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pH 7, 25°C
254
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at pH 5.0 and 20°C

KM Value (247 results)

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EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
17.81
-
pH 7, 25°C

Ki Value (30 results)

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EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
4.5
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pH 8.0, 37°C, recombinant enzyme
0.18
3.5
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0.3483
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in Tris-HCl (50 mM, pH 7.4), temperature not specified in the publication

IC50 Value (9 results)

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EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
0.23
-
myosin-bound AMPD from frozen skeletal muscle, in 50 mM MOPS buffer (pH 7.2), at 25°C

References & Links

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Links to other databases for IMP

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EXTERNAL LINKS
ChEBI
PubChem
UniChem