Ligand ITP

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Basic Ligand Information

Molecular Structure
Picture of ITP (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C10H15N4O14P3
ITP
HAEJPQIATWHALX-KQYNXXCUSA-N
Synonyms:
inosine 5'-triphosphate, inosine triphosphate


Show all pahtways known for Show all BRENDA pathways known for ITP

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (7 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
cob(I)alamin + ITP = hypoxanthosylcobalamin + diphosphate + phosphate
show the reaction diagram
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ITP + nicotinamide ribonucleotide = nicotinamide hypoxanthine dinucleotide + diphosphate
show the reaction diagram
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ITP + H2O = IDP + phosphate
show the reaction diagram
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inosine 5'-triphosphate + H2O = inosine 5'-diphosphate + phosphate
show the reaction diagram
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ITP + H2O = IMP + diphosphate
show the reaction diagram
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ITP + H2O = IDP + phosphate
show the reaction diagram
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ITP + oxaloacetate = IDP + phosphoenolpyruvate + CO2
show the reaction diagram
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In Vivo Product in Enzyme-catalyzed Reactions (3 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
ATP + H2O = ITP + NH3
show the reaction diagram
-
-

Substrate in Enzyme-catalyzed Reactions (156 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
inosine 5'-triphosphate + NAD+ + H2O = xanthosine 5'-triphosphate + NADH
show the reaction diagram
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ITP + reduced thioredoxin = dITP + oxidized thioredoxin
show the reaction diagram
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ITP + L-methionine + H2O = ?
show the reaction diagram
-
ITP + D-glucose = IDP + D-glucose 6-phosphate
show the reaction diagram
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ITP + beta-D-fructose 6-phosphate = IDP + beta-D-fructose 2,6-bisphosphate
show the reaction diagram
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ITP + sn-1,2-dihexanoylglycerol = IDP + sn-1,2-dihexanoylglycerol 3-phosphate
show the reaction diagram
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ITP + D-fructose 6-phosphate = IDP + D-fructose 1,6-bisphosphate
show the reaction diagram
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ITP + D-gluconate = IDP + 6-phospho-D-gluconate
show the reaction diagram
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ITP + D-tagatose 6-phosphate = IDP + D-tagatose 1,6-bisphosphate
show the reaction diagram
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ITP + D-ribose = IDP + D-ribose 5-phosphate
show the reaction diagram
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ITP + N-acetyl-alpha-D-galactosamine = IDP + N-acetyl-alpha-D-galactosamine 1-phosphate
show the reaction diagram
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ITP + N-acetyl-alpha-D-glucosamine = IDP + N-acetyl-alpha-D-glucosamine 1-phosphate
show the reaction diagram
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ITP + L-seryl-tRNASec = IDP + O-phospho-L-seryl-tRNASec
show the reaction diagram
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ITP + dibekacin = IDP + dibekacin 2''-phosphate
show the reaction diagram
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ITP + D-glucose = IDP + D-glucose 6-phosphate
show the reaction diagram
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ITP + adenosine = IDP + AMP
show the reaction diagram
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ITP + 2-deoxy-D-ribose = IDP + 2-deoxy-D-ribose 5-phosphate
show the reaction diagram
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ITP + NAD+ = IDP + NADP+
show the reaction diagram
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ITP + D-glyceraldehyde = IDP + D-glyceraldehyde-3-phosphate
show the reaction diagram
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ITP + dihydroxyacetone = IDP + dihydroxyacetone phosphate
show the reaction diagram
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ITP + glycerol = IDP + glycerol 3-phosphate
show the reaction diagram
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ITP + pantothenate = IDP + D-4'-phosphopantothenate
show the reaction diagram
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ITP + D-fructose = IDP + D-fructose 6-phosphate
show the reaction diagram
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ITP + D-glucuronate = IDP + 1-phospho-D-glucuronate
show the reaction diagram
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ITP + 2-dehydro-3-deoxy-D-gluconate = IDP + 6-phospho-2-dehydro-3-deoxy-D-gluconate
show the reaction diagram
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ITP + uridine = IDP + UMP
show the reaction diagram
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ITP + 6-deoxy-L-galactose = IDP + 6-deoxy-L-galactose 1-phosphate
show the reaction diagram
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ITP + D-arabinose = IDP + D-arabinose 5-phosphate
show the reaction diagram
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ITP + D-fructose 1-phosphate = IDP + D-fructose 1,6-bisphosphate
show the reaction diagram
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ITP + N-acetyl-D-glucosamine = IDP + N-acetyl-D-glucosamine 6-phosphate
show the reaction diagram
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ITP + D-galactose = IDP + alpha-D-galactose 1-phosphate
show the reaction diagram
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ITP + D-glucose = IDP + D-glucose 6-phosphate
show the reaction diagram
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ITP + 1-phosphatidyl-1D-myo-inositol = IDP + 1-phosphatidyl-1D-myo-inositol 4-phosphate
show the reaction diagram
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ITP + ethanolamine = IDP + O-phosphoethanolamine
show the reaction diagram
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ITP + cellobiose = IDP + 6-phospho-beta-D-glucosyl-(1,4)-D-glucose
show the reaction diagram
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ITP + NADH = IDP + NADPH
show the reaction diagram
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ITP + [hydroxymethylglutaryl-CoA reductase (NADPH)] = IDP + [hydroxymethylglutaryl-CoA reductase (NADPH)] phosphate
show the reaction diagram
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ITP + acetate = IDP + acetyl phosphate
show the reaction diagram
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ITP + 3-phospho-D-glycerate = IDP + 3-phospho-D-glyceroyl 1-phosphate
show the reaction diagram
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ITP + isobutanoate = IDP + isobutanoyl phosphate
show the reaction diagram
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ITP + 3-phospho-D-glycerate = IDP + 1,3-diphosphoglycerate
show the reaction diagram
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ITP + formate = IDP + formyl phosphate
show the reaction diagram
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ITP + (phosphate)n = IDP + (phosphate)n+1
show the reaction diagram
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ITP + AMP = IDP + ADP
show the reaction diagram
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ITP + thiamine phosphate = ?
show the reaction diagram
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ITP + 5-phosphomevalonate = IDP + 5-diphosphomevalonate
show the reaction diagram
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ITP + CMP = IDP + CDP
show the reaction diagram
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ITP + AMP = IDP + ADP
show the reaction diagram
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ITP + AMP = IDP + ADP
show the reaction diagram
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ITP + dTMP = IDP + dTDP
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
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ATP + ITP = AMP + inosine 3'-diphosphate 5'-triphosphate
show the reaction diagram
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ITP + L-fucose 1-phosphate = diphosphate + IDP-L-fucose
show the reaction diagram
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GTP + ITP = GppppI + diphosphate
show the reaction diagram
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ITP + pp(5')RNA = I(5')ppp(5')RNA + diphosphate
show the reaction diagram
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(2S)-2-phospholactate + ITP = lactyl-2-diphospho-5'-inosine + diphosphate + diphosphate
show the reaction diagram
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ITP + H2O = IDP + phosphate
show the reaction diagram
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ITP + H2O = ?
show the reaction diagram
-
ITP + H2O = ?
show the reaction diagram
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glucose + ITP = glucose 6-phosphate + IDP
show the reaction diagram
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ITP + dihydrouracil + H2O = ?
show the reaction diagram
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ITP + H2O = ?
show the reaction diagram
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ITP + H2O = IDP + phosphate
show the reaction diagram
-
ITP + H2O = IDP + phosphate
show the reaction diagram
-
ITP + H2O = IDP + phosphate
show the reaction diagram
-
ITP + H2O = IDP + phosphate
show the reaction diagram
-
inosine 5'-triphosphate + H2O = inosine 5'-diphosphate + phosphate
show the reaction diagram
-
ITP + H2O = IMP + diphosphate
show the reaction diagram
-
ITP + H2O = IDP + phosphate
show the reaction diagram
ITP + H2O = IDP + phosphate
show the reaction diagram
-
ITP + H2O = IDP + phosphate
show the reaction diagram
-
ITP + H2O = IDP + phosphate
show the reaction diagram
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ITP + oxaloacetate = IDP + phosphoenolpyruvate + CO2
show the reaction diagram
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ITP + 5-diphosphomevalonate = IDP + phosphate + isopentenyl diphosphate + CO2
show the reaction diagram
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ITP + oxaloacetate = IDP + phosphoenolpyruvate + CO2
show the reaction diagram
-
ITP + H2O + a dynein associated with a microtubule at position n = IDP + phosphate + a dynein associated with a microtubule at position n-1 (toward the minus end)
show the reaction diagram
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ITP + H2O + polypeptide = IDP + phosphate + unfolded polypeptide
show the reaction diagram
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ITP + H2O + a folded polypeptide = IDP + 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 + acetate + CoA = IDP + phosphate + acetyl-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 + glutarate + CoA = IDP + phosphate + glutaryl-CoA
show the reaction diagram
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ITP + acetate + CoA = IDP + phosphate + acetyl-CoA
show the reaction diagram
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ITP + L-Glu + NH4+ = IDP + phosphate + L-Gln
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 + 7,8-dihydropteroate + L-Glu = IDP + phosphate + 7,8-dihydrofolate
show the reaction diagram
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ITP + gamma-Glu-L-Cys + Gly = IDP + phosphate + glutathione
show the reaction diagram
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ITP + 5-formyltetrahydrofolate = IDP + phosphate + 5,10-methylenetetrahydrofolate
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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ITP + hydrogenobyrinic acid a,c-diamide + Co2+ = IDP + phosphate + cob(II)yrinic acid a,c-diamide + H+
show the reaction diagram
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ITP + H2O + H+/in = IDP + phosphate + H+/out
show the reaction diagram
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ITP + H2O + H+/in = IDP + phosphate + H+/out
show the reaction diagram
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ITP + H2O + Ca2+[side 1] = IDP + phosphate + Ca2+[side 2]
show the reaction diagram
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Product in Enzyme-catalyzed Reactions (17 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
IDP + phosphoenolpyruvate = ITP + pyruvate
show the reaction diagram
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IDP + phosphoramide = ITP + NH3
show the reaction diagram
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dATP + IDP = dADP + ITP
show the reaction diagram
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nicotinamide hypoxanthine dinucleotide + diphosphate = ITP + nicotinamide ribonucleotide
show the reaction diagram
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IDPmannose + diphosphate = ITP + mannose 1-phosphate
show the reaction diagram
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ATP + H2O = ITP + NH3
show the reaction diagram
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ATP + H2O = ITP + NH3
show the reaction diagram
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ATP + H2O = ITP + NH3
show the reaction diagram
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inosine tetraphosphate + H2O = ITP + phosphate
show the reaction diagram
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inosine tetraphosphate + H2O = ITP + phosphate
show the reaction diagram
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IDP + phosphoenolpyruvate + CO2 = ITP + oxaloacetate
show the reaction diagram
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IDP + phosphate + acetyl-CoA = ITP + acetate + CoA
show the reaction diagram
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IDP + phosphate + Na+/out = ITP + H2O + Na+/in
show the reaction diagram
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Enzyme Cofactor/Cosubstrate (10 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
about 8% activity compared to ATP
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20% of the activity with ATP
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Activator in Enzyme-catalyzed Reactions (14 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
stimulates to a lesser degree than ATP
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activation
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stimulates only in presence of either lecithin or sphingomyelin
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activation by nucleotides, most efficient in presence of two different nucleotides
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activation
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activates enzyme from mesenteric lymph nodes
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stimulates
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stimulates Mn2+-dependent CO2-oxaloacetate exchange
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0 mM guanosine, kact: 5.2/sec, KA: 2.9 mM, Ki: 4.5 mM; the GTP analogue is capable of activating Gln-dependent CTP formation
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enhances activity
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Inhibitor in Enzyme-catalyzed Reactions (59 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
17% inhibition at 25 mM and 29% inhibition at 50 mM
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weak inhibition
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58% inhibition at 1 mM
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reversible by addition of Mg2+
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10 mM, 60-75% inhibition
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weak
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with ATP as substrate
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weak competitive inhibitor
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partially uncompetitive inhibition of P1,P3-bis(5'-guanosyl)triphosphate synthesis
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inhibits uridylyl removing activity
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inhibits SurE, YfbR, not YjjG, competitive
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0.2 mM, 29% residual activity
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42% inhibition at 0.5 mM
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potent inhibition at 0.1 mM
90% inhibition
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biosynthetic reaction
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no guanosine, kact: 5.2/sec, KA: 2.9 mM, Ki: 4.5 mM; the GTP analogue is capable of inhibiting Gln-dependent CTP formation at over 0.15 mM
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3D Structure of Enzyme-Ligand-Complex (PDB) (11 results)

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (24 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
2.1
-
pH 7.5, 25°C, cosubstrate kanamycin A
3.3
-
pH 7.0, temperature not specified in the publication
43
-
pH 7.2, 30°C, recombinant wild-type enzyme
1.2
-
pH 7.0, 37°C
116
-
at pH 9.5 and 95°C
0.18
-
substrate concentration between 0.01 and 4.0 mM, 37°C
105.3
-
recombinant wild-type enzyme, pH 7.4, 25°C
573.3
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25°C, pH 6.75
10.2
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wild-type, pH 7.5, 37°C
5.2
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no guanosine

KM Value (77 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
29
-
-
1.4
-
pH 8.0, 58°C
0.3
-
pH 8.2, 30°C, strain DF903
5.9
-
pH 6.8, 30°C, reaction with sn-2,3-dihexanoylglycerol
0.039
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pH 7.5, 25°C, cosubstrate kanamycin A
0.36
-
30°C, pH 7
1.54
-
pH 8
1.4
-
pH 10, 37°C
0.25
-
; pH 7.4, 30°C
0.67
-
pH 8.0, 25°C
0.00025
-
37°C, pH 7.8
0.8
-
pH 7.0, temperature not specified in the publication
0.3
-
pH 7.5, 25°C
0.8
-
pH 7, 30°C
1
-
; pH 7.2, 30°C, recombinant wild-type enzyme
0.63
-
pH 8.0, with AMP
0.87
-
in 50 mM Tris-HCl (pH 7.4), 50 mM KCl, 2 mM MgCl2, 1 mM phosphoenolpyruvate, 0.2 mM NADH, at 30°C
0.35
-
NMNAT3
0.28
-
pH 8.2, 37°C
0.0616
-
pH 7.0, 37°C
0.066
-
-
6.1
-
microsomal enzyme suspension
5.01
-
at pH 9.5 and 95°C
0.1043
-
-
0.5
-
25°C, pH 6.75
1
-
pH 7.6, 25°C
0.136
-
reaction with 5,6,7,8-tetrahydropteroyl-Glu + ATP
0.024
-
-
0.018
-
wild-type, pH 7.5, 37°C
1.16
-
good alternative substrate for ATP

Ki Value (9 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
TABLE ID
0.51
-
pH 7.5, 25°C
14996
0.8
-
-
34443
0.9
-
pH 7.5, 37°C, wild-type enzyme, inhibition of the ATPase reaction
34804
0.2264
-
in Tris-HCl (50 mM, pH 7.4), temperature not specified in the publication
35228
4.5
-
-
42383

IC50 Value (9 results)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
0.34
-
IC50 value for formation of enzyme-GMP-complex, pH 7.5, 30°C
1.2
-
pH 7.5, 37°C, wild-type enzyme, inhibition of the ATPase reaction
0.52
-
wild-type, pH 7.5, 37°C

References & Links

Links to other databases for ITP

ChEBI
PubChem
ChEBI
PubChem