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Inosine triphosphate information


Inosine triphosphate
2D Molecular Structure of Inosine Triphosphate
Names
IUPAC name
Inosine 5′-(tetrahydrogen triphosphate)
Systematic IUPAC name
O1-{[(2R,3S,4R,5R)-3,4-Dihydroxy-5-(6-oxo-1,6-dihydro-9H-purin-9-yl)oxolan-2-yl]methyl} tetrahydrogen triphosphate
Other names
iniosine triphosphate
Identifiers
CAS Number
  • 132-06-9 ☒N
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:16039
ChEMBL
  • ChEMBL1233686
ChemSpider
  • 8265
ECHA InfoCard 100.004.589 Edit this at Wikidata
EC Number
  • 205-046-7
KEGG
  • C00081
PubChem CID
  • 135398643
UNII
  • 212A76R77X
CompTox Dashboard (EPA)
  • DTXSID8074499 Edit this at Wikidata
InChI
  • Key: HAEJPQIATWHALX-KQYNXXCUSA-N
SMILES
  • C1=NC(=O)C2=C(N1)N(C=N2)[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O)O
Properties
Chemical formula
C10H15N4O14P3
Molar mass 508.165 g·mol−1
Solubility in water
903.5 mg/mL
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Inosine triphosphate (ITP) is an intermediate in the purine metabolism pathway, seen in the synthesis of ATP and GTP. It comprises an inosine nucleotide containing three phosphate groups esterified to the sugar moiety.

ITP results from deamination of ATP. Incorporation of ITP into the DNA from the nucleotide pool can lead to DNA damage, mutagenesis and other harmful effects.[1] ITP is processed by the enzyme inosine triphosphate pyrophosphatase (ITPA), which turns it into inosine monophosphate (IMP), to avoid incorporation into DNA.[1]

  1. ^ a b Ji D, Stepchenkova EI, Cui J, Menezes MR, Pavlov YI, Kool ET (November 2017). "Measuring deaminated nucleotide surveillance enzyme ITPA activity with an ATP-releasing nucleotide chimera". Nucleic Acids Research. 45 (20): 11515–11524. doi:10.1093/nar/gkx774. PMC 5714213. PMID 29036687.

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Guanosine-5'-triphosphate (GTP) is a purine nucleoside triphosphate. It is one of the building blocks needed for the synthesis of RNA during the transcription...

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A nucleoside triphosphate is a nucleoside containing a nitrogenous base bound to a 5-carbon sugar (either ribose or deoxyribose), with three phosphate...

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Adenylosuccinate is an intermediate in the interconversion of purine nucleotides inosine monophosphate (IMP) and adenosine monophosphate (AMP). The enzyme adenylosuccinate...

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thiopurine S-methyltransferase (TPMT), nudix hydrolase 15 (NUDT15), and inosine triphosphate pyrophosphatase (ITPA). People with specific allele variants will...

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shock protein family a (hsp70) member 12b ITPA: encoding enzyme Inosine triphosphate pyrophosphatase JAG1: jagged 1 (Alagille syndrome) JPH2: encoding...

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nucleotide inosine monophosphate (IMP), which is the first compound in the pathway to have a completely formed purine ring system. Inosine monophosphate...

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cellular respiration, in the form of both the energy-rich adenosine triphosphate (ATP) and the cofactors nicotinamide adenine dinucleotide (NAD), flavin...

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nucleotides classified as purines. In purine synthesis, PRPP is turned into inosine monophosphate, or IMP. Production of IMP from PRPP requires glutamine,...

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purine biosynthesis, by catalysing the guanosine triphosphate (GTP)-dependent conversion of inosine monophosphate (IMP) and aspartic acid to guanosine...

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many cellular metabolic processes, being interconverted to adenosine triphosphate (ATP) and adenosine diphosphate (ADP), as well as allosterically activating...

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