Inosine triphosphate

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.

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
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.004.589
EC Number
  • 205-046-7
KEGG
UNII
  • Key: HAEJPQIATWHALX-KQYNXXCUSA-N
  • 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
C10H15N4O14P3
Molar mass 508.165 g·mol−1
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

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]

References
  1. 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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