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Inosine triphosphate

From Wikipedia, the free encyclopedia
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 InfoCard100.004.589Edit this at Wikidata
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 mass508.165 g·mol−1
903.5 mg/mL
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa).
Chemical compound

Inosine triphosphate (ITP) is an intermediate in thepurine metabolism pathway, seen in the synthesis ofATP andGTP. It comprises an inosinenucleotide containing three phosphate groups esterified to the sugarmoiety.

ITP results fromdeamination ofATP. Incorporation of ITP into the DNA from thenucleotide pool can lead to DNA damage, mutagenesis and other harmful effects.[1] ITP is processed by the enzymeinosine triphosphate pyrophosphatase (ITPA), which turns it intoinosine monophosphate (IMP), to avoid incorporation into DNA.[1]

References

[edit]
  1. ^abJi 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.
Nucleic acid constituents
Nucleobase
Nucleoside
Ribonucleoside
Deoxyribonucleoside
Nucleotide
(Nucleoside monophosphate)
Ribonucleotide
Deoxyribonucleotide
Cyclic nucleotide
Nucleoside diphosphate
Nucleoside triphosphate
Receptor
(ligands)
P0 (adenine)
P1
(adenosine)
P2
(nucleotide)
P2X
(ATPTooltip Adenosine triphosphate)
P2Y
Transporter
(blockers)
CNTsTooltip Concentrative nucleoside transporters
ENTsTooltip Equilibrative nucleoside transporters
PMATTooltip Plasma membrane monoamine transporter
Enzyme
(inhibitors)
XOTooltip Xanthine oxidase
Others
Others
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