Inosine triphosphate

Inosine triphosphate

Names
IUPAC name (((2R,3S,4R,5R)-3,4-Dihydroxy-5-(6-oxo-3H-purin-9-yl)oxolan-2-yl)methoxy-hydroxyphosphoryl) phosphono hydrogen phosphate
Other names iniosine triphosphate
Identifiers
3D model (JSmol)	Interactive image
PubChem CID	8583
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	508.17 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.

Disease relevance

• chronic immune thrombocytopenic purpura in monozygotic twins: genetic factors predisposing to ITP.
• helicobacter pylori and chronic ITP: the discrepancy in the clinical responses to eradication therapy might be due to differences in the bacterial strains.
• severe hemoalysis following administration of Rh(o)(D)immune globulin in an ITP patient associated with anti-C.

References

• Laster, A.J.; Conley, C.L.; Kickler, T.S.; Dorsch, C.A.; Bias, W.B. (9 December 1982). "Chronic immune thrombocytopenic purpura in monozygotic twins: genetic factors predisposing to ITP". New England Journal of Medicine. 307 (24): 1495. doi:10.1056/NEJM198212093072406. PMID 6890627.
• Kekomaki, R.; Dawson, B.; McFarland, J.; Kunicki, T.J. (September 1991). "Localization of human platelet autoantigens to the cysteine-rich region of glycoprotein IIIa". Journal of Clinical Investigation. 88 (3): 847. doi:10.1172/JCI115386. PMC 295471. PMID 1715887.
• Takahashi, T.; Yujiri, T.; Tanizawa, Y. (2004). "Helicobacter pylori and chronic ITP: the discrepancy in the clinical responses to eradication therapy might be due to differences in the bacterial strains". Blood. 104 (2): 594. doi:10.1182/blood-2004-02-0702. PMID 15231581.
• Schwartz, J.; Spitalnik, S.; Grima, K.M. (2006). "Severe hemolysis following administration of Rho(D) immune globulin in an ITP patient associated with anti-C". Blood. 107 (6): 2585. doi:10.1182/blood-2005-09-3854. PMID 16517982.
• Dodd, P.M.; McCaffrey, J.A.; Hilton, S.; Mazumdar, M.; Herr, H.; Kelly, W.K.; Icasiano, E.; Boyle, M.G.; Bajorin, D.F. (February 2000). "Phase I evaluation of sequential doxorubicin gemcitabine then ifosfamide paclitaxel cisplatin for patients with unresectable or metastatic transitional-cell carcinoma of the urothelial tract". Journal of Clinical Oncology. doi:10.1200/jco.2000.18.4.840.