Xanthosine triphosphate

Xanthosine triphosphate
Names
IUPAC name
[(2R,3S,4R)-5-(2,6-dioxo-3H-purin-9-yl)-3,4-dihydroxy-2-tetrahydrofuranyl]methyl (hydroxy-phosphonooxyphosphoryl) hydrogen phosphate
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C10H12N4O6.3H3O4P/c15-1-3-5(16)6(17)9(20-3)14-2-11-4-7(14)12-10(19)13-8(4)18;3*1-5(2,3)4/h2-3,5-6,9,15-17H,1H2,(H2,12,13,18,19);3*(H3,1,2,3,4)/t3-,5-,6-,9-;;;/m1.../s1 checkY
    Key: BKBQKVXTMZOVRH-CYCLDIHTSA-N checkY
  • InChI=1/C10H12N4O6.3H3O4P/c15-1-3-5(16)6(17)9(20-3)14-2-11-4-7(14)12-10(19)13-8(4)18;3*1-5(2,3)4/h2-3,5-6,9,15-17H,1H2,(H2,12,13,18,19);3*(H3,1,2,3,4)/t3-,5-,6-,9-;;;/m1.../s1
    Key: BKBQKVXTMZOVRH-CYCLDIHTBT
  • OP(O)(=O)O.OP(O)(=O)O.OP(O)(=O)O.O=C3Nc2c(ncn2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O)C(=O)N3
Properties
C10H15N4O15P3
Molar mass 524.17 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Xanthosine 5'-triphosphate (XTP) is a nucleotide that is not produced by - and has no known function in - living cells. Uses of XTP are, in general, limited to experimental procedures on enzymes that bind other nucleotides. Deamination of purine bases can result in accumulation of such nucleotides as ITP, dITP, XTP, and dXTP.[1]

  1. ^ Davies O, Mendes P, Smallbone K, Malys N (2012). "Characterisation of multiple substrate-specific (d)ITP/(d)XTPase and modelling of deaminated purine nucleotide metabolism". BMB Reports. 45 (4): 259–64. doi:10.5483/BMBRep.2012.45.4.259. PMID 22531138.