Inosine triphosphate
Names
IUPAC name
Inosine 5′-(tetrahydrogen triphosphate)
Systematic IUPAC name
O 1 -{[(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
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard
100.004.589
EC Number
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
C 10 H 15 N 4 O 14 P 3
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).
Chemical compound
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]
References