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Phosphoribosyl pyrophosphate

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Phosphoribosyl pyrophosphate
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChemSpider
DrugBank
MeSH Phosphoribosyl+pyrophosphate
PubChem CID
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C5H13O14P3/c6-3-2(1-16-20(8,9)10)17-5(4(3)7)18-22(14,15)19-21(11,12)13/h2-7H,1H2,(H,14,15)(H2,8,9,10)(H2,11,12,13)/t2-,3-,4-,5-/m1/s1Key: PQGCEDQWHSBAJP-TXICZTDVSA-N
  • InChI=1/C5H13O14P3/c6-3-2(1-16-20(8,9)10)17-5(4(3)7)18-22(14,15)19-21(11,12)13/h2-7H,1H2,(H,14,15)(H2,8,9,10)(H2,11,12,13)/t2-,3-,4-,5-/m1/s1Key: PQGCEDQWHSBAJP-TXICZTDVBW
SMILES
  • O=P(O1O((O)1O)COP(=O)(O)O)(O)OP(=O)(O)O
Properties
Chemical formula C5H13O14P3
Molar mass 390.07 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). checkverify (what is  ?) Infobox references
Chemical compound

Phosphoribosyl pyrophosphate (PRPP) is a pentosephosphate.

It is formed from ribose 5-phosphate by the enzyme ribose-phosphate diphosphokinase.

It plays a role in transferring phospho-ribose groups in several reactions:

Enzyme Reactant Product
adenine phosphoribosyltransferase adenine AMP
hypoxanthine-guanine phosphoribosyltransferase guanine GMP
hypoxanthine-guanine phosphoribosyltransferase hypoxanthine IMP
orotate phosphoribosyltransferase orotate OMP
uracil phosphoribosyltransferase uracil UMP

In de novo generation of purines, the enzyme amidophosphoribosyltransferase acts upon PRPP to create phosphoribosylamine.

See also

Nucleotide metabolic intermediates
purine
metabolism
anabolism
R5PIMP:
IMPAMP:Adenylosuccinate
IMPGMP:Xanthosine monophosphate
catabolism
pyrimidine
metabolism
anabolism
catabolism
uracil:
thymine:


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