Molecule: 5-O-phosphonato-alpha-D-ribofuranosyl diphosphate(5-)

Pentaanion of 5-O-phosphono-alpha-D-ribofuranosyl diphosphate arising from deprotonation of the phosphate and diphosphate OH groups; major species at pH 7.3.
Synonyms for 5-O-phosphonato-alpha-D-ribofuranosyl diphosphate(5-) :
5-O-phosphonato-alpha-D-ribofuranosyl diphosphate pentaanion
5-phospho-alpha-D-ribose 1-diphosphate
5-phosphonatoribosyl 1-pyrophosphate
5-phosphoribosyl 1-pyrophosphate
Molecular Formula: C5H8O14P3
Molecular wt: 385.02990 g/mole
Charge: -5
SMILES: O[C@H]1[C@@H](O)[C@H](O[C@@H]1COP([O-])([O-])=O)OP([O-])(=O)OP([O-])([O-])=O
InChIKey: PQGCEDQWHSBAJP-TXICZTDVSA-I
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)/p-5/t2-,3-,4-,5-/m1/s1
CHEBI:58017
Sample reactions for this molecule:
D-ribose 5-phosphate + 2'-deoxyadenosine 5'-triphosphate (dATP) => 5-Phospho-alpha-D-ribose 1-diphosphate (PRPP) + 2'-deoxyadenosine 5'-monophosphate
NAPRT1 dimer transfers PRIB to NCA to form NAMN
NAMPT transfers PRIB to NAM to form NAMN
QPRT transfers PRIB to QUIN to form NAMN
UMPS dimer transfers phosphoribosyl group to ORO to form OMP
D-ribose 5-phosphate + ATP => 5-phospho-alpha-D-ribose 1-diphosphate (PRPP) + adenosine 5'-monophosphate
5-phospho-alpha-D-ribose 1-diphosphate (PRPP) + H2O + L-glutamine <=> 5-phosphoribosylamine + L-glutamate +pyrophosphate
APRT catalyzes the conversion of adenine to AMP
HPRT1 catalyzes the conversion of guanine or hypoxanthine to GMP or IMP
Defective APRT does not convert adenine to AMP