Phosphoribosyl pyrophosphate

Phosphoribosyl pyrophosphate

Identifiers
CAS number	7540-64-9
PubChem	7339
ChemSpider	7062^Y
DrugBank	DB01632
MeSH	Phosphoribosyl+pyrophosphate
ChEBI	CHEBI:17111^Y
Jmol-3D images	Image 1
SMILES O=P(O[C@H]1O[C@@H]([C@@H](O)[C@H]1O)COP(=O)(O)O)(O)OP(=O)(O)O
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/s1^Y Key: PQGCEDQWHSBAJP-TXICZTDVSA-N^Y 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/s1 Key: PQGCEDQWHSBAJP-TXICZTDVBW
Properties
Molecular formula	C₅H₁₃O₁₄P₃
Molar mass	390.07 g/mol
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Phosphoribosyl pyrophosphate (PRPP) is a pentosephosphate.

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.

Anabolism	Carbamoyl phosphate · Carbamoyl aspartic acid · 4,5-Dihydroorotic acid · Orotic acid · Orotidine 5'-monophosphate · Uridine monophosphate

Catabolism	uracil: Dihydrouracil · 3-Ureidopropionic acid · β-Alanine thymine: Dihydrothymine · β-Ureidoisobutyric acid · 3-Aminoisobutyric acid

mt, k, c/g/r/p/y/i, f/h/s/l/o/e, a/u, n, m

k, cgrp/y/i, f/h/s/l/o/e, au, n, m, epon

m(A16/C10),i(k, c/g/r/p/y/i, f/h/s/o/e, a/u, n, m)

biochemical families: prot · nucl · carb (glpr, alco, glys) · lipd (fata/i, phld, strd, gllp, eico) · amac/i · ncbs/i · ttpy/i

See also