Phosphoribosylamine

Phosphoribosylamine
Names
Other names
PRA
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
MeSH Phosphoribosylamine
  • InChI=1S/C5H12NO7P/c6-5-4(8)3(7)2(13-5)1-12-14(9,10)11/h2-5,7-8H,1,6H2,(H2,9,10,11)/t2-,3-,4-,5?/m1/s1 Y
    Key: SKCBPEVYGOQGJN-SOOFDHNKSA-N Y
  • C([C@@H]1[C@H]([C@H](C(O1)N)O)O)OP(=O)(O)O
Properties
C5H12NO7P
Molar mass 229.125 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Phosphoribosylamine (PRA) is a biochemical intermediate in the formation of purine nucleotides via inosine-5-monophosphate, and hence is a building block for DNA and RNA. The vitamins thiamine and cobalamin also contain fragments derived from PRA.

It is the product of the enzyme amidophosphoribosyltransferase which attaches ammonia from glutamine to phosphoribosyl pyrophosphate (PRPP) at its anomeric carbon:

PRPP + glutamine → PRA + glutamate + PPi

The biosynthesis pathway next combines PRA with glycine in a process driven by ATP giving glycineamide ribonucleotide (GAR). The enzyme phosphoribosylamine—glycine ligase catalyses the reaction forming an amide bond:

PRA + glycine + ATP → GAR + ADP + Pi
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