5-Aminoimidazole ribotide

5'-Phosphoribosyl-5-aminoimidazole (or aminoimidazole ribotide) is an intermediate in the formation of purines. Thus, it is an intermediate in the adenine pathway, and is synthesized from 5'-phosphoribosylformylglycinamidine by AIR synthetase.[1]

5-Aminoimidazole ribotide

Names
IUPAC name [5-(5-aminoimidazol-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate
Other names AIR, [5-(5-amino-1-imidazolyl)-3,4-dihydroxy-2-tetrahydrofuranyl]methyl dihydrogen phosphate
Identifiers
CAS Number	25635-88-5^N
3D model (JSmol)	Interactive image
ChEBI	CHEBI:138560^N
ChemSpider	141854^Y
KEGG	C03373^N
MeSH	aminoimidazole+ribotide
PubChem CID	153
CompTox Dashboard (EPA)	DTXSID60948494
InChI InChI=1S/C8H14N3O7P/c9-5-1-10-3-11(5)8-7(13)6(12)4(18-8)2-17-19(14,15)16/h1,3-4,6-8,12-13H,2,9H2,(H2,14,15,16)/t4-,6-,7-,8-/m1/s1^Y Key: PDACUKOKVHBVHJ-XVFCMESISA-N^Y
SMILES O=P(O)(O)OC[C@H]2O[C@@H](n1cncc1N)[C@H](O)[C@@H]2O
Properties
Chemical formula	C8H14N3O7P
Molar mass	295.186 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is ^YN ?)
Infobox references

See also

• Phosphoribosylaminoimidazole carboxylase
• 5-(carboxyamino)imidazole ribonucleotide synthase
• 5-(carboxyamino)imidazole ribonucleotide mutase

References

1. Bhat, Balkrishen; Groziak, Michael P.; Leonard, Nelson J. (1990). "Nonenzymatic synthesis and properties of 5-aminoimidazole ribonucleotide (AIR). Synthesis of specifically 15N-labeled 5-aminoimidazole ribonucleoside (AIRs) derivatives". Journal of the American Chemical Society. 112 (12): 4891–4897. doi:10.1021/ja00168a039.