5-Aminoimidazole ribotide

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5-Aminoimidazole ribotide
Aminoimidazole ribotide.svg
Names
Preferred IUPAC name
[(2R,3S,4R,5R)-5-(5-Amino-1H-imidazol-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
3D model (JSmol)
ChEBI
ChemSpider
KEGG
MeSH aminoimidazole+ribotide
  • 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 checkY
    Key: PDACUKOKVHBVHJ-XVFCMESISA-N checkY
  • O=P(O)(O)OC[C@H]2O[C@@H](n1cncc1N)[C@H](O)[C@@H]2O
Properties
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  (what is checkY☒N ?)
Infobox references

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]

See also[]

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.


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