5-Aminoimidazole-4-carboxamide-1-β-D-Ribofuranosyl 5'-Triphosphate

• Catalog No.: A611765
• CAS Number: 82989-82-0
• M. F.: C9H17N4O14P3
• M. W.: 498.170963

SYNONYMS

• IUPAC name: ({[({[(2R,3S,4R,5R)-5-(5-amino-4-carbamoyl-1H-imidazol-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)phosphonic acid
• IUPAC Traditional name: ({[(2R,3S,4R,5R)-5-(5-amino-4-carbamoylimidazol-1-yl)-3,4-dihydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxyphosphonic acid
• Synonyms: ZTP; 5-Amino-4-imidazolecarboxamide riboside 5'-triphosphate; AICAR Triphosphate; 5-Amino-1-[5-O-[hydroxy[[hydroxy(phosphonooxy)phosphinyl]oxy]phosphinyl]-β-D-ribofuranosyl]-1H-Imidazole-4-carboxamide

DATABASE IDS

• CAS Number: 82989-82-0

DETAILS

Description (English)

A phosphorylated derivative of AICAR monophosphate (A611705) or ZMP. Accumulates in microorganisms when there is a depletion of folate intermediates needed to metabolize ZMP to inosine monophosphate (IMP).

REFERENCES

• Sidi, Y. et al.: J. Clinic. Inv., 76, 2416 (1985)
• Mullane, K., et al.: Trends Cardiovasc Med., 3, 227 (1985)
• Browne, G.J., et al.: J. Biol. Chem., 279, 13, 12220 (2004)