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AICA-Riboside, 5′-Phosphate (CAS 3031-94-5)

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Alternate Names:
5-Aminoimidazole-4-carboxamide ribonucleoside; AICAR Monophosphate
Application:
AICA-Riboside, 5′-Phosphate is an AMP-activated protein kinase (AMPK) activator mimic
CAS Number:
3031-94-5
Purity:
≥95%
Molecular Weight:
338.20
Molecular Formula:
C9H15N4O8P
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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AICA-Riboside, 5′-Phosphate is a monophosphorylated analog of the membrane permeable AICA-Riboside that mimics AMP and behaves as an AMPK (AMP-activated protein kinase) activator. AICA-Riboside, 5′-Phosphate displays similar effects of its parent derivative including stimulating glucose transport in certain skeletal-muscle cell lines. Belonging to the class of 1-ribosyl-imidazolecarboxamides, AICA-Riboside, 5′-Phosphate exhibits the ability to hinder both lipolysis and lipogenesis in primary rat adipocytes.


AICA-Riboside, 5′-Phosphate (CAS 3031-94-5) References

  1. AMP-activated kinase reciprocally regulates triacylglycerol synthesis and fatty acid oxidation in liver and muscle: evidence that sn-glycerol-3-phosphate acyltransferase is a novel target.  |  Muoio, DM., et al. 1999. Biochem J. 338 (Pt 3): 783-91. PMID: 10051453
  2. Glycogen-dependent effects of 5-aminoimidazole-4-carboxamide (AICA)-riboside on AMP-activated protein kinase and glycogen synthase activities in rat skeletal muscle.  |  Wojtaszewski, JF., et al. 2002. Diabetes. 51: 284-92. PMID: 11812734
  3. Characterization of the role of the AMP-activated protein kinase in the stimulation of glucose transport in skeletal muscle cells.  |  Fryer, LG., et al. 2002. Biochem J. 363: 167-74. PMID: 11903059
  4. 5'-aminoimidazole-4-carboxamide riboside induces apoptosis in human neuroblastoma cells.  |  Garcia-Gil, M., et al. 2003. Neuroscience. 117: 811-20. PMID: 12654334
  5. AICA riboside both activates AMP-activated protein kinase and competes with adenosine for the nucleoside transporter in the CA1 region of the rat hippocampus.  |  Gadalla, AE., et al. 2004. J Neurochem. 88: 1272-82. PMID: 15009683
  6. Inhibition by AICA riboside of gluconeogenesis in isolated rat hepatocytes.  |  Vincent, MF., et al. 1991. Diabetes. 40: 1259-66. PMID: 1657665
  7. Alteration of purine metabolism by AICA-riboside in human B lymphoblasts.  |  Barankiewicz, J., et al. 1990. Arch Biochem Biophys. 282: 377-85. PMID: 1700665
  8. AMP-activated protein kinase-independent inhibition of hepatic mitochondrial oxidative phosphorylation by AICA riboside.  |  Guigas, B., et al. 2007. Biochem J. 404: 499-507. PMID: 17324122
  9. Synthesis of new acadesine (AICA-riboside) analogues having acyclic D-ribityl or 4-hydroxybutyl chains in place of the ribose.  |  D'Errico, S., et al. 2013. Molecules. 18: 9420-31. PMID: 23924994
  10. Increased adenosine concentration in blood from ischemic myocardium by AICA riboside. Effects on flow, granulocytes, and injury.  |  Gruber, HE., et al. 1989. Circulation. 80: 1400-11. PMID: 2553298
  11. AICA-riboside: direct quantitation in ultrafiltrates of plasma by HPLC during pharmacokinetic studies in man.  |  Dixon, R., et al. 1989. Res Commun Chem Pathol Pharmacol. 65: 405-8. PMID: 2813961
  12. 5-aminoimidazole-4-carboxamide ribonucleoside. A specific method for activating AMP-activated protein kinase in intact cells?  |  Corton, JM., et al. 1995. Eur J Biochem. 229: 558-65. PMID: 7744080
  13. Acadesine (AICA-riboside): disposition and metabolism of an adenosine-regulating agent.  |  Dixon, R., et al. 1993. J Clin Pharmacol. 33: 955-8. PMID: 8227467

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

AICA-Riboside, 5′-Phosphate, 5 mg

sc-202448B
5 mg
$180.00

AICA-Riboside, 5′-Phosphate, 10 mg

sc-202448C
10 mg
$275.00

AICA-Riboside, 5′-Phosphate, 50 mg

sc-202448
50 mg
$495.00

AICA-Riboside, 5′-Phosphate, 100 mg

sc-202448A
100 mg
$920.00