An AMPK activator
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AICA Ribonucleotide

Item No. 33907

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5-amino-1-(5-O-phosphono-β-D-ribofuranosyl)-1H-imidazole-4-carboxamide
CAS Number
3031-94-5
Synonyms
  • AICA-Ribotide
  • AICA-Riboside-5'-phosphate
  • 5-Aminoimidazole-4-Carboxamide Ribonucelotide
  • NSC 283955
  • NSC 292227
Molecular Formula
C9H15N4O8P
Formula Weight
338.2
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
PBS (pH 7.2): 1 mg/ml
λmax
269 nm
SMILES
O[C@@H]1[C@@H](COP(O)(O)=O)O[C@@]([H])(N2C=NC(C(N)=O)=C2N)[C@@H]1O
InChi Code
InChI=1S/C9H15N4O8P/c10-7-4(8(11)16)12-2-13(7)9-6(15)5(14)3(21-9)1-20-22(17,18)19/h2-3,5-6,9,14-15H,1,10H2,(H2,11,16)(H2,17,18,19)/t3-,5-,6-,9-/m1/s1
InChi Key
NOTGFIUVDGNKRI-UUOKFMHZSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    Cayman Chemical
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    Product Description

    AICA ribonucleotide is a cell-permeable activator of AMP-activated protein kinase (AMPK).1 It activates AMPK in a cell-free assay when used at concentrations ranging from 1 to 500 µM. AICA ribonucleotide (100-500 µM) inhibits lipolysis and lipogenesis in primary rat adipocytes. In vivo, AICA ribonucleotide (0.5 mg/kg) increases insulin sensitivity and prevents pancreatic β-cell damage in Zucker diabetic fatty rats.2 AICA ribonucleotide (0.5 mg/kg) induces cardiac mobilization and myofibroblast differentiation of endogenous CD44+CD45- mesenchymal stem cells (MSCs), as well as decreases cardiac scar formation, in an aged mouse model of myocardial infarction induced by left anterior descending artery (LAD) occlusion.3 Formulations containing AICA ribonucleotide have been used in the treatment and prevention of cardiac ischemic injury.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Sullivan, J.E., Brocklehurst, K.J., Marley, A.E., et al. Inhibition of lipolysis and lipogenesis in isolated rat adipocytes with AICAR, a cell-permeable activator of AMP-activated protein kinase. FEBS Lett. 353(1), 33-36 (1994).

    2. Pold, R., Jensen, L.S., Jessen, N., et al. Long-term AICAR administration and exercise prevents diabetes in ZDF rats. Diabetes 54(4), 928-934 (2005).

    3. Cieslik, K.A., Taffet, G.E., Crawford, J.R., et al. AICAR-dependent AMPK activation improves scar formation in the aged heart in a murine model of reperfused myocardial infarction. J. Mol. Cell. Cardiol. 63, 26-36 (2013).