AdipoGen Life Sciences

AICAR

CHF 30.00
In stock
AG-CR1-0061-M01010 mgCHF 30.00
AG-CR1-0061-M05050 mgCHF 75.00
AG-CR1-0061-M100100 mgCHF 140.00
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Product Details
Synonyms 5-Aminoimidazole-4-carboxamide 1-β-D-ribofuranoside; Acadesine; AICA-Riboside
Product Type Chemical
Properties
Formula

C9H14N4O5

MW 258.2
Merck Index 14: 16
CAS 2627-69-2
Purity Chemicals ≥98% (HPLC)
Appearance Off-white solid.
Solubility Soluble in water (9 mg/ml), DMSO or dimethyl formamide.
Identity Determined by 1H-NMR.
InChi Key RTRQQBHATOEIAF-UHFFFAOYSA-N
Smiles NC(=O)C1=C(N)N(C=N1)C1OC(CO)C(O)C1O
Shipping and Handling
Shipping AMBIENT
Short Term Storage +4°C
Long Term Storage -20°C
Use/Stability Stable for at least 2 years after receipt when stored at -20°C.
Documents
MSDS Download PDF
Product Specification Sheet
Datasheet Download PDF
Description
  • Cell permeable AMP-activated protein kinase (AMPK) activator [1].
  • Insulin mimetic [2, 10].
  • Adipocyte differentiation inhibitor [3].
  • Apoptosis inducer [4, 11].
  • PPARα inhibitor [5].
  • mTOR inhibitor [6].
  • P70S6K inhibitor [6].
  • LPS-induced TNF-α production inhibitor [7].
  • TORC2 phosphorylation inducer [8].
  • Anti-inflammatory [9].
  • Anti-tumor compound [12].
  • Autophagy inhibitor [13].
  • HSP90 inhibitor [14].
  • Autophagy inducer [15]
Product References
  1. 5-aminoimidazole-4-carboxamide ribonucleoside. A specific method for activating AMP-activated protein kinase in intact cells?: J. M. Corton et al.; Eur. J. Biochem. 229, 558 (1995)
  2. 5-aminoimidazole-4-carboxamide riboside mimics the effects of insulin on the expression of the 2 key gluconeogenic genes PEPCK and glucose-6-phosphatase: P. A, Lochhead et al.; Diabetes 49, 896 (2000)
  3. The effects of AICAR on adipocyte differentiation of 3T3-L1 cells: S. A. Habinowski et al.; Biochem. Biophys. Res. Commun.286, 852 (2001)
  4. 5-Aminoimidazole-4-carboxamide riboside induces apoptosis in Jurkat cells, but the AMP-activated protein kinase is not involved: J. M. Lopez et al.; Biochem. J. 370, 1027 (2003)
  5. Kinase-independent transcriptional co-activation of peroxisome proliferator-activated receptor alpha by AMP-activated protein kinase: M. Bronner et al.; Biochem. J. 384, 295 (2004)
  6. AMP-activated protein kinase activators can inhibit the growth of prostate cancer cells by multiple mechanisms: X. Xiang et al.; Biochem. Biophys. Res. Commun. 321, 161 (2004)
  7. 5-Aminoimidazole-4-carboxamide riboside suppresses lipopolysaccharide-induced TNF-alpha production through inhibition of phosphatidylinositol 3-kinase/Akt activation in RAW 264.7 murine macrophages: B. S. Jhun et al.; Biochem. Biophys. Res. Commun.318, 372 (2004)
  8. The CREB coactivator TORC2 is a key regulator of fasting glucose metabolism: S. H. Koo et al.; Nature 437, 1109 (2005)
  9. 5-aminoimidazole-4-carboxamide-1-beta-4-ribofuranoside inhibits proinflammatory response in glial cells: a possible role of AMP-activated protein kinase: S. Giri, et al.; J. Neurosci. 24, 479 (2004)
  10. 5-aminoimidazole-4-carboxamide ribonucleoside (AICAR) inhibits insulin-stimulated glucose transport in 3T3-L1 adipocytes: I.P. Salt, et al.; Diabetes 49, 1649 (2000)
  11. AICAR induces apoptosis independently of AMPK and p53 through up-regulation of the BH3-only proteins BIM and NOXA in chronic lymphocytic leukemia cells: A.F. Santidrian, et al.; Blood 116, 3023 (2010)
  12. AICAR inhibits cancer cell growth and triggers cell-type distinct effects on OXPHOS biogenesis, oxidative stress and Akt activation: C. Jose, et al.; Biochim. Biophys. Acta 1807, 707 (2011)
  13. Role of AMP-activated protein kinase in autophagy and proteasome function: R. Viana, et al.; BBRC 369, 964 (2008)
  14. Small-molecule targeting of heat shock protein 90 chaperone function: rational identification of a new anticancer lead: M. Meli, et al.; J. Med. Chem. 49, 7721 (2006)
  15. AMPK promotes skeletal muscle autophagy through activation of forkhead FoxO3a and interaction with Ulk1: A.M. Sanchez, et al.; J. Cell. Biochem. 113, 695 (2012)
  16. AMPK Activation by Zyflamend: A novel pathway regulating metabolism and growth in prostate cancer: A.F. MacDonald; Master's Thesis, University of Tennessee (2017)
  17. Gene-by-environment interactions that disrupt mitochondrial homeostasis cause neurodegeneration in C. elegans Parkinson’s models: H. Kim, et al.; Cell Death Dis. 9, 555 (2018)
  18. AMPK activity is required for the induction of anhydrobiosis in a tardigrade Hypsibius exemplaris, and its potential up‐regulator is PP2A: K. Kondo, et al.; Genes Cells, ahead of print (2019)
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