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AICAR
- Acadesine - NSC 105823 - AICA-riboside - Arasine
Axon 2389
CAS:
2627-69-2
- Optical Purity: Optically pure
- Soluble in water and DMSO
- MF: C9H14N4O5
- MW: 258.23
Description
AICAR is a cell-permeable AMPK activator that is converted intracellularly to ZMP, an AMP mimetic. It increases AMPK phosphorylation, inactivates HMG-CoA reductase and markedly suppresses fatty-acid and sterol synthesis without substantially perturbing ATP, ADP or AMP levels.
AMPK coordinates energy sensing, lipid metabolism, differentiation and stress adaptation. AICAR is a widely used tool for studying AMPK pathway activation, metabolic reprogramming and differentiation mechanisms in leukemia and neural stem cell models.
Key Features
- AMPK activator via intracellular ZMP accumulation
- Promotes AMPK phosphorylation
- Inactivates HMG-CoA reductase
- Suppresses fatty-acid and sterol synthesis
Applications
- AMPK signaling research
- Metabolic pathway studies
- AML differentiation assays
- Neural stem-cell and JAK/STAT3 pathway research
More Information
| Parent CAS No. | 2627-69-2 |
|---|---|
| Chemical Name | 5-amino-1-((2R,3S,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-1H-imidazole-4-carboxamide |
| SMILES | C1(O)[C@H](O[C@@H](N2C(N)=C(C(N)=O)N=C2)[C@H]1O)CO |&1:2,4,14,r| |
| MFCD | N.A. |
| InChi | InChI=1S/C9H14N4O5/c10-7-4(8(11)17)12-2-13(7)9-6(16)5(15)3(1-14)18-9/h2-3,5-6,9,14-16H,1,10H2,(H2,11,17)/t3-,5?,6+,9-/m1/s1 |
| InChiKey | RTRQQBHATOEIAF-DTUHVUQASA-N |
| CID | 46780289 |
| Short Description | AMPK activator |
AICAR
AMPK activator via intracellular ZMP accumulation
Acadesine
NSC 105823
AICA-riboside
Arasine
NSC105823
AMPK
HMG-CoA
STAT3
JAKSTAT3
Activator
JAK/STAT signaling
AMPK signaling research
Metabolic pathway studies
AML differentiation assays
Neural stem-cell and JAK/STAT3 pathway research
reprogramming
neuroscience
AML
leukemia
metabolism
signal transduction
phosphorylation
CAS 2627-69-2
CAS 681006-28-0
Axon Medchem
Axon 2389
Supplier
Vendor
References
- J.M. Corton et al. 5-aminoimidazole-4-carboxamide ribonucleoside. A specific method for activating AMP-activated protein kinase in intact cells? Eur J Biochem. 1995 Apr 15;229(2):558-65.
- G.F. Merrill et al. AICA riboside increases AMP-activated protein kinase, fatty acid oxidation, and glucose uptake in rat muscle. Am J Physiol. 1997 Dec;273(6 Pt 1):E1107-12.
- Y. Zang et al. AICAR induces astroglial differentiation of neural stem cells via activating the JAK/STAT3 pathway independently of AMP-activated protein kinase. J Biol Chem. 2008 Mar 7;283(10):6201-8.
- H. Lalic et al. 5-Aminoimidazole-4-carboxamide ribonucleoside induces differentiation of acute myeloid leukemia cells. Leuk Lymphoma. 2014 Oct;55(10):2375-83.
- X. Shi et al. AICAR sustains J1 mouse embryonic stem cell self-renewal and pluripotency by regulating transcription factor and epigenetic modulator expression. Cell Physiol Biochem. 2013;32(2):459-75. doi: 10.1159/000354451. Epub 2013 Aug 27.
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