Discovery through Partnership | Excellence through Quality
| Product Name | AICAR |
| Description |
Autophagy inducer |
| Purity | >99% (TLC), NMR conforms |
| CAS No. | 2627-69-2 |
| Molecular Formula | C9H14N4O5 |
| Molecular Weight | 258.2 |
| Field of Use | Not for use in humans. Not for use in diagnostics or therapeutics. For in vitro research use only. |
Properties
| Storage Temperature | -20ºC |
| Shipping Temperature | Shipped Ambient |
| Product Type | Inducer |
| Solubility | Soluble to 75 mM in water and to 75 mM in DMSO. |
| Source | Synthetic |
| Appearance | Off-white solid. |
| SMILES | [C@@H]2([N]1C(=C(C(N)=O)N=C1)N)O[C@H](CO)[C@H]([C@H]2O)O |
| 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-UUOKFMHZSA-N |
| Safety Phrases |
Classification: D2B- Toxic Material Causing Other Toxic Effects, Moderate skin irritant, Moderate respiratory irritant, Moderate eye irritant Safety Phrases: S22 - Do not breathe dust. S24/25 - Avoid contact with skin and eyes. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. Hazard statements: H315- Causes skin irritation. H319- Causes serious eye irritation. H335- May cause respiratory irritation. Precautionary statements: P261- Avoid breathing dust/ fume/ gas/ mist/ vapours/ spray. P264- Wash skin thoroughly after handling. P271- Use only outdoors or in a well-ventilated area. P280- Wear protective gloves/ eye protection/ face protection. P302 + P352- IF ON SKIN: Wash with plenty of soap and water. P304 + P340- IF INHALED: Remove victim to fresh air and keep at rest in a position comfortable for breathing. P305 + P351 + P338- IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. P312- Call a POISON CENTER or doctor/ physician if you feel unwell. P321- Specific treatment (see supplemental first aid instructions on this label). P332 + P313- If skin irritation occurs: Get medical advice/ attention. P337 + P313- If eye irritation persists: Get medical advice/ attention. P362- Take off contaminated clothing and wash before reuse. P403 + P233- Store in a well-ventilated place. Keep container tightly closed. P405- Store locked up. P501- Dispose of contents/ container to an approved waste disposal plant. |
| Cite This Product | AICAR (StressMarq Biosciences Inc., Victoria BC CANADA, Catalog # SIH-402) |
Biological Description
| Alternative Names | N1-(β-D-Ribofuranosyl)-5-aminoimidazole-4-carboxamide |
| Research Areas | Autophagy, Cancer |
| PubChem ID | 17513 |
| Scientific Background | AICAR is an adenosine analog that when phosphorylated forms 5-aminoimidazole-4-carboxamide-1-D-ribofuranosyl-5’-monophosphate (ZMP) which proceeds to activate adenosine monophosphate-activated protein kinase (AMPK). This process in turn stimulates glucose uptake by skeletal muscle in an insulin-dependent manner. Autophagy is initiated by the UNC-51-like kinase 1/2 complex (ULK1 and ULK2). Under basal conditions, autophagy is negatively regulated due to the phosphorylation of ULK1 at serine-757 by mTORC1. During starvation, autophagy is positively regulated by ULK1/2 when it is phosphorylated at serine-555 and serine-777 by AMPK. Therefore, the activation of AMPK by AICAR, in turn will induce autophagy. |
| References |
1. Jhun B.S., et al. (2004) Biochem Biophys Res Commun. 318(2): 372-80. 2. Huang H., et al. (2013) Autophagy. 9(2): 175-95. |
Product Images
Chemical structure of AICAR (SIH-402), a Autophagy inducer. CAS #: 2627-69-2 . Molecular Formula: C9H14N4O5. Molecular Weight: 258.2 g/mol.
Powered by Bioz
Reviews
There are no reviews yet.