AICA-riboside, 5′-phosphate

AICA-riboside, 5′-phosphate is AICA riboside with a phosphate group. The functions of AICA riboside include: 1) conversion into AMP mimetic to selectively activate AMPK; 2) competition with adenosine for the uptake of nucleoside transporters, reversible blocking of adenosine reuptake, increasing extracellular adenosine concentration, and indirectly activating adenosine A1 receptors. AICA riboside is involved in metabolic regulation (promoting catabolism and inhibiting anabolism) and adenosine-dependent neuroprotection (inhibiting excitatory synaptic transmission) . AICA riboside can be used in the study of metabolic diseases (such as diabetes and obesity) and neurological diseases (such as ischemia and epilepsy), and has central nervous system protective activity[1][2].

Product Specifications

CAS Number

[3031-94-5]

Product Name Alternative

AICAR-5'-MP

UNSPSC

12352005

Hazard Statement

H302, H315, H319, H335

Target

Endogenous Metabolite

Type

Reference compound

Related Pathways

Metabolic Enzyme/Protease

Applications

Metabolism-protein/nucleotide metabolism

Field of Research

Others

Assay Protocol

https://www.medchemexpress.com/aica-riboside-5-phosphate.html

Purity

99.95

Solubility

H2O : 4.9 mg/mL (ultrasonic; warming; adjust pH to 6 with NaOH; heat to 60°C)

Smiles

O[C@@H]1[C@@H](COP(O)(O)=O)O[C@@H](N2C(N)=C(C(N)=O)N=C2)[C@@H]1O

Molecular Formula

C9H15N4O8P

Molecular Weight

338.21

Precautions

H302, H315, H319, H335

References & Citations

[1]Guigas B, et al. AMP-activated protein kinase-independent inhibition of hepatic mitochondrial oxidative phosphorylation by AICA riboside. Biochem J. 2007 Jun 15;404 (3) :499-507.|[2]Gadalla AE, et al. AICA riboside both activates AMP-activated protein kinase and competes with adenosine for the nucleoside transporter in the CA1 region of the rat hippocampus. J Neurochem. 2004 Mar;88 (5) :1272-82.