AICAR phosphate

• CAT Number: I004559
• CAS Number: 681006-28-0
• Molecular Formula: C9H17N4O9P
• Molecular Weight: 356.23
• Purity: ≥95%
• Synonyms: 5-amino-1-(3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-1H-imidazole-4-carboxamide phosphate
• Target: AMPK
• Solubility: 10 mM in H2O
• IUPAC Name: 5-amino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]imidazole-4-carboxamide;phosphoric acid
• InChI: InChI=1S/C9H14N4O5.H3O4P/c10-7-4(8(11)17)12-2-13(7)9-6(16)5(15)3(1-14)18-9;1-5(2,3)4/h2-3,5-6,9,14-16H,1,10H2,(H2,11,17);(H3,1,2,3,4)/t3-,5-,6-,9-;/m1./s1
• InChIKey: BPVGMEHURDEDAZ-GWTDSMLYSA-N
• SMILES: C1=NC(=C(N1[C@H]2[C@@H]([C@@H]([C@H](O2)CO)O)O)N)C(=O)N.OP(=O)(O)O

AICAR phosphate （Cat No.:I004559）(5-aminoimidazole-4-carboxamide ribonucleotide phosphate) is a purine nucleotide that acts as an AMP-activated protein kinase (AMPK) activator, playing a critical role in cellular energy regulation. By enhancing AMPK activity, AICAR phosphate promotes glucose uptake, fatty acid oxidation, and metabolic adaptations, making it a valuable compound in research on metabolic disorders, diabetes, and exercise physiology. Its potential effects on improving endurance and muscle metabolism have garnered interest in the fields of sports science and pharmacology. AICAR phosphate serves as a key tool for studying energy homeostasis and metabolic regulation.

Reference

[1]. Corton JM, 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.
[2]. Favero CB, et al. A pharmacological activator of AMP-activated protein kinase (AMPK) induces astrocyte stellation. Brain Res. 2007 Sep 7;1168:1-10. Epub 2007 Jul 27.
[3]. Lemieux K, et al. The AMP-activated protein kinase activator AICAR does not induce GLUT4 translocation to transverse tubules but stimulates glucose uptake and p38 mitogen-activated protein kinases alpha and beta in skeletal muscle. FASEB J. 2003 Sep;17(12):1658-65.