A9978

AICAR

≥98% (HPLC), powder, AMPK activator

• Synonyme(s) : 5-Aminoimidazole-4-carboxamide 1-β-D-ribofuranoside, Acadesine, N¹-(β-D-Ribofuranosyl)-5-aminoimidazole-4-carboxamide
• Formule empirique (notation de Hill) : C₉H₁₄N₄O₅
• Numéro CAS: 2627-69-2
• Poids moléculaire : 258.23
• Numéro CE : 220-097-5
• Numéro MDL: MFCD00869751
• Code UNSPSC : 12352200
• ID de substance PubChem : 24724407
• Nomenclature NACRES : NA.77

Propriétés

• Nom du produit: AICAR, ≥98% (HPLC), powder
• Essai: ≥98% (HPLC)
• Forme: powder
• Couleur: tan
• Pf: 214-215 °C
• Solubilité: H₂O: >7 mg/mL
• Conditions d'expédition: dry ice
• Température de stockage: −20°C
• Chaîne SMILES: NC(=O)c1ncn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c1N
• 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
• Clé InChI: RTRQQBHATOEIAF-UUOKFMHZSA-N

Description

Description générale

Adenosine monophosphate protein kinase (AMPK) activator 5-aminoimidazole-4-carboxamide ribonucleotide (AICAR) modulates cellular energy. It regulates lipid and glucose metabolism, pro-inflammatory responses, cytokine production, cell proliferation and apoptosis. AICAR improves ischemia or reperfusion injury and kidney fibrosis in rats. It provides protection against acute tubular necrosis.

Application

AICAR has been used to provide protection against cisplatin-induced acute kidney injury through the JAK (tyrosine-protein kinase )/STAT (signal transducer and activator of transcription )/SOCS (suppressor of cytokine signaling) pathway. It also has been used in the assay of FapR (malonyl-CoA responsive bacterial transcriptional factor )-NLuc (nanoLuciferase) biosensor activity.

Actions biochimiques/physiologiques

AICAR is a cell permeable activator of AMP-activated protein kinase (AMPK), a metabolic master regulator that is activated in times of reduced energy availability (high cellular AMP:ATP ratios) and serves to inhibit anabolic processes. In vivo, pharmacologic activation of AMPK with AICAR mimics exercise and triggers insulin-independent glucose uptake by skeletal muscle.

AICAR is a cell permeable activator of AMP-activated protein kinase (AMPK).

Caractéristiques et avantages

This compound is a featured product for Kinase Phosphatase Biology research. Click here to discover more featured Kinase Phosphatase Biology products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Informations sur la sécurité

• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Équipement de protection individuelle: dust mask type N95 (US), Eyeshields, Gloves