A9978

AICAR

≥98% (HPLC), powder, AMPK activator

• Sinónimos: 5-Aminoimidazole-4-carboxamide 1-β-D-ribofuranoside, Acadesine, N¹-(β-D-Ribofuranosyl)-5-aminoimidazole-4-carboxamide
• Fórmula empírica (notación de Hill): C₉H₁₄N₄O₅
• Número de CAS: 2627-69-2
• Peso molecular: 258.23
• Número CE: 220-097-5
• Número MDL: MFCD00869751
• Código UNSPSC: 12352200
• ID de la sustancia en PubChem: 24724407
• NACRES: NA.77

Propiedades

• product name: AICAR, ≥98% (HPLC), powder
• Análisis: ≥98% (HPLC)
• formulario: powder
• color: tan
• mp: 214-215 °C
• solubilidad: H₂O: >7 mg/mL
• Condiciones de envío: dry ice
• temp. de almacenamiento: −20°C
• cadena 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
• Clave InChI: RTRQQBHATOEIAF-UUOKFMHZSA-N

Descripción

Descripción general

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.

Aplicación

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.

Acciones bioquímicas o fisiológicas

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.

Características y beneficios

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.

Información de seguridad

• Código de clase de almacenamiento: 11 - Combustible Solids
• Clase de riesgo para el agua (WGK): WGK 3
• Equipo de protección personal: dust mask type N95 (US), Eyeshields, Gloves