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123040 AICA-Riboside - CAS 2627-69-2 - Calbiochem

AICA-Riboside, CAS 2627-69-2, is a cell-permeable nucleoside compound whose phosphorylated metabolite activates AMPK and acts as a regulator of de novo purine synthesis.

AICA-Riboside - CAS 2627-69-2 - Calbiochem MSDS (material safety data sheet) or SDS, CoA and CoQ, dossiers, brochures and other available documents.

Synonyms: Acadesine, AICAr, 5-Aminoimidazole-4-carboxamide-1-β-riboside, Z-Riboside, AMPK Signaling Activator II

Primary Target: Adenosine monophosphate-activated protein kinase (AMPK)
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123040
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Overview

Replacement Information

Key Spec Table

CAS #Empirical Formula
2627-69-2C₉H₁₄N₄O₅

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123040-50MGCN
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      Description
      OverviewA cell-permeable nucleoside compound whose phosphorylated metabolite activates adenosine monophosphate-activated protein kinase (AMPK) and acts as a regulator of de novo purine synthesis. Stimulates glucose uptake in perfused and isolated muscle. Offers protection against cell death induced by glucose deprivation, chemical hypoxia, and exposure to glutamate and Aβ peptide.
      Catalogue Number123040
      Brand Family Calbiochem®
      SynonymsAcadesine, AICAr, 5-Aminoimidazole-4-carboxamide-1-β-riboside, Z-Riboside, AMPK Signaling Activator II
      References
      ReferencesMeli, M., et al. 2006. J. Med. Chem. in press.
      Culmsee, C., et al. 2001. J. Mol. Neurosci. 17, 45.
      Muoio, D.M., et al. 1999. Biochem. J. 338, 783.
      Hayashi, T., et al. 1998. Diabetes 47, 1369.
      Corton, J.M., et al. 1995. Eur. J. Biochem. 229, 558.
      Product Information
      CAS number2627-69-2
      ATP CompetitiveN
      FormWhite to brown solid
      Hill FormulaC₉H₁₄N₄O₅
      Chemical formulaC₉H₁₄N₄O₅
      ReversibleN
      Structure formula ImageStructure formula Image
      Quality LevelMQ100
      Applications
      Biological Information
      Primary TargetAdenosine monophosphate-activated protein kinase (AMPK)
      Purity≥98% by HPLC
      Physicochemical Information
      Cell permeableY
      Dimensions
      Materials Information
      Toxicological Information
      Safety Information according to GHS
      Safety Information
      Product Usage Statements
      Storage and Shipping Information
      Ship Code Ambient Temperature Only
      Toxicity Standard Handling
      Storage +2°C to +8°C
      Do not freeze Ok to freeze
      Special InstructionsFollowing reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.
      Packaging Information
      Packaged under inert gas Packaged under inert gas
      Transport Information
      Supplemental Information
      Specifications
      Global Trade Item Number
      Catalogue Number GTIN
      123040-50MGCN 04055977206272

      Documentation

      AICA-Riboside - CAS 2627-69-2 - Calbiochem Certificates of Analysis

      TitleLot Number
      123040

      References

      Reference overview
      Meli, M., et al. 2006. J. Med. Chem. in press.
      Culmsee, C., et al. 2001. J. Mol. Neurosci. 17, 45.
      Muoio, D.M., et al. 1999. Biochem. J. 338, 783.
      Hayashi, T., et al. 1998. Diabetes 47, 1369.
      Corton, J.M., et al. 1995. Eur. J. Biochem. 229, 558.
      Data Sheet

      Note that this data sheet is not lot-specific and is representative of the current specifications for this product. Please consult the vial label and the certificate of analysis for information on specific lots. Also note that shipping conditions may differ from storage conditions.

      Revision09-June-2023 JSW
      SynonymsAcadesine, AICAr, 5-Aminoimidazole-4-carboxamide-1-β-riboside, Z-Riboside, AMPK Signaling Activator II
      DescriptionA cell-permeable nucleoside compound that is processed intracellularly to form a phosphorylated metabolite, which activates adenosine monophosphate-activated protein kinase (AMPK) without disrupting the cellular concentrations of ATP, ADP, or AMP. Also acts as a regulator of de novo purine synthesis. Stimulates glucose uptake in both perfused and isolated muscle. AICAr-stimulated glucose transport is not affected by Wortmannin (Cat. No. 681675), a PI-3K inhibitor. Shown to inhibit the synthesis of triacylglycerol (TAG), diacylglycerol (DAG), and phospholipid, probably as a result of AMPK activation and the subsequent inhibition of sn-glycerol-3-phosphate acyltransferase (GPAT) by AMPK. Also reported to inhibit Hsp90 chaperone function. Imparts protection against cell death induced by glucose deprivation, chemical hypoxia, and exposure to glutamate and amyloid β (Aβ) peptide.
      FormWhite to brown solid
      Intert gas (Yes/No) Packaged under inert gas
      CAS number2627-69-2
      Chemical formulaC₉H₁₄N₄O₅
      Structure formulaStructure formula
      Purity≥98% by HPLC
      SolubilityMethanol (10 mg/ml) or H₂O. May require heating to 50°C to achieve complete solubilization in methanol.
      Storage +2°C to +8°C
      Do Not Freeze Ok to freeze
      Special InstructionsFollowing reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.
      Toxicity Standard Handling
      ReferencesMeli, M., et al. 2006. J. Med. Chem. in press.
      Culmsee, C., et al. 2001. J. Mol. Neurosci. 17, 45.
      Muoio, D.M., et al. 1999. Biochem. J. 338, 783.
      Hayashi, T., et al. 1998. Diabetes 47, 1369.
      Corton, J.M., et al. 1995. Eur. J. Biochem. 229, 558.