Overview

  • Product name

    Aloisine A, CDK inhibitor
  • Description

    Cell-permeable, potent, selective, reversible, ATP-competitive inhibitor of CDKs.
  • Alternative names

    • 7-n-butyl-6-(4'-hydroxyphenyl)-5H-pyrrolo[2,3b]pyrazine
    • 7-n-butyl-6-(4'-hydroxyphenyl)-5H-pyrrolo[2,3b]pyrazine
    • 7-n-Butyl-6-(4-hydroxyphenyl)[5H]pyrrolo[2,3-b]pyrazine
    • RP107
  • Biological description

    Cell-permeable, potent, selective, reversible, ATP-competitive inhibitor of CDK1/cyclin B (IC50 = 150nM), CDK2/cyclin A (IC50 = 120nM), CDK2/cyclin E (IC50 = 400nM), CDK5/p25 (IC50 = 200nM), CDK5/p35 (IC50 = 160nM) and GSK-3α (IC50 = 500nM). Also inhibits GSK-3β (IC50 = 650nM) and c-Jun N-terminal kinase (JNK) (IC50 = ~3-10µM). Poor inhibitor of CK1, CK2, CDK4/cyclin D1, MAPKK, PKA, PKG, PKCs and c-raf (IC50≥100µM). Blocks cell cycle progression in both G1 and G2 phase.

  • CAS Number

    496864-16-5
  • Chemical structure

    Chemical Structure

Properties

  • Chemical name

    4-(7-Butyl-5H-pyrrolo[2,3-b]pyrazin-6-yl)phenol
  • Molecular weight

    267.33
  • Molecular formula

    C16H17N3O
  • Storage instructions

    Store at -20°C. Store under desiccating conditions. The product can be stored for up to 12 months.
  • Solubility overview

    DMSO
  • Handling

    Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour.

    Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

  • Source

    Synthetic

References

This product has been referenced in:

  • Wu Q  et al. Binding Mechanism of Inhibitors to CDK5/p25 Complex: Free Energy Calculation and Ranking Aggregation Analysis. Mol Inform 32:251-60 (2013). Read more (PubMed: 27481520) »
  • Corbel C  et al. Identification of potential cellular targets of aloisine A by affinity chromatography. Bioorg Med Chem 17:5572-82 (2009). Read more (PubMed: 19596197) »
  • Mettey Y  et al. Aloisines, a new family of CDK/GSK-3 inhibitors. SAR study, crystal structure in complex with CDK2, enzyme selectivity, and cellular effects. J Med Chem 46:222-36 (2003). Read more (PubMed: 12519061) »

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