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    Bikinin (Abrasin)
    Bikinin (Abrasin)

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    This product is for research use only, not for human use. We do not sell to patients.
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    InvivoChem Cat #: V0227
    CAS #: 188011-69-0Purity ≥98%

    Description: Bikinin (also known as Abrasin), a pyridinylamido compound, is a novel, potent, non-steroidal and ATP-competitive inhibitor of Arabidopsis GSK-3 (Glycogen synthase kinase 3). It also acts as an activator of brassinosteroid (BR) signaling. Glycogen synthase kinase 3 (GSK3) is a key regulator in signaling pathways in both animals and plants. Three Arabidopsis thaliana GSK3s are shown to be related to brassinosteroid (BR) signaling.  

    References: Mol Cells. 2014 Nov;37(11):795-803; Proc Natl Acad Sci U S A. 2014 Jul 1;111(26):9651-6.

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    Molecular Weight (MW)

    273.08

    Formula

    C9H9BrN2O3

    CAS No.

    188011-69-0

    Storage

    -20℃ for 3 years in powder form

    -80℃ for 2 years in solvent

    Solubility (In vitro)

    DMSO: 54 mg/mL (197.7 mM)

    Water: <1 mg/mL

    Ethanol: <1 mg/mL

    SMILES

    BrC1=CN=C(NC(CCC(O)=O)=O)C=C1

    Synonyms

     4-((5-bromopyridin-2-yl)amino)-4-oxobutanoic acid; Abrasin;

    InChi Key: XFYYQDHEDOXWGA-UHFFFAOYSA-N

    InChi Code: InChI=1S/C9H9BrN2O3/c10-6-1-2-7(11-5-6)12-8(13)3-4-9(14)15/h1-2,5H,3-4H2,(H,14,15)(H,11,12,13)

    SMILES Code: BrC1=CN=C(NC(CCC(O)=O)=O)C=C1


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    In Vitro

    In vitro activity: Bikinin directly targets BIN2 of Arabidopsis GSK-3s and activates brassinosteroid-dependent gene expression. Bikinin also inhibits RD26 expression, and inhibits the induction of GUS activity by 150 mM NaCl in the RD26pro:GUS line.

     

    Kinase Assay: IC50 of new synthesised compound IM-12 to GSK-3β is determined by a luminometric GSK-3β activity assay. Briefly, compounds are tested in different concentrations diluted in assay buffer containing final concentrations of: 4 mM MOPS pH 7.2; 0.4 mM EDTA; 1 mM EGTA; 2.5 mM β-glycerophosphate; 4 mM MgCl2; 40 μM BSA; 0.05 mM DTT. Four microlitres of diluted compounds are added to 25 μM pGS-2 peptide substrate, 20 ng recombinant GSK-3β and 1 μM ATP to a total assay volume of 40 μl. The enzymatic reaction is stopped after 30 min of incubation at 30 °C by adding 40 μl KinaseGlo. The luminometric signal is allowed to stabilise for 10 min and the measured with a Glomax® 96 Microplate Luminometer. 

     

    Cell Assay: To measure viable cells, 50-100 μL of cell suspension is analyzed using CASY technology with the appropriate program. ReNcell VM cells are seeded at a defined cell number and proliferated for 24 h. Then the medium is changed to proliferation medium with added substances at indicated concentrations. The cell number was determined every 24 h. Cells were exposed to the added drugs during the whole experiment, whereas the media is changed every 24 h.

    In Vivo

    Bikinin strongly inhibits abscisic acid signaling outputs, and inhibits T180 phosphorylation of SnRK2.3 and its kinase activity in vivo.

    Animal model

    NA

    Formulation & Dosage

    NA

    References

    Mol Cells. 2014 Nov;37(11):795-803; Proc Natl Acad Sci U S A. 2014 Jul 1;111(26):9651-6.


    These protocols are for reference only. InvivoChem does not independently validate these methods.

    Bikinin

    Bikinin Induced BES1 Dephosphorylation. Chem Biol. 2009 Jun 26;16(6):594-604.

    Bikinin

    Binding and Specific Inhibition of Kinase Activity of BIN2 by Bikinin


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