An inhibitor of Arabidopsis shaggy-related kinases
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Bikinin

Item No. 18381

Technical Information
Formal Name
4-[(5-bromo-2-pyridinyl)amino]-4-oxo-butanoic acid
CAS Number
188011-69-0
Molecular Formula
C9H9BrN2O3
Formula Weight
Purity
≥98%
A crystalline solid
DMF: 5 mg/mlDMSO: 10 mg/mlDMSO:PBS (pH 7.2) (1:1): 0.5 mg/ml
λmax
247, 287 nm
SMILES
BrC1=CC=C(NC(CCC(O)=O)=O)N=C1
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)
InChi Key
XFYYQDHEDOXWGA-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Bikinin is an inhibitor of several ASK isoforms when given at a concentration of 10 µM.1 After bikinin treatment, residual kinase activity was less than 10% for ASKα, γ, ε, ζ, η, ι, and 20% for ASKθ, while isoforms β and δ were not affected. Bikinin has little or no direct effect on a wide range of other kinases.1 By inhibiting ASKs, bikinin activates signaling induced by the brassinosteroid, brassinolide.1 Bikinin blocks the phosphorylation of SnRK2.3 by ASKη (also known as BIN2), upregulating signaling through abscisic acid (Item No. 10073).2 Bikinin has been used to study the role of ASK-modulated brassinosteroid signaling in wheat and in viral infection of plants.3,4,5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. De Rybel, B., Audenaert, D., Vert, G., et alChemical inhibition of a subset of Arabidopsis thaliana GSK3-like kinases activates brassinosteroid signaling. Chem. Biol. 16(6), 594-604 (2009).

    2. Cai, Z., Liu, J., Wang, H., et alGSK3-like kinases positively modulate abscisic acid signaling through phosphorylating subgroup III SnRK2s in Arabidopsis. Proc. Natl. Acad. Sci. USA 111(26), (2014).

    3. Bittner, T., Nadler, S., Schulze, E., et alTwo homolog wheat glycogen synthase kinase 3/SHAGGY-like kinases are involved in brassinosteroid signaling. BMC Plant Biol. 15:247, (2015).

    4. Mills-Lujan, K., Andrews, D.L., Chou, C.W., et alThe roles of phosphorylation and SHAGGY-like protein kinases in geminivirus C4 protein induced hyperplasia. PLoS One 10(3), (2015).

    5. Deng, X.G., Zhu, T., Peng, X.J., et alRole of brassinosteroid signaling in modulating Tobacco mosaic virus resistance in Nicotiana benthamiana. Sci. Rep. 6:20579, (2016).