SML0094

Bikinin

≥98% (HPLC), GSK-3 inhibitor, powder

• Synonym(s): 4-((5-Bromo-2-pyridinyl)amino)-4-oxobutanoic acid, 4-[(5-Bromo-2-pyridinyl)amino]-4-oxo-butanoic acid, Abrasin
• Empirical Formula (Hill Notation): C₉H₉BrN₂O₃
• CAS Number: 188011-69-0
• Molecular Weight: 273.08
• UNSPSC Code: 12352200
• PubChem Substance ID: 329825152
• NACRES: NA.77
• MDL number: MFCD00116442
• Assay: ≥98% (HPLC)
• Form: powder
• Quality level: 100

Properties

• Product Name: Bikinin, ≥98% (HPLC)
• SMILES string: OC(=O)CCC(=O)Nc1ccc(Br)cn1
• InChI key: XFYYQDHEDOXWGA-UHFFFAOYSA-N
• 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)
• assay: ≥98% (HPLC)
• form: powder
• color: white to tan
• solubility: DMSO: ≥5 mg/mL
• application(s): agriculture
• storage temp.: 2-8°C
• Quality Level: 100

Description

Application

Bikinin has been used:

• as a glycogen synthase kinase-3 (GSK3) inhibitor in Arabidopsis Col-0 seedlings to test its effect on gene expression[1]
• as a component of induction medium and as a GSK3 inhibitor to test its effect on mesophyll cells in Arabidopsis leaf discs or cotyledons[2]
• as a brassinosteroid agonist to test its effect on the leaf index of R. trichophyllus terrestrial leaves[3]

Biochem/physiol Actions

Bikinin is a strong activator of brassinosteroid (BR) signaling. It is an Arabidopsis GSK-3 Inhibitor, an Arabidopsis SHAGGY-related Kinase Inhibitor, and a GSK-3-like Kinase BIN2 Inhibitor. Bikinin directly inhibits BIN2 (group II GSK3s) by interfering with ATP binding. Bikinin is specific toward a subset of Arabidopsis GSK3 kinases including BIN2 and ASK α, γ, ε, ι, and θ.

Inhibitor of Arabidopsis GSK-3, SHAGGY-related Kinase, and GSK-3-like Kinase BIN2

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 3