ChemicalBook--->CAS DataBase List--->188011-69-0

188011-69-0

188011-69-0 Structure

188011-69-0 Structure
IdentificationBack Directory
[Name]

Bikinin
[CAS]

188011-69-0
[Synonyms]

Bikinin
Abrasin
CS-1658
Bikinin, >98%
Bikinin(Abrasin)
Bikinin USP/EP/BP
Bikinin - CAS 188011-69-0 - Calbiochem
4-[(5-Bromo-2-pyridyl)amino]-4-oxobutyric Acid
4-((5-Bromo-2-pyridinyl)amino)-4-oxobutanoic acid
4-[(5-Bromo-2-pyridinyl)amino]-4-oxo-butanoic acid
Butanoic acid, 4-[(5-bromo-2-pyridinyl)amino]-4-oxo-
[Molecular Formula]

C9H9BrN2O3
[MDL Number]

MFCD00116442
[MOL File]

188011-69-0.mol
[Molecular Weight]

273
Chemical PropertiesBack Directory
[Melting point ]

144°C(lit.)
[density ]

1.711
[storage temp. ]

2-8°C
[solubility ]

DMSO: ≥5mg/mL
[form ]

White solid
[color ]

white to tan
[InChIKey]

XFYYQDHEDOXWGA-UHFFFAOYSA-N
[CAS DataBase Reference]

188011-69-0
Safety DataBack Directory
[Hazard Codes ]

Xn
[Risk Statements ]

22-36
[Safety Statements ]

26
[WGK Germany ]

3
[HS Code ]

2933.39.9200
Hazard InformationBack Directory
[Uses]

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

[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.
[Enzyme inhibitor]

This ATP-competitive Arabidopsis GSK-3 inhibitor, (FW = 273.08 g/mol; CAS 188011-69-0), also named 4- (5-bromopyridin-2-ylamino) -4- oxobutanoic acid, is a strong activator of brassinosteroid (BR) signaling. Bikinin directly binds the GSK3 BIN2 and also inhibits the activity of six other Arabidopsis GSK3s. Genome-wide transcript analyses demonstrate that simultaneous inhibition of seven GSK3s is sufficient to activate BR responses. inhibited the SnRK2.3 kinase activity and its T180 phosphorylation in vivo by blocking BIN2 phosphorylation of SnRK2.3 on Thr-180.
[storage]

Store at -20°C
Spectrum DetailBack Directory
[Spectrum Detail]

Bikinin(188011-69-0)1HNMR
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