Bikinin

Cas No.:	188011-69-0
Chemical Name:	4-((5-Bromopyridin-2-yl)amino)-4-oxobutanoic acid
Synonyms:	Butanoic acid, 4-[(5-bromo-2-pyridinyl)amino]-4-oxo-;Bikinin;4-((5-Bromopyridin-2-yl)amino)-4-oxobutanoic acid;4-(5-bromopyridin-2-ylamino)-4-oxobutanoic acid;Abrasin;N-(5-BROMOPYRIDIN-2-YL)SUCCINAMIC ACID;4-((5-Bromo-2-pyridinyl)amino)-4-oxobutanoic acid;4-[(5-Bromo-2-pyridinyl)amino]-4-oxo-butanoic acid;4-[(5-Bromo-2-pyridyl)amino]-4-oxobutyric Acid;Bikinin(Abrasin);4-[(5-bromopyridin-2-yl)amino]-4-oxobutanoic acid;N-(5-Bromo-pyridin-2-yl)-succinamic acid;3-[N-(5-bromo-2-pyridyl)carbamoyl]propanoic acid;MLS000035661;Bikinin; Abrasin;Oprea1_146293;Oprea1_780518;CBDivE_002953;IFLab1_000935;Bikinin, >=98% (HPLC);AOB6092;XFYYQDHEDOXWGA-UHFFFAOYSA-N;HMS3604I06;HMS1414K11
SMILES:	BrC1=C([H])N=C(C([H])=C1[H])N([H])C(C([H])([H])C([H])([H])C(=O)O[H])=O
Formula:	C9H9BrN2O3
M.Wt:	273.0834
Purity:	>98%
Sotrage:	2 years -20°C Powder, 2 weeks 4°C in DMSO, 6 months -80°C in DMSO

Description:	Bikinin is a non-steroidal, ATP-competitive inhibitor of plant GSK-3/Shaggy-like kinases and activates BR (brassinosteroids) signaling.
In Vitro:	Bikinin reduces transcript levels of NbRBOHB and BR-induced NbRBOHB expression in TRV:00, TRV:NbDWARF, TRV:NbBRI1, TRV:NbBSK1, TRV:NbBAK1, TRV:NbBIK1 and TRV:NbBSU1 plants. Bikinin largely inhibits BR-increased ROS accumulation. Moreover, Bikinin decreases the transcripts of these six genes in all plants, but fails to down-regulate transcripts of these genes in NbBES1/BZR1-silenced plants. Bikinin also inhabits BR-induced up-regulation of the six genes, and the inhibition effects are compromised in NbBES1/BZR1-silenced plants[1]. Bikinin is a potent inhibitor of group I and group II ASKs[2]. Bikinin directly binds the GSK3 BIN2 and acts as an ATP competitor. Furthermore, bikinin inhibits the activity of six other Arabidopsis GSK3s[3].
Kinase Assay:	ASKs are expressed as GST-fusion proteins in Escherichia coli BL21. In vitro kinase assays are performed by incubating 50 ng GST-fusion protein, 10 μg myelin basic protein (MBP) as a substrate and 0.15 MBq γ-[32P]-ATP as co-substrate at 25°C for 30 min. The reaction buffer consists of 20 mM HEPES/KOH pH 7.4, 15 mM MgCl2, 5 mM EGTA, 1 mM dithiothreitol and 1 μM cold ATP. The reaction products are separated by SDS-PAGE and the amount of radioactivity incorporated into MBP quantified using an Amersham storage phosphor imager screen and a Biorad Molecular Imager FX[2].
References:	[1]. Deng XG, et al. Role of brassinosteroid signaling in modulating Tobacco mosaic virus resistance in Nicotiana benthamiana. Sci Rep. 2016 Feb 3;6:20579. [2]. Rozhon W, et al. Bikinin-like inhibitors targeting GSK3/Shaggy-like kinases: characterisation of novel compounds and elucidation of their catabolism in planta. BMC Plant Biol. 2014 Jun 19;14:172. [3]. De Rybel B, et al. Chemical inhibition of a subset of Arabidopsis thaliana GSK3-like kinases activates brassinosteroid signaling. Chem Biol. 2009 Jun 26;16(6):594-604.