Bikinin

Modify Date: 2024-01-02 11:59:43

Bikinin Structure
Bikinin structure
 Common Name Bikinin
CAS Number 188011-69-0 Molecular Weight 273.083
Density 1.7±0.1 g/cm3 Boiling Point 521.6±45.0 °C at 760 mmHg
Molecular Formula C9H9BrN2O3 Melting Point 144°C(lit.)
MSDS Chinese USA Flash Point 269.2±28.7 °C
Symbol GHS07
GHS07		 Signal Word Warning

 Use of Bikinin


Bikinin is a non-steroidal, ATP-competitive inhibitor of plant GSK-3/Shaggy-like kinases and activates BR (brassinosteroids) signaling.

 Names

Name 4-[(5-bromopyridin-2-yl)amino]-4-oxobutanoic acid
Synonym More Synonyms

 Bikinin Biological Activity

Description Bikinin is a non-steroidal, ATP-competitive inhibitor of plant GSK-3/Shaggy-like kinases and activates BR (brassinosteroids) signaling.
Related Catalog
Target

GSK-3

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.

 Chemical & Physical Properties

Density 1.7±0.1 g/cm3
Boiling Point 521.6±45.0 °C at 760 mmHg
Melting Point 144°C(lit.)
Molecular Formula C9H9BrN2O3
Molecular Weight 273.083
Flash Point 269.2±28.7 °C
Exact Mass 271.979645
PSA 79.29000
LogP 1.73
Appearance of Characters white to tan
Vapour Pressure 0.0±1.4 mmHg at 25°C
Index of Refraction 1.635
Storage condition 2-8°C
Water Solubility DMSO: ≥5mg/mL

 Safety Information

Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H302-H319
Precautionary Statements P305 + P351 + P338
Hazard Codes Xn
Risk Phrases 22-36
Safety Phrases 26
RIDADR NONH for all modes of transport
HS Code 2933399090

 Customs

HS Code 2933399090
Summary 2933399090. other compounds containing an unfused pyridine ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

 Articles2

More Articles
BR-dependent phosphorylation modulates PIF4 transcriptional activity and shapes diurnal hypocotyl growth.

Genes Dev. 28(15) , 1681-94, (2014)

Signaling by the hormones brassinosteroid (BR) and gibberellin (GA) is critical to normal plant growth and development and is required for hypocotyl elongation in response to dark and elevated tempera...

Chemical inhibition of a subset of Arabidopsis thaliana GSK3-like kinases activates brassinosteroid signaling.

Chem. Biol. 16 , 594-604, (2009)

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. In a ...

 Synonyms

4-[(5-bromopyridin-2-yl)amino]-4-oxobutanoic acid
4-[(5-bromo-2-pyridyl)amino]-4-oxobutanoic acid
4-[(5-Bromo-2-pyridinyl)amino]-4-oxobutanoic acid
Butanoic acid, 4-[(5-bromo-2-pyridinyl)amino]-4-oxo-
Butanoic acid,4-[(5-bromo-2-pyridinyl)amino]-4-oxo-
Bikinin
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