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Merck

SML0094

Bikinin

≥98% (HPLC), GSK-3 inhibitor, powder

Synonyme(s) :

4-((5-Bromo-2-pyridinyl)amino)-4-oxobutanoic acid, 4-[(5-Bromo-2-pyridinyl)amino]-4-oxo-butanoic acid, Abrasin

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A propos de cet article

Formule empirique (notation de Hill) :
C9H9BrN2O3
Numéro CAS:
Poids moléculaire :
273.08
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Assay:
≥98% (HPLC)
Form:
powder
Quality level:
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Nom du produit

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

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

Classe de stockage

11 - Combustible Solids

wgk

WGK 3


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Consulter la Bibliothèque de documents

Wei Lin et al.
Science advances, 6(26), eaaz2963-eaaz2963 (2020-07-09)
DNA demethylation is important for the erasure of DNA methylation. The role of DNA demethylation in plant development remains poorly understood. Here, we found extensive DNA demethylation in the CHH context around pericentromeric regions and DNA demethylation in the CG
Yunshuai Huang et al.
Journal of integrative plant biology, 64(10), 1883-1900 (2022-07-30)
Grain size is a key agronomic trait that determines the yield in plants. Regulation of grain size by brassinosteroids (BRs) in rice has been widely reported. However, the relationship between the BR signaling pathway and grain size still requires further
Bert De Rybel et al.
Chemistry & biology, 16(6), 594-604 (2009-06-25)
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 phenotype-based compound screen we identified bikinin, a small
Juhyun Kim et al.
PLoS genetics, 14(2), e1007208-e1007208 (2018-02-16)
Ranunculus trichophyllus is an amphibious plant that produces thin and cylindrical leaves if grown under water but thick and broad leaves if grown on land. We found that such heterophylly is widely controlled by two plant hormones, abscisic acid (ABA)
Ami N Saito et al.
Plant direct, 3(9), e00172-e00172 (2019-09-25)
Casein kinase 1 (CK1) is an evolutionarily conserved protein kinase family among eukaryotes. Studies in non-plants have shown CK1-dependent divergent biological processes, but the collective knowledge regarding the biological roles of plant CK1 lags far behind other members of the

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