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About This Item
Empirical Formula (Hill Notation):
C15H10BrN3O
CAS Number:
Molecular Weight:
328.16
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Product Name
1-Azakenpaullone, ≥97% (HPLC)
SMILES string
O=C1CC2=C(NC3=C2C=C(Br)C=C3)C4=C(C=CC=N4)N1
InChI key
NTSBZVCEIVPKBJ-UHFFFAOYSA-N
InChI
1S/C15H10BrN3O/c16-8-3-4-11-9(6-8)10-7-13(20)18-12-2-1-5-17-15(12)14(10)19-11/h1-6,19H,7H2,(H,18,20)
assay
≥97% (HPLC)
form
powder
storage condition
protect from light
color
gray-brown
solubility
DMSO: >10 mg/mL
storage temp.
2-8°C
Quality Level
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Biochem/physiol Actions
1-Azakenpaullone (AZP) can stimulate the transcription of β-catenin-related genes. This compound can induce the multiplication and replication of β cell.
1-Azakenpaullone is a cell permeable, potent, selective inhibitor of glycogen synthase kinase 3β (GSK3β) with 100-fold less cross-reactivity against CDKs.
1-Azakenpaullone is a cell permeable, potent, selective inhibitor of glycogen synthase kinase 3β (GSK3β) with 100-fold less cross-reactivity against CDKs. 1-Azakenpaullone can be used together with BIO and CHIR99021 as "gold standards" for GSK3 inhibition.
Disclaimer
air sensitive
Storage Class
11 - Combustible Solids
wgk
WGK 2
flash_point_f
Not applicable
flash_point_c
Not applicable
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9-cyano-1-azapaullone (cazpaullone), a glycogen synthase kinase-3 (GSK-3) inhibitor activating pancreatic beta cell protection and replication
Stukenbrock H, et al.
Journal of medicinal chemistry, 51(7), 2196-2207 (2008)
Charles W Tran et al.
Journal of immunology (Baltimore, Md. : 1950), 199(12), 4056-4065 (2017-11-08)
The decision between T cell activation and tolerance is governed by the spatial and temporal integration of diverse molecular signals and events occurring downstream of TCR and costimulatory or coinhibitory receptor engagement. The PI3K-protein kinase B (PKB; also known as
Rong Hu et al.
Stem cells translational medicine, 6(1), 121-130 (2017-02-09)
Allogeneic hematopoietic stem cell transplantation (HSCT) is a potentially curative therapy for many malignant and nonmalignant diseases. However, chronic graft-versus-host disease (cGVHD) remains a significant cause of late morbidity and mortality after allogeneic HSCT. cGVHD often manifests as autoimmune syndrome.
Stacy Feinberg et al.
PLoS genetics, 15(3), e1008054-e1008054 (2019-03-30)
Wnt/β-catenin signaling is an ancient pathway in metazoans and controls various developmental processes, in particular the establishment and patterning of the embryonic primary axis. In vertebrates, a graded Wnt activity from posterior to anterior endows cells with positional information in
Hiromi Takahashi et al.
Development genes and evolution, 229(2-3), 73-81 (2019-01-12)
Establishment of the body plan of multicellular organisms by the primary body axis determination and cell-fate specification is a key issue in biology. We have examined the mRNA localization of three Wnt pathway components gsk3β, β-catenin, and disheveled and investigated
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