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A3734

Sigma-Aldrich

1-Azakenpaullone

≥97% (HPLC)

Sinónimos:

9-Bromo-7,12-dihydro-pyrido[3′,2′:2,3]azepino[4,5-b]indol-6(5H)-one

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About This Item

Fórmula empírica (notación de Hill):
C15H10BrN3O
Número de CAS:
676596-65-9
Peso molecular:
328.16
MDL number:
MFCD09037522
UNSPSC Code:
12352200
PubChem Substance ID:
329770845
NACRES:
NA.77

assay

≥97% (HPLC)

form

powder

storage condition

protect from light

color

gray-brown

solubility

DMSO: >10 mg/mL

storage temp.

2-8°C

SMILES string

O=C1CC2=C(NC3=C2C=C(Br)C=C3)C4=C(C=CC=N4)N1

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)

InChI key

NTSBZVCEIVPKBJ-UHFFFAOYSA-N

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 can be used together with BIO and CHIR99021 as "gold standards" for GSK3 inhibition.

Caution

air sensitive

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

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Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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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.
Combination effects of AHR agonists and Wnt beta-catenin modulators in zebrafish embryos: implications for physiological and toxicological AHR functions
Wincent E, et al.
Toxicology and Applied Pharmacology, 284(2), 163-179 (2015)
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)
Thiranut Jaroonwitchawan et al.
Biochemical and biophysical research communications, 481(1-2), 176-181 (2016-11-07)
Neural crest (NC) is a transient population, arising during embryonic development and capable of differentiating into various somatic cells. The defects of neural crest development leads to neurocristopathy. Several signaling pathways were revealed their significance in NC cell specification. Fibroblast
Jens H Fritzenwanker et al.
Proceedings of the National Academy of Sciences of the United States of America, 116(17), 8403-8408 (2019-04-11)
The trunk is a key feature of the bilaterian body plan. Despite spectacular morphological diversity in bilaterian trunk anatomies, most insights into trunk development are from segmented taxa, namely arthropods and chordates. Mechanisms of posterior axis elongation (PAE) and segmentation
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Glycogen Synthase Kinase 3 (GSK-3) Overview

Glycogen synthase kinase 3 (GSK-3) is a highly conserved family of serine/threonine kinases for over 100 proteins in many pathways. See a list of accepted GSK-3 modulators and related products.

Glycogen Synthase Kinase 3 (GSK-3) Overview

Glycogen synthase kinase 3 (GSK-3) is a highly conserved family of serine/threonine kinases for over 100 proteins in many pathways. See a list of accepted GSK-3 modulators and related products.

Glycogen Synthase Kinase 3 (GSK-3) Overview

Glycogen synthase kinase 3 (GSK-3) is a highly conserved family of serine/threonine kinases for over 100 proteins in many pathways. See a list of accepted GSK-3 modulators and related products.

Glycogen Synthase Kinase 3 (GSK-3) Overview

Glycogen synthase kinase 3 (GSK-3) is a highly conserved family of serine/threonine kinases for over 100 proteins in many pathways. See a list of accepted GSK-3 modulators and related products.

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