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Dokumente

A3734

Sigma-Aldrich

1-Azakenpaullone

≥97% (HPLC)

Synonym(e):

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

Empirische Formel (Hill-System):
C15H10BrN3O
CAS-Nummer:
676596-65-9
Molekulargewicht:
328.16
MDL-Nummer:
MFCD09037522
UNSPSC-Code:
12352200
PubChem Substanz-ID:
329770845
NACRES:
NA.77

Assay

≥97% (HPLC)

Form

powder

Lagerbedingungen

protect from light

Farbe

gray-brown

Löslichkeit

DMSO: >10 mg/mL

Lagertemp.

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)

InChIKey

NTSBZVCEIVPKBJ-UHFFFAOYSA-N

Biochem./physiol. Wirkung

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.

Vorsicht

air sensitive

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 2

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Analysenzertifikate (COA)

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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)
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
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)
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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Artikel

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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