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Merck
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Documentos Principais

480743

Sigma-Aldrich

Neuronal Differentiation Inducer III

A cell-permeable isoxazole compound that selectively induces robust neuronal differentiation (Effective concentration = 20 µM) in various stem/progenitor cells.

Sinônimo(s):

Neuronal Differentiation Inducer III, Isx, N-Cyclopropyl-5-(thiophen-2-yl)isoxazole-3-carboxamide, N-Cyclopropyl-5-(thiophen-2-yl)isoxazole-3-carboxamide, Isx

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About This Item

Fórmula empírica (Notação de Hill):
C11H10N2O2S
Número CAS:
832115-62-5
Peso molecular:
234.27
Número MDL:
MFCD04133937
Código UNSPSC:
12352200
NACRES:
NA.77

Nível de qualidade

100

Ensaio

≥95% (HPLC)

Formulário

solid

fabricante/nome comercial

Calbiochem®

condição de armazenamento

OK to freeze
protect from light

cor

off-white

solubilidade

ethanol: 3 mg/mL
DMSO: 5 mg/mL

Condições de expedição

ambient

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

[s]1c(ccc1)c2[o]nc(c2)C(=O)NC3CC3

InChI

1S/C11H10N2O2S/c14-11(12-7-3-4-7)8-6-9(15-13-8)10-2-1-5-16-10/h1-2,5-7H,3-4H2,(H,12,14)

chave InChI

SYENTKHGMVKGAQ-UHFFFAOYSA-N

Descrição geral

A cell-permeable isoxazole compound that selectively induces robust neuronal differentiation (Effective concentration = 20 µM) in various stem/progenitor cells. Induces insulin expression, and activates ERK signaling and histone acetylation in MIN6 pancreatic β cells. The underlying excitation-neurogenesis signaling is comprised of, at least in part, an initial NMDA receptor- and L-type chanenels-mediated Ca2+ influx, followed by an activation of CaMKII, phosphorylation/nuclear export of the MEF2 repressor HDAC5, the subsequent de-repression of MEF2, and the eventual activation of the HDAC-MEF2 epigenetic/transcriptional regulatory network.

Embalagem

Packaged under inert gas

Advertência

Toxicity: Standard Handling (A)

Reconstituição

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Outras notas

Dioum, E.M., et al. 2011. Proc. Natl. Acad. Sci. USA108, 20713.
Zhang, L., et al. 2011. Differentiation81, 233.
Sadek, H., et al. 2008. Proc. Natl. Acad. Sci. USA105, 6063.
Schneider, J.W., et al. 2008. Nat. Chem. Biol.4, 408.

Informações legais

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 2

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Certificados de análise (COA)

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Hesham Sadek et al.
Proceedings of the National Academy of Sciences of the United States of America, 105(16), 6063-6068 (2008-04-19)
The clinical success of stem cell therapy for myocardial repair hinges on a better understanding of cardiac fate mechanisms. We have identified small molecules involved in cardiac fate by screening a chemical library for activators of the signature gene Nkx2.5
Jay W Schneider et al.
Nature chemical biology, 4(7), 408-410 (2008-06-17)
We probed an epigenetic regulatory path from small molecule to neuronal gene activation. Isoxazole small molecules triggered robust neuronal differentiation in adult neural stem cells, rapidly signaling to the neuronal genome via Ca(2+) influx. Ca(2+)-activated CaMK phosphorylated and mediated nuclear
Ling Zhang et al.
Differentiation; research in biological diversity, 81(4), 233-242 (2011-03-23)
In the central nervous system (CNS), neural stem cells (NSCs) differentiate into neurons, astrocytes, and oligodendrocytes--these cell lineages are considered unidirectional and irreversible under normal conditions. The introduction of a defined set of transcription factors has been shown to directly
Elhadji M Dioum et al.
Proceedings of the National Academy of Sciences of the United States of America, 108(51), 20713-20718 (2011-12-07)
New drugs for preserving and restoring pancreatic β-cell function are critically needed for the worldwide epidemic of type 2 diabetes and the cure for type 1 diabetes. We previously identified a family of neurogenic 3,5-disubstituted isoxazoles (Isx) that increased expression

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