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Merck
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SML0843

Sigma-Aldrich

ISRIB

≥98% (HPLC), powder, integrated stress response inhibitor

Sinónimos:

Integrated Stress Response inhibitor, trans-N,N′-(Cyclohexane-1,4-diyl)bis(2-(4-chlorophenoxy)acetamide, trans-N,N′-1,4-Cyclohexanediylbis[2-(4-chlorophenoxy)-acetamide

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About This Item

Fórmula empírica (notación de Hill):
C22H24Cl2N2O4
Número de CAS:
1597403-47-8
Peso molecular:
451.34
Código UNSPSC:
12352200
ID de la sustancia en PubChem:
329825607
NACRES:
NA.77

product name

ISRIB, ≥98% (HPLC)

Nivel de calidad

100

Análisis

≥98% (HPLC)

formulario

powder

color

white to beige

solubilidad

DMSO: 1 mg/mL, clear (warmed)

temp. de almacenamiento

2-8°C

cadena SMILES

ClC1=CC=C(OCC(N[C@@H]2CC[C@@H](NC(COC3=CC=C(Cl)C=C3)=O)CC2)=O)C=C1

InChI

1S/C22H24Cl2N2O4/c23-15-1-9-19(10-2-15)29-13-21(27)25-17-5-7-18(8-6-17)26-22(28)14-30-20-11-3-16(24)4-12-20/h1-4,9-12,17-18H,5-8,13-14H2,(H,25,27)(H,26,28)/t17-,18-

Clave InChI

HJGMCDHQPXTGAV-IYARVYRRSA-N

Aplicación

ISRIB (integrated stress response inhibitor) has been used as an inhibitor of integrated stress response.

Acciones bioquímicas o fisiológicas

ISRIB (integrated stress response inhibitor) as a drug, imparts resistance to the cells against the downstream effects of eukaryotic initiation factor 2 (eIF2)α phosphorylation such as activating transcription factor 4 (ATF4) and eukaryotic translation initiation factor 4E (eIF4E)-binding protein 1 (4E-BP1) induction.
ISRIB is a blood- brain barrier penetrant, potent and selective inhibitor of integrated stress response (ISR) that impairs adaptation to ER stress. ISRIB is a potent inhibitor of PERK signaling, which potently reverses the effects of eIF2a phosphorylation and restores the cells translation capacity. ISRIB enhances cognitive memory in rodents.

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Certificados de análisis (COA)

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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Ting Zhang et al.
The Journal of pharmacology and experimental therapeutics, 378(3), 197-206 (2021-07-04)
Phosphorylation of the eukaryotic translation initiation factor 2 α-subunit, which subsequently upregulates activating transcription factor 4 (ATF4), is the core event in the integrated stress response (ISR) pathway. Previous studies indicate phosphorylation of eukaryotic translation initiation factor 2 ɑ-subunit in
B Balakrishnan et al.
Biochimica et biophysica acta. Molecular basis of disease, 1865(11), 165516-165516 (2019-07-31)
Loss of galactose-1 phosphate uridylyltransferase (GALT) activity in humans results in Classic Galactosemia, and the GalT-deficient (GalT-/-) mouse mimics the patient condition. GalT-/- ovaries display elevated endoplasmic reticulum (ER) stress marker, BiP, and downregulated canonical phosphatidylinositol 3-kinase (Pi3k)/protein kinase B
Z D Kabir et al.
Molecular psychiatry, 22(8), 1096-1109 (2017-06-07)
CACNA1C, encoding the Ca
Caitlin M Rodriguez et al.
Nature neuroscience, 23(3), 386-397 (2020-02-19)
Repeat-associated non-AUG-initiated translation of expanded CGG repeats (CGG RAN) from the FMR1 5'-leader produces toxic proteins that contribute to neurodegeneration in fragile X-associated tremor/ataxia syndrome. Here we describe how unexpanded CGG repeats and their translation play conserved roles in regulating
Joni Vanneste et al.
Biomedicines, 10(5) (2022-05-29)
Stress granules are non-membrane bound granules temporarily forming in the cytoplasm in response to stress. Proteins of the nucleocytoplasmic transport machinery were found in these stress granules and it was suggested that stress granules contribute to the nucleocytoplasmic transport defects
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