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Merck
모든 사진(1)

주요 문서

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SML2330

Sigma-Aldrich

Ceapin-A7

≥98% (HPLC)

동의어(들):

Ceapin-7, N-(1-{[2,4-bis(Trifluoromethyl)phenyl]methyl}-1H-pyrazol-4-yl)-5-(furan-2-yl)-1,2-oxazole-3-carboxamide

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모든 사진(1)

About This Item

실험식(Hill 표기법):
C20H12F6N4O3
CAS Number:
2323027-38-7
Molecular Weight:
470.32
MDL number:
MFCD31567506
UNSPSC 코드:
12352200
NACRES:
NA.77

분석

≥98% (HPLC)

양식

powder

색상

white to pink

solubility

DMSO: 2 mg/mL, clear

저장 온도

2-8°C

SMILES string

FC(F)(F)c1c(ccc(c1)C(F)(F)F)C[n]2ncc(c2)NC(=O)c3n[o]c(c3)c4[o]ccc4

InChI

1S/C20H12F6N4O3/c21-19(22,23)12-4-3-11(14(6-12)20(24,25)26)9-30-10-13(8-27-30)28-18(31)15-7-17(33-29-15)16-2-1-5-32-16/h1-8,10H,9H2,(H,28,31)

InChI key

UJTDYOXTXGBHEG-UHFFFAOYSA-N

생화학적/생리학적 작용

Potent and specific ER stress-induced ATF6α signaling blocker that does not affect IRE1 or PERK branches of UPR, nor proteolytic processing of ATF6β or SREBP.
The pyrazole amide Ceapin-A7 is a potent and highly specific ER stress-induced ATF6α signaling blocker (IC50 = 590 nM by HEK293T-based ERSE-luciferase reporter assay, ATF6α target transcripts GRP78/ERO1B/HERPUD1 induction IC50 = 459/522/614 nM in U2OS cells; ER stress by 100 nM Thapsigargin) that does not affect IRE1 or PERK branches of the unfolded protein response (UPR), nor proteolytic processing of its close homolog ATF6β or SREBP. Ceapin-A7 sensitizes U2-OS cells to ER stress-induced death (thapsigargin EC50 = 4.5/7.1 nM with/without 6 μM Ceapin-A7) without impacting the viability of unstressed cells.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

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시험 성적서(COA)

Lot/Batch Number

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문서 라이브러리 방문

Justine Lebeau et al.
Cell reports, 22(11), 2827-2836 (2018-03-15)
Endoplasmic reticulum (ER) stress is transmitted to mitochondria and is associated with pathologic mitochondrial dysfunction in diverse diseases. The PERK arm of the unfolded protein response (UPR) protects mitochondria during ER stress through the transcriptional and translational remodeling of mitochondrial
Ciara M Gallagher et al.
eLife, 5 (2016-07-21)
The membrane-bound transcription factor ATF6α is activated by proteolysis during endoplasmic reticulum (ER) stress. ATF6α target genes encode foldases, chaperones, and lipid biosynthesis enzymes that increase protein-folding capacity in response to demand. The off-state of ATF6α is maintained by its
Rossella Benedetti et al.
Biomedicines, 9(9) (2021-09-29)
Polyphenols have been shown to possess several beneficial properties, including properties involved in the prevention or treatment of cancer. Among these polyphenols, a leading role is played by dihydroxyphenylethanol (DPE), the most powerful antioxidant compound contained in the olive oil.
Heike Kroeger et al.
Science signaling, 11(517) (2018-02-15)
ATF6 encodes a transcription factor that is anchored in the endoplasmic reticulum (ER) and activated during the unfolded protein response (UPR) to protect cells from ER stress. Deletion of the isoform activating transcription factor 6α (ATF6α) and its paralog ATF6β
Ciara M Gallagher et al.
eLife, 5 (2016-07-21)
The membrane-bound transcription factor ATF6α plays a cytoprotective role in the unfolded protein response (UPR), required for cells to survive ER stress. Activation of ATF6α promotes cell survival in cancer models. We used cell-based screens to discover and develop Ceapins

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