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324879

Sigma-Aldrich

CCT020312

≥98% (HPLC), solid, EIF2AK3 activator, Calbiochem®

Synonym(s):

EIF2AK3 Activator, CCT020312, 6-Bromo-3-[5-(4-bromo-phenyl)-1-(3-diethylamino-propionyl)-4,5-dihydro-1H-pyrazol-3-yl]-4-phenyl-1H-quinolin-2-one, PERK activator, CCT020312

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About This Item

Empirical Formula (Hill Notation):
C31H30Br2N4O2
CAS Number:
324759-76-4
Molecular Weight:
650.40
MDL number:
MFCD01004667
UNSPSC Code:
12352200
NACRES:
NA.77

product name

EIF2AK3 Activator, CCT020312, The EIF2AK3 Activator, CCT020312 modulates the biological activity of EIF2AK3.

Quality Level

100

Assay

≥98% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
protect from light

color

yellow-white

solubility

DMSO: 50 mg/mL

shipped in

ambient

storage temp.

−20°C

SMILES string

O=C1C(C2=NN(C(CCN(CC)CC)=O)C(C3=CC=C(Br)C=C3)C2)=C(C4=CC=CC=C4)C5=CC(Br)=CC=C5N1

General description

A dihydropyrazol derivative that acts as a selective activator of eukaryotic translation initiation factor 2-alpha kinase 3 (EIF2AK3/PERK) and increases the phosphorylation of EIF2A at Ser51 in HT29 and MCF7 cells. Does not inhibit the activity of cyclin dependent kinases, but causes a rapid loss of cyclin D expression. Also shown to block Rb protein phosphorylation (EC50 = 4.2 µM) in HT29 cells. Reported to sensitize cancer cells with defective taxane-induced EIF2A phosphorylation to paclitaxel treatment. Induces a long-term inhibition of cell proliferation even after its removal (GI50 = 3.1 µM).

Packaging

Packaged under inert gas

Warning

Toxicity: Standard Handling (A)

Reconstitution

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

Other Notes

Stockwell, S. R., et al. 2011. Plos One In press.

Legal Information

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Shin-Ichi Ikeda et al.
Nature communications, 13(1), 5859-5859 (2022-10-11)
Axial length is the primary determinant of eye size, and it is elongated in myopia. However, the underlying mechanism of the onset and progression of axial elongation remain unclear. Here, we show that endoplasmic reticulum (ER) stress in sclera is
Kai Chen et al.
Aging cell, 21(4), e13592-e13592 (2022-03-18)
Delirium is the most common postoperative complication in older patients after prolonged anesthesia and surgery and is associated with accelerated cognitive decline and dementia. The neuronal pathogenesis of postoperative delirium is largely unknown. The unfolded protein response (UPR) is an
Himanshu Soni et al.
Oncogenesis, 9(2), 18-18 (2020-02-15)
PKR-like kinase (PERK) plays a significant role in inducing angiogenesis in various cancer types including glioblastoma. By proteomics analysis of the conditioned medium from a glioblastoma cell line treated with a PERK inhibitor, we showed that peptidylglycine α-amidating monooxygenase (PAM)
Simon R Stockwell et al.
PloS one, 7(1), e28568-e28568 (2012-01-19)
Human cancers often contain genetic alterations that disable G1/S checkpoint control and loss of this checkpoint is thought to critically contribute to cancer generation by permitting inappropriate proliferation and distorting fate-driven cell cycle exit. The identification of cell permeable small

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