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182515

Sigma-Aldrich

CK-666

≥95% (HPLC), solid, Arp2/3 complex inhibitor, Calbiochem

Synonym(s):

Arp2/3 Complex Inhibitor I, CK-666, 2-Fluoro-N-(2-(2-Methyl-1H-indol-3-yl)ethyl)benzamide, CK-0944666, Actin Assembly Inhibitor XIII, Actin Assembly Inhibitor XIII, 2-Fluoro-N-(2-(2-Methyl-1H-indol-3-yl)ethyl)benzamide, CK-0944666

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About This Item

Empirical Formula (Hill Notation):
C18H17FN2O
CAS Number:
442633-00-3
Molecular Weight:
296.34
MDL number:
MFCD03036271
UNSPSC Code:
12352200
NACRES:
NA.77

product name

Arp2/3 Complex Inhibitor I, CK-666, Arp2/3 Complex Inhibitor I, CK-666, CAS 442633-00-3, is a cell-permeable selective inhibitor of actin assembly mediated by actin-related protein Arp2/3 complex (IC50 = 4 uM in human).

Quality Level

100

Assay

≥95% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
protect from light

color

off-white

solubility

DMSO: 50 mg/mL

shipped in

ambient

storage temp.

2-8°C

InChI

1S/C18H17FN2O/c1-12-13(14-6-3-5-9-17(14)21-12)10-11-20-18(22)15-7-2-4-8-16(15)19/h2-9,21H,10-11H2,1H3,(H,20,22)

InChI key

UXRKUKRXVWJFER-UHFFFAOYSA-N

General description

A cell-permeable indolyl-fluorobenzamide compound that selectively inhibits actin assembly mediated by actin-related protein Arp2/3 complex of human, bovine, fission yeast S. pombe, and budding yeast S. cerevisiae origin (IC50 = 4, 17, 5, and 12 µM, respectively), without affecting S. pombe formin domain Cdc12(FH2)-mediated or the spontaneous actin polymerization. Shown to inhibit the actin filament "comet tails" formation around intracellular Listeria in infected SKOV3 cells (IC50 = 7 µM) in a reversible manner. Structrual studies indicate that CK-666 targets a pocket formed between subdomain 4 of Arp2 and subdomain 1 of Arp3, preventing Arp2/3 from shifting into an active conformation upon N-WASP-VCA binding. CK-666 and CK-869 (Cat. No. 182516) exhibit different modes of binding, resulting in their different yeast cross-reactivities. CK-689 (Cat. No. 182517) can serve as a negative control.
A cell-permeable indolyl-fluorobenzamide compound that selectively inhibits actin assembly mediated by actin-related protein Arp2/3 complex of human, bovine, fission yeast S. pombe, and budding yeast S. cerevisiae origin (IC50 = 4, 17, 5, and 12 µM, respectively), without affecting S. pombe formin domain Cdc12(FH2)-mediated or the spontaneous actin polymerization. Shown to inhibit the actin filament "comet tails" formation around intracellular Listeria in infected SKOV3 cells (IC50 = 7 µM) in a reversible manner. Structrual studies indicate that CK-666 targets a pocket formed between subdomain 4 of Arp2 and subdomain 1 of Arp3, preventing Arp2/3 from shifting into an active conformation upon N-WASP-VCA binding. CK-666 and CK-869 (Cat. No. 182516) exhibit different modes of binding, resulting in their different yeast cross-reactivities. CK-689 (Cat. No. 182517) can serve as a negative control.

Packaging

Packaged under inert gas

Warning

Toxicity: Regulatory Review (Z)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.

Other Notes

Nolen, B.J., et al. 2009. Nature460, 1031.

Legal Information

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

WGK

WGK 3

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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Binh An Truong Quang et al.
Nature communications, 12(1), 6511-6511 (2021-11-13)
In animal cells, shape is mostly determined by the actomyosin cortex, a thin cytoskeletal network underlying the plasma membrane. Myosin motors generate tension in the cortex, and tension gradients result in cellular deformations. As such, many cell morphogenesis studies have
Xarxa Quiroga et al.
eLife, 12 (2023-09-25)
As cells migrate and experience forces from their surroundings, they constantly undergo mechanical deformations which reshape their plasma membrane (PM). To maintain homeostasis, cells need to detect and restore such changes, not only in terms of overall PM area and
Eoin McEvoy et al.
Nature communications, 13(1), 7089-7089 (2022-11-20)
The formation and recovery of gaps in the vascular endothelium governs a wide range of physiological and pathological phenomena, from angiogenesis to tumor cell extravasation. However, the interplay between the mechanical and signaling processes that drive dynamic behavior in vascular
Domokos I Lauko et al.
Molecular biology of the cell, 32(16), 1433-1445 (2021-06-17)
The baculovirus Autographa californica multiple nucleopolyhedrovirus (AcMNPV), a pathogen of lepidopteran insects, has a striking dependence on the host cell actin cytoskeleton. During the delayed-early stage of infection, AcMNPV was shown to induce the accumulation of actin at the cortex of infected cells. However, the dynamics and
An ancestral mycobacterial effector promotes dissemination of infection.
Saelens, et al.
Cell, 185, 4507-4525 (2023)
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