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250401

Sigma-Aldrich

Ciliobrevin D

≥99% (HPLC), powder, cytoplasmic dynein inhibitor, Calbiochem®

Synonym(s):

Cytoplasmic Dynein Inhibitor, Ciliobrevin D, 2-(7-chloro-4-oxo-3,4-dihydroquinazolin-2(1H)-ylidene)-3-(2,4-dichlorophenyl)-3-oxopropanenitrile, AAA+ ATPase motor cytoplasmic dynein inhibitor

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About This Item

Empirical Formula (Hill Notation):
C17H8Cl3N3O2
CAS Number:
Molecular Weight:
392.62
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.77

product name

Cytoplasmic Dynein Inhibitor, Ciliobrevin D, Ciliobrevin D is a cell-permeable, reversible, and specific blocker of AAA+ ATPase motor cytoplasmic dynein. Disrupts spindle pole focusing and kinetochore-microtubule attachment (~10 to 40 µM).

Quality Level

Assay

≥99% (HPLC)

form

powder

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
protect from light

color

orange

solubility

DMSO: 2.5 mg/mL

shipped in

ambient

storage temp.

−20°C

SMILES string

O=C(C1=CC=C(Cl)C=C1N/2)NC2=C(C(C3=C(Cl)C=C(Cl)C=C3)=O)/C#N

General description

A cell-permeable benzoyl dihydroquinazolinone derivative that acts as a reversible and specific blocker of AAA+ ATPase motor cytoplasmic dynein and disrupts spindle pole focusing, cold-stable microtubule formation, kinetochore-microtubule attachment, and melanosome aggregation in a dose-dependent manner (~10 to 40 µM). Shown to perturb protein trafficking within the primary cilia and cause a significant increase in intraflagellar transport protein 88 (IFT88) levels at the distal tip of primary cilia. Reported to disrupt primary cilium-dependent Gli regulation and block Hedgehog signaling.

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.

Legal Information

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

Storage Class Code

11 - Combustible Solids

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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Chiara Cassioli et al.
Journal of cell science, 134(16) (2021-08-24)
Components of the intraflagellar transport (IFT) system that regulates the assembly of the primary cilium are co-opted by the non-ciliated T cell to orchestrate polarized endosome recycling and to sustain signaling during immune synapse formation. Here, we investigated the potential
Ambika V Nadkarni et al.
Cytoskeleton (Hoboken, N.J.), 78(10-12), 492-502 (2022-06-07)
Skeletal muscle differentiation occurs as muscle precursor cells (myoblasts) elongate and fuse to form multinucleated syncytial myotubes in which the highly-organized actomyosin sarcomeres of muscle fibers assemble. Although less well characterized, the microtubule cytoskeleton also undergoes dramatic rearrangement during myogenesis.
Melissa Crawford et al.
Molecular biology of the cell, 31(8), 768-781 (2020-02-13)
Melanosomes are melanin-containing organelles that provide pigmentation and protection from solar UV radiation to the skin. In melanocytes, melanosomes mature and traffic to dendritic tips, where they are transferred to adjacent epidermal keratinocytes through pathways that involve microtubule networks and
Chiara Cassioli et al.
Journal of cell science (2021-07-13)
Components of the intraflagellar transport (IFT) system that regulates the assembly of the primary cilium are co-opted by the non-ciliated T cell to orchestrate polarized endosome recycling and to sustain signaling during immune synapse formation. Here we have investigated the
Xiang Zhao et al.
Science advances, 7(24) (2021-06-13)
In the developing embryos, the cortical polarity regulator Par-3 is critical for establishing Notch signaling asymmetry between daughter cells during asymmetric cell division (ACD). How cortically localized Par-3 establishes asymmetric Notch activity in the nucleus is not understood. Here, using

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