Cytochalasin D

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Cat.No. 1233 - Cytochalasin D | C30H37NO6 | CAS No. 22144-77-0
Description: Disrupts actin filament function
Alternative Names: Zygosporin A
Chemical Name: (7S,13E,16S,18R,19E,21R)-21-(Acetyloxy)- 7,18-dihydroxy-16,18-dimethyl-10-phenyl[11]cytochalasa-6(12),13,19-triene-1,17-dione
Purity: ≥95% (HPLC)
Datasheet
Citations (19)
Reviews
Literature

Biological Activity

Potent disruptor of actin filament function. Alters tight junction permeability. Unlike cytochalasin B (Cat. No. 5474), does not inhibit monosaccharide transport across the plasma membrane.

Technical Data

M. Wt 507.63
Formula C30H37NO6
Storage Desiccate at -20°C
Purity ≥95% (HPLC)
CAS Number 22144-77-0
PubChem ID 98137101
InChI Key SDZRWUKZFQQKKV-HYKYWQBKSA-N
Smiles C=C([C@H]4C)[C@@H](O)[C@]([C@@]1([C@H](OC(C)=O)/C=C/[C@@](O)3C)[C@]4([H])[C@@H](CC2=CC=CC=C2)N[C@]1=O)([H])/C=C/C[C@H](C)C3=O

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
ethanol 5.08 10 with gentle warming
DMSO 25.38 50

Preparing Stock Solutions

The following data is based on the product molecular weight 507.63. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
0.5 mM 3.94 mL 19.7 mL 39.4 mL
2.5 mM 0.79 mL 3.94 mL 7.88 mL
5 mM 0.39 mL 1.97 mL 3.94 mL
25 mM 0.08 mL 0.39 mL 0.79 mL

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Product Datasheets

Certificate of Analysis / Product Datasheet
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References

References are publications that support the biological activity of the product.

Abedi and Zachary (1998) Cytochalasin D stimulation of tyrosine phosphorylation and phosphotyrosine-associated kinase activity in vascular smooth muscle cells. Biochem.Biophys.Res.Commun. 245 646 PMID: 9588169

Carlier et al (1986) Interaction of cytochalasin D with actin filaments in the presence of ADP and ATP. J.Biol.Chem. 261 2041 PMID: 3944126

Stevenson and Begg (1994) Concentration-dependent effects of cytochalasin D on tight junctions and actin filaments in MDCK epithelial cells. J.Cell Sci. 107 367 PMID: 8006058


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Keywords: Cytochalasin D, Cytochalasin D supplier, Disrupts, actin, filament, function, CytochalasinD, ZygosporinA, Zygosporin, A, Actin, 1233, Tocris Bioscience

19 Citations for Cytochalasin D

Citations are publications that use Tocris products. Selected citations for Cytochalasin D include:

Chen et al (2015) G-actin provides substrate-specificity to eukaryotic initiation factor 2α holophosphatases. Elife 4 PMID: 25774600

Chambers et al (2015) Actin dynamics tune the integrated stress response by regulating eukaryotic initiation factor 2α dephosphorylation. Elife 4 PMID: 25774599

Gault et al (2014) Osmotic surveillance mediates rapid wound closure through nucleotide release. J Cell Biol 207 767 PMID: 25533845

Jeyaraj et al (2012) Cyclic AMP-Rap1A signaling activates RhoA to induce α(2c)-adrenoceptor translocation to the cell surface of microvascular smooth muscle cells. Integr Biol (Camb) 303 C499 PMID: 22621783

Lin et al (2012) Curcumin inhibits glutamate release from rat prefrontal nerve endings by affecting vesicle mobilization. PLoS One 13 9097 PMID: 22942754

Weidert et al (2014) Actinomyosin contraction, phosphorylation of VE-cadherin, and actin remodeling enable melanoma-induced endothelial cell-cell junction disassembly. PLoS One 9 e108092 PMID: 25225982

Gomez et al (2010) Tissue geometry patterns epithelial-mesenchymal transition via intercellular mechanotransduction. Dis Model Mech 110 44 PMID: 20336666

Lopez-Escobar et al (2015) The effect of maternal diabetes on the Wnt-PCP pathway during embryogenesis as reflected in the developing mouse eye. Proc Natl Acad Sci U S A 8 157 PMID: 25540130

Yang et al (2015) ICAM-1 suppresses tumor metastasis by inhibiting macrophage M2 polarization through blockade of efferocytosis. Am J Physiol Cell Physiol 6 e1780 PMID: 26068788

Dobson et al (2015) Caffeine Modulates Vesicle Release and Recovery at Cerebellar Parallel Fibre Terminals, Independently of Calcium and Cyclic AMP Signalling. Elife 10 e0125974 PMID: 25933382

Nakamura et al (2013) Raman spectroscopic imaging of the whole Ciona intestinalis embryo during development. PLoS One 8 e71739 PMID: 23977129

Gjorevski and Nelson (2010) Endogenous patterns of mechanical stress are required for branching morphogenesis. Biochem Biophys Res Commun 2 424 PMID: 20717570

Subramanian et al (2012) Signaling through L-selectin mediates enhanced chemotaxis of lymphocyte subsets to secondary lymphoid tissue chemokine. J Immunol 188 3223 PMID: 22387549

Fernandez et al (2012) Mitotic spindle orients perpendicular to the forces imposed by dynamic shear. PLoS One 6 e28965 PMID: 22220200

Bose and Thomas (2009) The actin cytoskeleton differentially regulates NG115-401L cell ryanodine receptor and inositol 1,4,5-trisphosphate receptor induced calcium signaling pathways. Int J Mol Sci 379 594 PMID: 19126405

Lahne et al (2015) Actin-Cytoskeleton- and Rock-Mediated INM Are Required for Photoreceptor Regeneration in the Adult Zebrafish Retina. J Neurosci 35 15612 PMID: 26609156

Gaume et al (2015) Centrosomal nucleolin is required for microtubule network organization. Cell Cycle 14 902 PMID: 25590348

Lee et al (2014) Synergy between Piezo1 and Piezo2 channels confers high-strain mechanosensitivity to articular cartilage. Cell Death Dis 111 E5114 PMID: 25385580

Mora et al (2013) Recombinant probes reveal dynamic localization of CaMKIIα within somata of cortical neurons. J Neurosci 33 14579 PMID: 24005308


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