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Submit ReviewCytochalasin D
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)
Biological Activity for Cytochalasin D
Cytochalasin D is a 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 for Cytochalasin D
| M. Wt | 507.63 |
| Formula | C30H37NO6 |
| Storage | Store 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 for Cytochalasin D
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| ethanol | 5 | 10 with gentle warming | |
| DMSO | 25 | 50 |
Preparing Stock Solutions for Cytochalasin D
The following data is based on the product molecular weight 507.63. Batch specific molecular weights may vary from batch to batch due to the degree 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 for Cytochalasin D
References for Cytochalasin D
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
If you know of a relevant reference for Cytochalasin D, please let us know.
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Keywords: Cytochalasin D, Cytochalasin D supplier, Disrupts, actin, filament, function, CytochalasinD, ZygosporinA, Zygosporin, A, Actin, 1233, Tocris Bioscience
21 Citations for Cytochalasin D
Citations are publications that use Tocris products. Selected citations for Cytochalasin D include:
Lee et al (2019) Volume expansion and TRPV4 activation regulate stem cell fate in three-dimensional microenvironments. Nat Commun 10 529 PMID: 30705265
Diaz-Garcia et al (2017) Neuronal Stimulation Triggers Neuronal Glycolysis and Not Lactate Uptake. Cell Metab 26 361 PMID: 28768175
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
Nakamura et al (2013) Raman spectroscopic imaging of the whole Ciona intestinalis embryo during development. PLoS One 8 e71739 PMID: 23977129
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
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
Gault et al (2014) Osmotic surveillance mediates rapid wound closure through nucleotide release. J Cell Biol 207 767 PMID: 25533845
Gjorevski and Nelson (2010) Endogenous patterns of mechanical stress are required for branching morphogenesis. Biochem Biophys Res Commun 2 424 PMID: 20717570
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
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
Gomez et al (2010) Tissue geometry patterns epithelial-mesenchymal transition via intercellular mechanotransduction. Dis Model Mech 110 44 PMID: 20336666
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
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
Do you know of a great paper that uses Cytochalasin D from Tocris? Please let us know.
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Cytochalasin D.
By
Clara Lubeseder-Martellato on 11/12/2021
Assay Type: Ex Vivo
Species: Mouse
It was used as an inhibitor in cell culture and in 3-dimensional cultures.Concentrations tested from 1 uM to 10 uM for 48n hours for 2D cultures and 4 days for 3D cultures
