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AdipoGen Life Sciences
Cytochalasin B
60
CHF
CHF 60.00
In stock
AG-CN2-0504-M0011 mgCHF 60.00
AG-CN2-0504-M0055 mgCHF 180.00
| Product Details | |
|---|---|
| Synonyms | Phomin; NSC 107658 |
| Product Type | Chemical |
| Properties | |
| Formula |
C29H37NO5 |
| MW | 479.6 |
| CAS | 14930-96-2 |
| RTECS | RO0205000 |
| Source/Host Chemicals | Isolated from Drechslera dematoidea. |
| Purity Chemicals | ≥98% (HPLC) |
| Appearance | White solid. |
| Solubility | Soluble in DMSO, methanol, ethanol or DMF. |
| InChi Key | GBOGMAARMMDZGR-TYHYBEHESA-N |
| Smiles | C[C@@H]1C([C@@H](O)[C@@]2([H])[C@@]3(OC(/C=C/[C@H](O)CCC[C@@H](C)C/C=C/2)=O)[C@]1([H])[C@H](CC4=CC=CC=C4)NC3=O)=C |
| Shipping and Handling | |
| Shipping | AMBIENT |
| Short Term Storage | +4°C |
| Long Term Storage | -20°C |
| Handling Advice |
Keep cool and dry. Protect from light. |
| Use/Stability | Stable for at least 2 years after receipt when stored at -20°C. |
| Documents | |
| MSDS |
 Download PDF |
| Product Specification Sheet | |
| Datasheet |
Download PDF |
Description
- Cell permeable mycotoxin.
- Actin polymerization inhibitor. Binds to the barbed end of actin, reversibly inhibiting the elongation and shortening of actin filaments. Induces nuclear extrusion.
- By disrupting actin polymerization, blocks diverse cellular functions, including cell division, migration, phagocytosis, exocytosis and chemotaxis. Induces DNA fragmentation.
- Used in cytoskeletal reorganization, cell imaging and organelle trafficking studies.
- Potent antitumor activity. Causes cell cycle arrest and induces apoptosis in cancer cells. Shown to have an inhibitory effect on tumor cell growth without causing immunosuppressive effects.
- Non-competitive glucose transport inhibitor. Inhibits of GLUT1/GLUT2 mediated monosaccharide transport across the plasma membrane. Does not inhibit GLUT5.
- Used for testing the genotoxicity of substances in the cytokinesis-block micronucleus cytome (CBMN cyt) assay.
- Used in cloning through nuclear transfer. Enucleated recipient cells are treated with cytochalasin B. Cytochalasin B makes the cytoplasm of the oocytes more fluid and makes it possible to aspirate the nuclear genome of the oocyte within a small vesicle of plasma membrane into a micro-needle.
- Decreases the expression levels of DNMT1, DNMT3a, DNMT3b, HAT1 and HDAC1 at the pronuclear stage in porcine embryos.
- Phosphatidylcholine and phosphatidylethanolamine biosynthesis inhibitor.
- Platelet aggregation inhibitor.
Product References
- Cytochalasin B. 3. Inhibition of human polymorphonuclear leukocyte phagocytosis: A.T. Davis, et al.; Proc. Soc. Exp. Biol. Med. 137, 161 (1971)
- Cytochalasin B: Inhibition of glucose and glucosamine transport: R.D. Estensen & P.G.W. Plagemann; PNAS 69, 1430 (1972)
- Enucleation of mammalian cells with cytochalasin B: D.M. Prescott, et al.; Exp. Cell Res. 71, 480 (1972)
- Inhibition and reversal of platelet activation by cytochalasin B or colcemid: M.M. Boyle Kay & H.H. Fudenberg; Nature 244, 288 (1973)
- Cytochalasin B: inhibition of glucose-induced insulin release from isolated rat pancreatic islets: P. Schauders & H. Frerichs; Diabetologia 10, 85 (1974)
- Reversible inhibition of the motility of human spermatozoa by cytochalasin B: R.N. Peterson & M. Freund; Fertil. Steril. 28, 257 (1977)
- Effects of cytochalasin B on endocytosis and exocytosis: P. Davies & A.C. Allison; Front. Biol. 46, 143 (1978)
- Mechanism of action of cytochalasin B on actin: S: MacLean-Fletcher & T.D. Pollard; Cell. 20, 329 (1980)
- Effect of cytochalasin B on glucose uptake, utilization, oxidation and insulinotropic action in tumoral insulin-producing cells: W.J. Malaisse; Cell. Biochem. Funct. 5, 183 (1987)
- Cytochalasin B induces cellular DNA fragmentation: M.A. Kolber, et al.; FASEB J. 4, 3021 (1990)
- Inhibition of Phosphatidylcholine and Phosphatidylethanoamine Biosynthesis by Cytochalasin B in Cultured Glioma Cells: Potential Regulation of Biosynthesis by Ca2+-Dependent Mechanisms: T.P. George, et al.; Biochim. Biophys. Acta 1084, 185 (1991)
- Cytochalasin B may shorten actin filaments by a mechanism independent of barbed end capping: P.A. Theodoropoulos, et al.; Biochem. Pharmacol. 47, 1875 (1994)
- Production of mice entirely derived from embryonic stem (ES) cell with many passages by coculture of ES cells with cytochalasin B induced tetraploid embryos: O. Ueda; Exp. Anim. 44, 205 (1995)
- The inhibition of GLUT1 glucose transport and cytochalasin B binding activity by tricyclic antidepressants: H.B. Pinkofsky, et al.; Life. Sci. 66, 271 (2000)
- Cytokinesis-block micronucleus cytome assay: M. Fenech; Nat. Protocols 2, 1084 (2007)
- The chemistry and biology of cytochalasans: K. Scherlach, et al.; Nat. Prod. Rep. 27, 869 (2010) (Review)
- Cytochalasin B treatment of mouse oocytes during intracytoplasmic sperm injection (ICSI) increases embryo survival without impairment of development: L.L. Hu, et al.; Zygote 20, 361 (2012)
- Cytochalasin B induces apoptosis through the mitochondrial apoptotic pathway in HeLa human cervical carcinoma cells: J. Hwang, et al.; Oncol. Rep. 30, 1929 (2013)
- Preparation, In Vivo Administration, Dose-Limiting Toxicities, and Antineoplastic Activity of Cytochalasin B: M. Trendowski, et al.; Transl. Oncol. 8, 308 (2015)
- Mechanisms underlying effect of the mycotoxin cytochalasin B on induction of cytotoxicity, modulation of cell cycle, Ca2+ homeostasis and ROS production in human breast cells: H.T. Chang, et al.; Toxicol. 31, 1 (2016)
- Effects of cytochalasin B on DNA methylation and histone modification in parthenogenetically activated porcine embryos: X. Hou, et al.; Reproduction 152, 519 (2016)
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