Cytochalasin B

Cytochalasin B
Cytochalasin B
Other names
Phomin
Identifiers
CAS number 14930-96-2 YesY
Properties
Molecular formula C29H37NO5
Molar mass 479.6 g/mol
Solubility in water 1.280 mg/L
Hazards
MSDS Cytochalasin B MSDS from Fermentek
 YesY (verify) (what is: YesY/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Cytochalasin B is a cell-permeable mycotoxin. It inhibits cytoplasmic division by blocking the formation of contractile microfilaments. It inhibits cell movement and induces nuclear extrusion. Cytochalasin B shortens actin filaments by blocking monomer addition at the fast-growing end of polymers.[1] Cytochalasin B inhibits glucose transport[2] and platelet aggregation. It blocks adenosine-induced apoptotic body formation without affecting activation of endogenous ADP-ribosylation in leukemia HL-60 cells.[3] It is also used in cloning through nuclear transfer. Here enucleated recipient cells are treated with Hoechst stain containing cytochalasin B. Cytochalasin B makes the walls of the oocytes smoother and makes it easy for micro-manipulation so that the zona pellucida is not so rigid and can be easily pierced by the micro-needles.

This alkaloid is isolated from a fungus, Helminthosporium dermatioideum.

References

  1. ^ Theodoropoulos, PA; Gravanis, A; Tsapara, A; Margioris, AN; Papadogiorgaki, E; Galanopoulos, V; Stournaras, C (1994). "Cytochalasin B may shorten actin filaments by a mechanism independent of barbed end capping". Biochemical pharmacology 47 (10): 1875–81. doi:10.1016/0006-2952(94)90318-2. PMID 8204105.  edit
  2. ^ Jung, C. Y.; Rampal, A. L. (1977). "Cytochalasin B binding sites and glucose transport carrier in human erythrocyte ghosts". The Journal of biological chemistry 252 (15): 5456–5463. PMID 885863.  edit
  3. ^ Tanaka, Y.; Yoshihara, K.; Tsuyuki, M.; Kamiya, T. (1994). "Apoptosis Induced by Adenosine in Human Leukemia HL-60 Cells". Experimental Cell Research 213 (1): 242–559. doi:10.1006/excr.1994.1196. PMID 8020596.  edit
  • Merck Index 13, 2819.
  • Benya, P.; Padilla, S. (1993). "Dihydrocytochalasin B Enhances Transforming Growth Factor-β-Induced Reexpression of the Differentiated Chondrocyte Phenotype without Stimulation of Collagen Synthesis". Experimental Cell Research 204 (2): 268–277. doi:10.1006/excr.1993.1033. PMID 8440324.  edit

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