250255-M

Cytochalasin D

from Zygosporium mansonii, ≥98% (TLC), solid, fungal toxin, Calbiochem^®

• Synonim(y): Cytochalasin D, Zygosporium mansonii
• Wzór empiryczny (zapis Hilla): C₃₀H₃₇NO₆
• Numer CAS: 22144-77-0
• Masa cząsteczkowa: 507.62
• UNSPSC Code: 12352200
• MDL number: MFCD00077706
• NACRES: NA.77
• Assay: ≥98% (TLC)
• Form: solid
• Storage condition: OK to freeze, protect from light

Właściwości

• Nazwa produktu: Cytochalasin D, Zygosporium mansonii, Cytochalasin D, Zygosporium mansonii, CAS 22144-77-0, is a fungal toxin that is about 10-fold more potent than cytochalasin B in inhibiting actin filament function. Blocks cytoplasmic division.
• Quality Segment: 100
• description: Merck USA index - 14, 2790
• assay: ≥98% (TLC)
• form: solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze, protect from light
• color: white
• solubility: DMSO: 2 mg/mL, chloroform: 2 mg/mL
• storage temp.: −20°C
• SMILES string: N1[C@H]([C@H]3[C@]4([C@H]([C@@H](C(=C)[C@H]3C)O)\C=C\C[C@@H](C(=O)[C@@](\C=C\[C@H]4OC(=O)C)(O)C)C)C1=O)Cc2ccccc2
• InChI: 1S/C30H37NO6/c1-17-10-9-13-22-26(33)19(3)18(2)25-23(16-21-11-7-6-8-12-21)31-28(35)30(22,25)24(37-20(4)32)14-15-29(5,36)27(17)34/h6-9,11-15,17-18,22-26,33,36H,3,10,16H2,1-2,4-5H3,(H,31,35)/b13-9+,15-14+/t17-,18+,22-,23-,24+,25-,26+,29+,30+/m0/s1
• InChI key: SDZRWUKZFQQKKV-JHADDHBZSA-N

Opis

General description

Cell-permeable fungal toxin. About 10-fold more potent than cytochalasin B in inhibiting actin filament function. Does not inhibit monosaccharide transport across cell membranes. Inhibits cytoplasmic division by blocking the formation of contractile microfilaments. Inactivates low conductance K⁺ channels. Also modulates CD4 cross-linking in T lymphocytes and increases intracellular Ca²⁺ levels. Exhibits antitumor activity. Also available as a 10 mM solution in DMSO (Cat. No. 504776).

Biochem/physiol Actions

Primary Target
Actin filament function

Preparation Note

Following reconstitution in chloroform, aliquot, dry under a stream of nitrogen, and freeze (-20°C). Reconstitute in DMSO just prior to use. Dried aliquots are stable for up to 3 months at -20°C.

Other Notes

Sasaki, H., et al. 1995. Proc. Natl. Acad. Sci. USA 92, 2026.
Blankson, H., et al. 1995. Exp. Cell Res.218, 522.
Melamed, I., et al. 1995. Biochem. Biophys. Res. Commun.209, 1102.
Verschueren, H., et al. 1995. Eur. J. Cell Biol.66, 335.
Aszalos, A., et al. 1994. Cell Immunol. 157, 81.
Wang, W.H., et al. 1994. Am. J. Physiol. 267, F592.
Betina, V., and Micekova, D. 1972. Chem. Abstr.77, 160508q.
Katagiri, K., and Matsuura, S. 1971. J. Antibiot. 24, 722.

Legal Information

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

Disclaimer

Toxicity: Highly Toxic & Carcinogenic / Teratogenic (I)

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Informacja o środkach bezpieczeństwa

• pictograms: GHS06
• signalword: Danger
• hcodes: H300
• pcodes: P264 - P270 - P301 + P310 - P405 - P501
• Hazard Classifications: Acute Tox. 2 Oral
• Klasa składowania: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• wgk: WGK 3