5.04776

Cytochalasin D

In solution, ≥98%, 10 mM in DMSO, from Zygosporium mansonii, cell-permeable fungal toxin

• Synonym(e): InSolution Cytochalasin D, Zygosporium mansonii, Lygosporin A, Zygosporin A, NSC 209835
• Empirische Formel (Hill-System): C₃₀H₃₇NO₆
• CAS-Nummer: 22144-77-0
• Molekulargewicht: 507.62
• UNSPSC Code: 12352200
• NACRES: NA.77
• MDL number: MFCD00077706
• Assay: ≥98% (TLC)
• Form: liquid
• Storage condition: OK to freeze, avoid repeated freeze/thaw cycles, desiccated (hygroscopic), protect from light

Eigenschaften

• Produktname: Cytochalasin D, Zygosporium mansonii, InSolution, ≥98%, 10 mM in DMSO, A cell-permeable fungal toxin
• Quality Segment: 100
• assay: ≥98% (TLC)
• form: liquid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze, avoid repeated freeze/thaw cycles, desiccated (hygroscopic), protect from light
• storage temp.: −70°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

Beschreibung

General description

A cell-permeable fungal toxin that is approximately 10 times more potent than cytochalasin B (>Cat. No. 250233) in inhibiting actin filament function. Does not inhibit monosaccharide transport across cell membranes. Inhibits cytoplasmic division by blocking the formation of contractile microfilaments at 10 µM. Inactivates low conductance K⁺ channels. Also modulates CD4 cross-linking in T lymphocytes and increases intracellular Ca²⁺ levels. Cytochalasin D also exhibits antibiotic and anti-tumor properties.

Biochem/physiol Actions

Cell permeable: yes

Primary Target
microfilaments

Reversible: yes

Packaging

Packaged under inert gas

Physical form

A 10 mM (1 mg/197 µL) sterile-filtered solution of Cytochalasin D, Zygosporium mansonii (Cat. No. 250255) in DMSO.

Preparation Note

Following initial thaw, aliquot and freeze (-70°C). Aliquots are stable for up to 6 months at -70°C.

Other Notes

Sasaki, H., et al. 1995. Proc. Natl. Acad. Sci. USA92, 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: Irritant (B)

Sicherheitshinweise

• Lagerklasse: 10 - Combustible liquids
• wgk: WGK 2
• flash_point_f: 188.6 °F - (refers to pure substance)
• flash_point_c: 87 °C - (refers to pure substance)