250255-M

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.

• Synonym(s): Cytochalasin D, Zygosporium mansonii
• Empirical Formula (Hill Notation): C₃₀H₃₇NO₆
• CAS Number: 22144-77-0
• Molecular Weight: 507.62
• MDL number: MFCD00077706
• UNSPSC Code: 12352200

Properties

• Quality Level: 100
• 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
• 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

Description

General description

A cell-permeable fungal toxin that is approximately 10 times 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 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 activity.

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

Warning

Toxicity: Highly Toxic & Carcinogenic / Teratogenic (I)

Reconstitution

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

Safety Information

• Pictograms: GHS06
• Signal Word: Danger
• Hazard Statements: H300
• Precautionary Statements: P264 - P270 - P301 + P310 - P405 - P501
• Hazard Classifications: Acute Tox. 2 Oral
• Storage Class Code: 6.1A - Combustible, acute toxic Cat. 1 and 2 / very toxic hazardous materials
• WGK: WGK 3