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Cytochalasin D

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

Synonym(s):

Cytochalasin D, Zygosporium mansonii

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About This Item

Empirical Formula (Hill Notation):
C30H37NO6
CAS Number:
Molecular Weight:
507.62
MDL number:
UNSPSC Code:
51101500

product name

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 Level

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

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

pictograms

Skull and crossbones

signalword

Danger

hcodes

Hazard Classifications

Acute Tox. 2 Oral

wgk_germany

WGK 3


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