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Merck

5.04776

Cytochalasin D

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

Synonym(s):

InSolution Cytochalasin D, Zygosporium mansonii, Lygosporin A, Zygosporin A, NSC 209835

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About This Item

Empirical Formula (Hill Notation):
C30H37NO6
CAS Number:
22144-77-0
Molecular Weight:
507.62
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
MFCD00077706
Assay:
≥98% (TLC)
Form:
liquid
Quality level:
100
Storage condition:
OK to freeze, avoid repeated freeze/thaw cycles, desiccated (hygroscopic), protect from light

Key Documents

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Product Name

Cytochalasin D, Zygosporium mansonii, InSolution, ≥98%, 10 mM in DMSO, A cell-permeable fungal toxin

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

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

Quality Level

100

Related Categories

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)

Storage Class

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)

Certificates of Analysis (COA)

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