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C2618

Sigma-Aldrich

Cytochalasin D

Ready Made Solution, from Zygosporium mansonii, 5 mg/mL in DMSO

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Synonym(s):
Lygosporin A, Zygosporin A
Empirical Formula (Hill Notation):
C30H37NO6
CAS Number:
Molecular Weight:
507.62
Beilstein/REAXYS Number:
1632828
MDL number:
PubChem Substance ID:
NACRES:
NA.85

biological source

Zygosporium mansonii

Quality Level

form

solution

concentration

5 mg/mL in DMSO

antibiotic activity spectrum

fungi

mode of action

enzyme | interferes

shipped in

wet ice

storage temp.

−20°C

SMILES string

[H][C@@]12[C@H](C)C(=C)[C@@H](O)[C@@H]3\C=C\C[C@H](C)C(=O)[C@](C)(O)\C=C\[C@@H](OC(C)=O)[C@@]13C(=O)N[C@H]2Cc4ccccc4

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

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1 of 4

This Item
C8273K0254C9722
vibrant-m

C2618

Cytochalasin D

vibrant-m

C8273

Cytochalasin D

antibiotic activity spectrum

fungi

antibiotic activity spectrum

fungi

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria, mycobacteria, mycoplasma

antibiotic activity spectrum

-

Quality Level

300

Quality Level

300

Quality Level

200

Quality Level

200

concentration

5 mg/mL in DMSO

concentration

-

concentration

50 - 60 mg/mL in 0.9% NaCl

concentration

1 mg/mL

form

solution

form

powder

form

liquid

form

lyophilized powder (from 0.2μm filtered solution)

shipped in

wet ice

shipped in

-

shipped in

-

shipped in

ambient

Application

Cytochalasin D are isomeric metabolites of Metarrhizium anisopliae. Cytochalasin D possesses antibiotic and antitumor activity. It also impairs maintenance of long term potentiation (LTP) of actin filaments. It is implicated in promoting conditions favorable for depolymerizing actin.

Biochem/physiol Actions

Cell permeable fungal toxin; potent inhibitor of actin polymerization. Disrupts actin microfilaments and activates the p53-dependent pathways causing arrest of the cell cycle at the G1-S transition. Inhibits smooth muscle contraction. Inhibits insulin-stimulated, but not basal, transport of glucose.
Potent inhibitor of actin polymerization; disrupts actin microfilaments; activates the p53-dependent pathways; inhibits smooth muscle contraction; inhibits insulin-stimulated glucose transport.

Other Notes

Keep container tightly closed in a dry and well-ventilated place. Containers which are opened must be carefully resealed and kept upright to prevent leakage.

Storage Class

10 - Combustible liquids

wgk_germany

WGK 2

flash_point_f

188.6 °F - closed cup - Solvent

flash_point_c

87 °C - closed cup - Solvent

ppe

Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)


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The inhibition of sugar transport in chick embryo fibroblasts by cytochalasin B. Evidence for a membrane-specific effect.
R F Kletzien et al.
The Journal of biological chemistry, 248(2), 711-719 (1973-01-25)
J R White et al.
The Journal of biological chemistry, 258(22), 14041-14047 (1983-11-25)
The amounts of actin and myosin in rabbit neutrophils expressed as micrograms/10(6) cells are 5.6 +/- 0.75 and 0.56 +/- 0.08, respectively. The average value of the total actin in rabbit neutrophils under unstimulated conditions is distributed between Triton X-100
T L Rothstein
Journal of immunology (Baltimore, Md. : 1950), 136(3), 813-816 (1986-02-01)
B cells are stimulated to initiate DNA synthesis by modest doses of anti-immunoglobulin antibody in combination with cytochalasin. The ability of these agents to stimulate B cells in a sequential fashion was evaluated. Anti-immunoglobulin prepared cells to respond to subsequently
Giovanna Leoni et al.
The Journal of clinical investigation, 125(3), 1215-1227 (2015-02-11)
Epithelial restitution is an essential process that is required to repair barrier function at mucosal surfaces following injury. Prolonged breaches in epithelial barrier function result in inflammation and further damage; therefore, a better understanding of the epithelial restitution process has
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Cell infection by parvoviruses requires that capsids be delivered from outside the cell to the cytoplasm, followed by genome trafficking to the nucleus. Here we microinject capsids into cells that lack receptors and followed their movements within the cell over

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