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Merck

C2618

Cytochalasine D

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

Synonyme(s) :

Zygosporine A

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About This Item

Formule empirique (notation de Hill) :
C30H37NO6
Numéro CAS:
Poids moléculaire :
507.62
UNSPSC Code:
51102829
NACRES:
NA.85
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
1632828

Nom du produit

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

InChI key

SDZRWUKZFQQKKV-JHADDHBZSA-N

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

biological source

Zygosporium mansonii

form

ready-to-use solution

concentration

5 mg/mL in DMSO

antibiotic activity spectrum

fungi

mode of action

enzyme | interferes

shipped in

wet ice

storage temp.

−20°C

Quality Level

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Biochem/physiol Actions

Inhibiteur puissant de la polymérisation de l′actine ; rompt les microfilaments d′actine ; active les voies de signalisation dépendant de p53 ; inhibe la contraction des muscles lisses , inhibe le transport du glucose stimulé par l′insuline.
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.

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.

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.

Classe de stockage

10 - Combustible liquids

wgk

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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Consulter la Bibliothèque de documents

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
Yi-Chin Toh et al.
Biomaterials, 50, 87-97 (2015-03-05)
Heterogeneity in human pluripotent stem cell (PSC) fates is partially caused by mechanical asymmetry arising from spatial polarization of cell-cell and cell-matrix adhesions. Independent studies have shown that integrin and E-cadherin adhesions promote opposing differentiation and pluripotent fates respectively although
Sangbom Michael Lyi et al.
Virology, 456-457, 342-352 (2014-06-04)
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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