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MilliporeSigma

C2618

Cytochalasin D

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

Synonym(s):

Lygosporin A, Zygosporin A

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200 μL
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About This Item

Empirical Formula (Hill Notation):
C30H37NO6
CAS Number:
22144-77-0
Molecular Weight:
507.62
Beilstein/REAXYS Number:
1632828
MDL number:
MFCD00077706
UNSPSC Code:
51102829
PubChem Substance ID:
329775013
NACRES:
NA.85

Key Documents

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biological source

Zygosporium mansonii

Quality Level

300

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

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
5.04776C8273250255-M
Cytochalasin D Ready Made Solution, from Zygosporium mansonii, 5 mg/mL in DMSO

Sigma-Aldrich

C2618

Cytochalasin D

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

Sigma-Aldrich

5.04776

Cytochalasin D, Zygosporium mansonii

Cytochalasin D from Zygosporium mansonii, ≥98% (TLC and HPLC), powder

Sigma-Aldrich

C8273

Cytochalasin D

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.

Millipore

250255-M

Cytochalasin D, Zygosporium mansonii

mode of action

enzyme | interferes

mode of action

-

mode of action

DNA synthesis | interferes

mode of action

-

antibiotic activity spectrum

fungi

antibiotic activity spectrum

-

antibiotic activity spectrum

fungi

antibiotic activity spectrum

-

Quality Level

300

Quality Level

100

Quality Level

300

Quality Level

100

form

solution

form

liquid

form

powder

form

solid

storage temp.

−20°C

storage temp.

−70°C

storage temp.

−20°C

storage temp.

−20°C

biological source

Zygosporium mansonii

biological source

-

biological source

Zygosporium mansonii

biological source

-

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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Certificates of Analysis (COA)

Lot/Batch Number
0000489284
0000489284
0000461503
0000389743
0000358654

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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)
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
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
View All Related Papers

Questions

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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