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Merck

C2743

Cytochalasine B

Ready Made Solution, 10 mg/mL in DMSO

Synonyme(s) :

Phomine

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About This Item

Formule empirique (notation de Hill) :
C29H37NO5
Numéro CAS:
14930-96-2
Poids moléculaire :
479.61
UNSPSC Code:
51102829
NACRES:
NA.85
PubChem Substance ID:
329774749
MDL number:
MFCD00077704
Beilstein/REAXYS Number:
1096207

Nom du produit

Cytochalasine B, Ready Made Solution, 10 mg/mL in DMSO

InChI key

GBOGMAARMMDZGR-TYHYBEHESA-N

SMILES string

C[C@@H]1CCC[C@@H](O)\C=C\C(=O)O[C@]23[C@@H](\C=C\C1)[C@H](O)C(=C)[C@@H](C)[C@H]2[C@H](Cc4ccccc4)NC3=O

InChI

1S/C29H37NO5/c1-18-9-7-13-22(31)15-16-25(32)35-29-23(14-8-10-18)27(33)20(3)19(2)26(29)24(30-28(29)34)17-21-11-5-4-6-12-21/h4-6,8,11-12,14-16,18-19,22-24,26-27,31,33H,3,7,9-10,13,17H2,1-2H3,(H,30,34)/b14-8+,16-15+/t18-,19-,22-,23+,24+,26+,27-,29-/m1/s1

form

ready-to-use solution

concentration

10 mg/mL in DMSO

antibiotic activity spectrum

fungi

mode of action

cell membrane | interferes

storage temp.

−20°C

Quality Level

200

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Catégories apparentées

Biochem/physiol Actions

Membre d′un groupe de métabolites fongiques qui interfère avec divers mouvements cellulaires. Outil utile pour la caractérisation de certaines des propriétés de polymérisation de l′actine et dans les études portant sur la cytocinèse. Sonde pour les deux systèmes de transport des hexoses dans les myoblastes de rat L6.
Cell permeable fungal toxin that disrupts contractile microfilaments by inhibiting actin polymerization. This, in turn, induces DNA fragmentation, inhibits cell division, and disrupts many cell processes. Inhibits glucose transport.
Cytochalasin B can prevent cytoplasmic division without affecting nuclear division.

Application

Cytochalasin B from Drechslera dematioidea has been used:
  • to block cytokinesis, to obtain binucleated cells
  • as a specific glucose transporter inhibitor
  • to inhibit glucose transport by class I and III GLUTs to determine the 50% inhibitory concentration (IC50) in HCMV-infected and mock-infected cells

Cytochalasin B is used to inhibit sugar transport in fibroblasts , decrease cytoskeletal actin and myosin in rabbit neutrophils , and to stimulate B lymphocytes .

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.

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H302,H330

Hazard Classifications

Acute Tox. 2 Inhalation - Acute Tox. 4 Oral

Classe de stockage

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 2

flash_point_f

185.0 °F - closed cup - Solvent

flash_point_c

85 °C - closed cup - Solvent

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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Certificats d'analyse (COA)

Lot/Batch Number
0000425136
0000425136
0000407106
0000407106
0000218748

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  1. How does the storage temperature relate to shipping conditions?

    The storage conditions that a Sigma-Aldrich catalog and label recommend for products are deliberately conservative. For many products, long-term storage at low temperatures will increase the time during which they are expected to remain in specification and therefore are labeled accordingly. Where short-term storage, shipping time frame, or exposure to conditions other than those recommended for long-term storage will not affect product quality, Sigma-Aldrich will ship at ambient temperature. The products sensitive to short-term exposure to conditions other than their recommended long-term storage are shipped on wet or dry ice. Ambient temperature shipping helps to control shipping costs for our customers. At any time, our customers can request wet- or dry-ice shipment, but the special handling is at customer expense if our product history indicates that the product is stable for regular shipment. See Shipping and Storage for more information.

  2. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  3. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

  4. How do I find price and availability?

    There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers.

  5. What is the Department of Transportation shipping information for this product?

    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

  6. Is Product C2743, Cytochalasin B, cell culture grade?

    The product has been sterile filtered, but it has not been cell culture tested by Sigma.

  7. I have a solution of Product C2743, Cytochalasin B, in DMSO. Is the DMSO toxic to cultured cells?

    At a low enough concentration, the DMSO should not hurt the cells. The final concentration of DMSO in the aqueous working medium typically should not exceed 0.1% because higher DMSO concentrations can adversely affect many cultured cells. Dilute the product in the appropriate aqueous medium to provide a physiologically acceptable final concentration.  

  8. My question is not addressed here, how can I contact Technical Service for assistance?

    Ask a Scientist here.

Alternative In Vitro Models for Safety and Toxicity Evaluation of Nutraceuticals
Nutraceuticals, 355-385 (2016)
Adam R Akkad et al.
PloS one, 17(5), e0268508-e0268508 (2022-05-21)
Biological materials can be shipped off-site for diagnostic, therapeutic and research purposes. They usually are kept in certain environments for their final application during transportation. However, active reagent handling during transportation from a collection site to a laboratory or biorepository
Michael V Zuccaro et al.
Cell, 183(6), 1650-1664 (2020-10-31)
Correction of disease-causing mutations in human embryos holds the potential to reduce the burden of inherited genetic disorders and improve fertility treatments for couples with disease-causing mutations in lieu of embryo selection. Here, we evaluate repair outcomes of a Cas9-induced
[18 F] FDG PET signal is driven by astroglial glutamate transport
Zimmer ER, et al.
Nature Neuroscience, 20(3), 393-393 (2017)
Ryutaro Aizawa et al.
The Journal of reproduction and development, 67(1), 73-77 (2020-10-20)
Mature mammalian oocytes contain lipid droplets (LDs), which are neutral lipid storage organelles critically important for energy metabolism. In mice, maternal obesity, induced by long-term (> 3 months) high-fat feeding, contributes to the accumulation of LDs in mature oocytes. However
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