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C2743

Sigma-Aldrich

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
Beilstein:
1096207
Numéro MDL:
MFCD00077704
Code UNSPSC :
51102829
ID de substance PubChem :
329774749
Nomenclature NACRES :
NA.85

149,00 €

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Niveau de qualité

200

Forme

solution

Concentration

10 mg/mL in DMSO

Spectre d'activité de l'antibiotique

fungi

Mode d’action

cell membrane | interferes

Température de stockage

−20°C

Chaîne SMILES 

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

Clé InChI

GBOGMAARMMDZGR-TYHYBEHESA-N

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Application

Cytochalasin B from Drechslera dematioidea has been used:
  • to block cytokinesis, to obtain binucleated cells[1]
  • as a specific glucose transporter inhibitor[2]
  • to inhibit glucose transport by class I and III GLUTs to determine the 50% inhibitory concentration (IC50) in HCMV-infected and mock-infected cells[3]

Cytochalasin B is used to inhibit sugar transport in fibroblasts [4], decrease cytoskeletal actin and myosin in rabbit neutrophils [5], and to stimulate B lymphocytes [6].

Actions biochimiques/physiologiques

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.[7]

Autres remarques

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.

Pictogrammes

Skull and crossbones
GHS06

Mention d'avertissement

Danger

Mentions de danger

H302,H330

Classification des risques

Acute Tox. 2 Inhalation - Acute Tox. 4 Oral

Code de la classe de stockage

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

Classe de danger pour l'eau (WGK)

WGK 2

Point d'éclair (°F)

185.0 °F - closed cup - Solvent

Point d'éclair (°C)

85 °C - closed cup - Solvent

Équipement de protection individuelle

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

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Certificats d'analyse (COA)

Lot/Batch Number
0000407106
0000407106
0000218748
0000204931
0000218748

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Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

Consulter la Bibliothèque de documents

Alternative In Vitro Models for Safety and Toxicity Evaluation of Nutraceuticals
Nutraceuticals, 355-385 (2016)
[18 F] FDG PET signal is driven by astroglial glutamate transport
Zimmer ER, et al.
Nature Neuroscience, 20(3), 393-393 (2017)
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
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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Questions

1–4 of 4 Questions  

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

    1 answer

    1. 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.

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

    1 answer

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

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

    1 answer

    1. 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.

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

    1 answer

    1. 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.

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