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Cytochalasin B from Drechslera dematioidea

Name: Cytochalasin B from <I>Drechslera dematioidea</I>
Brand: SIGMA

Ready Made Solution, 10 mg/mL in DMSO

Synonym(s):

Phomin

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About This Item

Empirical Formula (Hill Notation):

C₂₉H₃₇NO₅

CAS Number:

14930-96-2

Molecular Weight:

479.61

UNSPSC Code:

51102829

NACRES:

NA.85

PubChem Substance ID:

329774749

MDL number:

MFCD00077704

Beilstein/REAXYS Number:

1096207

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Properties

Quality Level

200

form

ready-to-use solution

concentration

10 mg/mL in DMSO

antibiotic activity spectrum

fungi

application(s)

advanced drug delivery

mode of action

cell membrane | interferes

storage temp.

−20°C

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

InChI key

GBOGMAARMMDZGR-TYHYBEHESA-N

Description

Application

Cytochalasin B is used to inhibit sugar transport in fibroblasts [1], decrease cytoskeletal actin and myosin in rabbit neutrophils [2], and to stimulate B lymphocytes [3].

Cytochalasin B from Drechslera dematioidea has been used:

to block cytokinesis, to obtain binucleated cells[4]
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

Biochem/physiol Actions

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.

One of a group of fungal metabolites that interfere with a wide variety of cellular movements. Useful tool for characterizing some of the polymerization properties of actin, and in studies on cytokinesis. Probe for the two hexose-transport systems in rat L6 myoblasts.

Cytochalasin B can prevent cytoplasmic division without affecting nuclear division.

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.

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Show Differences

1 of 1

This Item	C2618	C6762	B5936
Sigma-Aldrich C2743 Cytochalasin B from Drechslera dematioidea	Sigma-Aldrich C2618 Cytochalasin D	Sigma-Aldrich C6762 Cytochalasin B from Drechslera dematioidea	Sigma-Aldrich B5936 Brefeldin A
mode of action cell membrane \| interferes	mode of action enzyme \| interferes	mode of action DNA synthesis \| interferes	mode of action cell membrane \| interferes
antibiotic activity spectrum fungi	antibiotic activity spectrum fungi	antibiotic activity spectrum fungi	antibiotic activity spectrum neoplastics
Quality Level 200	Quality Level 300	Quality Level 300	Quality Level 200
form ready-to-use solution	form ready-to-use solution	form powder	form ready-to-use solution
application(s) advanced drug delivery	application(s) advanced drug delivery	application(s) -	application(s) advanced drug delivery
concentration 10 mg/mL in DMSO	concentration 5 mg/mL in DMSO	concentration -	concentration 10 mg/mL in DMSO

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pictograms

GHS06

signalword

Danger

hcodes

H302,H330

pcodes

P260 - P264 - P270 - P271 - P301 + P312 - P304 + P340 + P310

Hazard Classifications

Acute Tox. 2 Inhalation - Acute Tox. 4 Oral

Storage Class

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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Certificates of Analysis (COA)

Lot/Batch Number

0000508210

0000425136

0000407106

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Automatic reagent handling and assay processing of human biospecimens inside a transportation container for a medical disaster response against radiation.

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

Allele-Specific Chromosome Removal after Cas9 Cleavage in Human Embryos.

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)

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Global Trade Item Number

SKU	GTIN
C2743-200UL	04061833484517

Questions

1–4 of 4 Questions

Anonymous

4 years ago

How does the storage temperature relate to shipping conditions?

1 answer
1. Technical Support
  
  4 years ago
  
  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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Anonymous

4 years ago

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

1 answer
1. Technical Support
  
  4 years ago
  
  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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Anonymous

4 years ago

Is Product C2743, Cytochalasin B, cell culture grade?

1 answer
1. Technical Support
  
  4 years ago
  
  The product has been sterile filtered, but it has not been cell culture tested by Sigma.
  
  Helpful?
Anonymous

4 years ago

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

1 answer
1. Technical Support
  
  4 years ago
  
  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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