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Cytochalasin B from Drechslera dematioidea

SIGMA/C2743 - Ready Made Solution, 10 mg/mL in DMSO

Synonym: Phomin

CAS Number: 14930-96-2
Empirical Formula (Hill Notation): C29H37NO5
Molecular Weight: 479.61
MDL Number: MFCD00077704
Linear Formula: C29H37NO5
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-C2743-200UL 200 µL
 $158.00
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antibiotic activity spectrum fungi
concentration 10 mg/mL in DMSO
form ready-to-use solution
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
mode of action cell membrane | interferes
Quality Level 200 
SMILES string C[C@@H]1CCC[C@@H](O)C=CC(=O)O[C@]23[C@@H](C=CC1)[C@H](O)C(=C)[C@@H](C)[C@H]2[C@H](Cc4ccccc4)NC3=O
storage temp. −20°C
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
Application: Cytochalasin B is used to inhibit sugar transport in fibroblasts , decrease cytoskeletal actin and myosin in rabbit neutrophils , and to stimulate B lymphocytes .
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.
Biochem/physiol Actions: Cytochalasin B can prevent cytoplasmic division without affecting nuclear division.
Biochem/physiol Actions: 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.
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 Temp. −20°C
UNSPSC 51102829

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