A probe for F-actin
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Phalloidin

Item No. 18039

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
phalloidin
CAS Number
17466-45-4
Synonyms
  • NSC 523214
Molecular Formula
C35H48N8O11S
Formula Weight
788.9
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mlDMSO: 10 mg/mlEthanol: 10 mg/mlWater: 0.5 mg/ml (warm)
λmax
222, 291 nm
SMILES
O=C([C@@H](NC([C@@H]1C[C@H](O)CN1C([C@H]2NC([C@H](NC([C@H](C)NC([C@@H]3C[C@@](C)(O)CO)=O)=O)[C@@H](O)C)=O)=O)=O)C)N[C@@H](CC4=C(SC2)NC5=C4C=CC=C5)C(N3)=O
InChi Code
InChI=1S/C35H48N8O11S/c1-15-27(47)38-22-10-20-19-7-5-6-8-21(19)41-33(20)55-13-24(34(53)43-12-18(46)9-25(43)31(51)37-15)40-32(52)26(17(3)45)42-28(48)16(2)36-30(50)23(39-29(22)49)11-35(4,54)14-44/h5-8,15-18,22-26,41,44-46,54H,9-14H2,1-4H3,(H,36,50)(H,3
InChi Key
KPKZJLCSROULON-QKGLWVMZSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $242

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    Product Description

    Phalloidin is a natural mycotoxin first isolated from the death cap mushroom, A. phalloides. It binds F-actin and stabilizes actin fibers.1,2 Fluorescently labeled phalloidin is commonly used to stain F-actin in cells.3,4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Lengsfeld, A.M., Löw, I., Wieland, T., et al. Interaction of phalloidin with actin. Proc. Natl. Acad. Sci. USA 71(7), 2803-2807 (1974).

    2. Löw, I., Dancker, P., and Wieland, T. Stabilization of F-actin by phalloidin. Reversal of the destabilizing effect of cytochalasin B. FEBS Lett. 54(2), 263-265 (1975).

    3. Wulf, E., Deboben, A., Bautz, F.A., et al. Fluorescent phallotoxin, a tool for the visualization of cellular actin. Proc. Natl. Acad. Sci. USA 76(9), 4498-4502 (1979).

    4. Jumat, M.R., Nguyen Hong, T., Wong, P., et al. Imaging analysis of human metapneumovirus-infected cells provides evidence for the involvement of F-actin and the raft-lipid microdomains in virus morphogenesis. Virol. J. 11, 198 (2014).