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P5282 Sigma-Aldrich

Phalloidin, Fluorescein Isothiocyanate Labeled

peptide from Amanita phalloides

Synonym: Phalloidin-FITC

  • Empirical Formula (Hill Notation) C58H63N10O14S4

  • Molecular Weight 1252.44

  •  MDL number MFCD00147902

  •  NACRES NA.32

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Description

General description

Phalloidin is a phallotoxin produced by death cap mushroom Amanita phalloides. It is a cyclic peptide, which interacts with actin and this was first identified in phalloidin-poisoned rats. It is a heptapeptide, cyclic in nature, with a crosslink between tryptophan at position 6 and cysteine at position 3. The side chain of amino acid 7 (γ-δ-dihydroxyleucine) in phalloidin, is accessible to modifications, through which fluorescently labelled phalloidin compounds can be produced.

Application

Phalloidin, Fluorescein Isothiocyanate Labeled has been used:
• To visualize F-Actin reorganization in primary neonatal cardiomyocytes (PNCMs) and H9C2 cells (rat cardiac myoblasts) following endothelin-1 (ET-1) and angiotensin II (Ang II) treatment.
• In immunochemistry to label microfilament.
• In immunofluorescence analysis to stain F-actin.

Biochem/physiol Actions

Phalloidin interacts with polymeric actin, and not oligomeric or monomeric forms. This interaction leads to highly stabilized actin filaments, which resist depolymerization and disassembly. In rats, this toxin causes death due to liver hemorrhage, and cells show abnormal actin clustering. The affinity of phalloidin to actin is not significantly altered after derivatizing fluorescently labelled phalloidin compounds. These compounds can be used to study actin structure and organization within eukaryotic cells.

Toxin that binds polymeric F actin, stabilizing it and interfering with the function of actin-rich structures.

Other Notes

Mixed isomers.

Safety & Documentation

Safety Information

Symbol 
GHS06  GHS06
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
UN 2811 6.1 / PGII
WGK Germany 
3

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Frequently Asked Questions

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.
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.
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 orview local office numbers.
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.
How do I dissolve Product P5282, Phalloidin, Fluorescein Isothiocyanate Labeled?
This product is soluble in methanol, ethanol, butanol and pyridine. It is soluble in cold water at a concentration of 5 mg/mL; it is much more soluble in hot water. See: The Merck Index, 12th ed., entry# 7336 (1996). Solutions should be prepared fresh, and protected from light whenever possible.
How do I prepare stock solutions of Product P5282, Phalloidin, Fluorescein Isothiocyanate Labeled?
Stock solutions ofphalloidin conjugates have been made in methanol or DMSO at 0.1 to 5 mg/mL. Make final dilutions in aqueous physiological buffers for a staining range from 0.1 μM to 100 μM with corresponding incubation times of 15 minutes to 72 hours.
What are the excitation and emission wavelengths used for fluorescent detection of Product P5282, Phalloidin, Fluorescein Isothiocyanate Labeled?
Excitation wavelengths of 540-545 nm and emission wavelengths of 570-573 nm can be used. See: Faulstich, H., J. Muscle Res. Cell Motility, 9, 370 (1988), and Waggoner, A. et al., Methods in Cell Biology, 30, 449 (1989).
How do I stain cells with Product P5282, Phalloidin, Fluorescein Isothiocyanate Labeled?
A typical application for staining cells can be found in the product information sheet (under Documents, above).
How do I store Product P5282, Phalloidin, Fluorescein Isothiocyanate Labeled?
The product should be stored at a powder in the freezer at -20°C.
My question is not addressed here, how can I contact Technical Service for assistance?
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Protocols & Articles

Articles

Improving Reproducibility: Best Practices for Antibodies

In the midst of beeping lab timers, presentations and grant deadlines, it is easy to take for granted the quality of lab reagents.
Keywords: Cancer, Capillary electrophoresis, Cell disruption, Centrifugation, Chromatography, Clinical, Degradations, Electrophoresis, Enzyme-linked immunosorbent assay, Gene expression, High performance liquid chromatography, Immunohistochemistry, Immunoprecipitation, Liquid chromatography mass spectrometry, Mass spectrometry, Mass spectrometry detection, Pharmaceutical, Purification, Sequencing, Titrations, Western blot

Peer-Reviewed Papers
15

References

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