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Merck

P5282

Phalloidin Peptide

≥90% (HPLC), solid, FITC labeled

Sinónimos:

Phalloidin-FITC

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Fórmula empírica (notación de Hill):
C56H60N10O15S2
Peso molecular:
1177.26
UNSPSC Code:
12352202
NACRES:
NA.32
MDL number:
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Nombre del producto

Phalloidin, Fluorescein Isothiocyanate Labeled, sequence Amanita phalloides(synthetic: peptide sequence)

biological source

sequence from Amanita phalloides (synthetic: peptide sequence)

form

solid

fluorescence

λex 495 nm; λem 520 nm(lit.)

storage temp.

−20°C

Quality Level

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

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

pictograms

Skull and crossbones

signalword

Danger

Hazard Classifications

Acute Tox. 2 Dermal - Acute Tox. 2 Inhalation - Acute Tox. 2 Oral

Clase de almacenamiento

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

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Fluorescent phallotoxin, a tool for the visualization of cellular actin.
Wulf E
Proceedings of the National Academy of Sciences of the USA, 76(9), 4498-4502 (1979)

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