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P5282

Phalloidin Peptide

≥90% (HPLC), solid, FITC labeled

Synonym(s):

Phalloidin-FITC

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About This Item

Empirical Formula (Hill Notation):
C56H60N10O15S2
Molecular Weight:
1177.26
UNSPSC Code:
12352202
NACRES:
NA.32
MDL number:
MFCD00147902

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Product Name

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

200

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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.

pictograms

Skull and crossbones
GHS06

signalword

Danger

Hazard Classifications

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

Storage Class

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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Certificates of Analysis (COA)

Lot/Batch Number
SLCF2789
SLCC6349
SLBX3286
SLBV4340
SLBR8651V

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The H9C2 cell line and primary neonatal cardiomyocyte cells show similar hypertrophic responses in vitro.
Watkins SJ
In Vitro Cellular & Developmental Biology. Animal, 47(2), 125-131 (2011)
The culture of fibroblasts from diaphragm of giant panda.
Han ZM
In Vitro Cellular & Developmental Biology. Animal, 37(10), 644-645 (2001)
Non-muscle myosin heavy chain as a possible target for protein encoded by metastasis-related mts-1 gene.
Kriajevska MV
The Journal of Biological Chemistry, 19679-82, 269(31)-269(31) (1994)
Joan Röhl et al.
Traffic (Copenhagen, Denmark), 20(9), 661-673 (2019-07-13)
Macrophage migration into injured or infected tissue is a key aspect in the pathophysiology of many diseases where inflammation is a driving factor. Membrane-type-1 matrix metalloproteinase (MT1-MMP) cleaves extracellular matrix components to facilitate invasion. Here we show that, unlike the
Ting Xu et al.
Journal of leukocyte biology, 84(4), 1192-1201 (2008-07-26)
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Product Information Sheet - P5282
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