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Merck

P1951

Phalloidin Peptide

≥90% (HPLC), solid, TRITC labeled

Synonym(s):

Phalloidin-TRITC

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About This Item

Empirical Formula (Hill Notation):
C60H70N12O13S2
Molecular Weight:
1231.40
UNSPSC Code:
12352116
NACRES:
NA.32
MDL number:
MFCD00278840

Key Documents

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Product Name

Phalloidin–Tetramethylrhodamine B isothiocyanate, sequence from Amanita phalloides(synthetic: peptide sequence)

biological source

sequence from Amanita phalloides (synthetic: peptide sequence)

form

solid

fluorescence

λex 540-545 nm; λem 570-573 nm

storage temp.

−20°C

Quality Level

200

Related Categories

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 florescent labelled phalloidin compounds can be produced.

Application

Fluorescent phallotoxin which may be used to identify filamentous actin.

Phalloidin-Tetramethylrhodamine B isothiocyanate has been used:-
  • In Immunofluorescence for staining Filamentous actin (F-actin)
  • To stain cells during immunocytochemical and cytochemical analysis
  • To label actin microfilaments for fluorescence microscopy

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 florescent 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

May contain mixed isomers

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

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

P1951-0.1MG: + P1951-BULK: + P1951-.1MG-PW: + P1951-.1MG: + P1951-VAR: + P1951-.1MG-LBL:

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Certificates of Analysis (COA)

Lot/Batch Number
SLCN4486
SLCF3503
SLCD9300
SLCD1937
SLCC6348

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Nadav Sorek et al.
Plant physiology, 155(2), 706-720 (2010-12-09)
Prenylation primarily by geranylgeranylation is required for membrane attachment and function of type I Rho of Plants (ROPs) and Gγ proteins, while type II ROPs are attached to the plasma membrane by S-acylation. Yet, it is not known how prenylation
Cristina Belgiovine et al.
PloS one, 5(11), e14154-e14154 (2011-01-07)
Mesenchymal and amoeboid movements are two important mechanisms adopted by cancer cells to invade the surrounding environment. Mesenchymal movement depends on extracellular matrix protease activity, amoeboid movement on the RhoA-dependent kinase ROCK. Cancer cells can switch from one mechanism to
E Langelier et al.
The journal of histochemistry and cytochemistry : official journal of the Histochemistry Society, 48(10), 1307-1320 (2000-09-16)
We investigated the structure of the chondrocyte cytoskeleton in intact tissue sections of mature bovine articular cartilage using confocal fluorescence microscopy complemented by protein extraction and immunoblotting analysis. Actin microfilaments were present inside the cell membrane as a predominantly cortical
Jeffrey E McLean et al.
The Journal of biological chemistry, 286(25), 22147-22159 (2011-04-23)
Flaviviruses include the most prevalent and medically challenging viruses. Persistent infection with flaviviruses of epithelial cells and hepatocytes that do not undergo cell death is common. Here, we report that, in epithelial cells, up-regulation of autophagy following flavivirus infection markedly
Emiko Hiraoka et al.
Breast cancer (Tokyo, Japan), 26(5), 581-593 (2019-03-05)
Pseudopodia are actin-rich ventral protrusions associated with cell motility and cancer cell invasion. We previously applied our established method of using excimer laser cell etching to isolate pseudopodial proteins from MDA-MB-231 breast cancer cells. We later identified 14-3-3γ as an
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Product Information sheet -P1951
Product Information Sheet - P2141/P2495/P5282/P1951

Instructions

Product Information Sheet - P1951

Instructions

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