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P1951

Sigma-Aldrich

Phalloidin–Tetramethylrhodamine B isothiocyanate

sequence from Amanita phalloides(synthetic: peptide sequence)

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Synonym(s):
Phalloidin-TRITC
Empirical Formula (Hill Notation):
C60H70N12O13S2
Molecular Weight:
1231.40
MDL number:
NACRES:
NA.32

biological source

sequence from Amanita phalloides (synthetic: peptide sequence)

Quality Level

form

solid

fluorescence

λex 540-545 nm; λem 570-573 nm

storage temp.

−20°C

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P5282P214114479
Sigma-Aldrich

Sigma-Aldrich

14479

Phalloidin-Atto 490LS

form

solid

form

solid

form

powder

form

-

storage temp.

−20°C

storage temp.

−20°C

storage temp.

-

storage temp.

−20°C

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

100

fluorescence

λex 540-545 nm; λem 570-573 nm

fluorescence

λex 495 nm; λem 520 nm(lit.)

fluorescence

-

fluorescence

-

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

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Pictograms

Skull and crossbones

Signal Word

Danger

Hazard Statements

Hazard Classifications

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

Storage Class Code

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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