P1951

Phalloidin–Tetramethylrhodamine B isothiocyanate

sequence from Amanita phalloides(synthetic: peptide sequence)

• Synonym(s): Phalloidin-TRITC
• Empirical Formula (Hill Notation): C₆₀H₇₀N₁₂O₁₃S₂
• Molecular Weight: 1231.40
• MDL number: MFCD00278840
• UNSPSC Code: 12352116
• NACRES: NA.32

Properties

• biological source: sequence from Amanita phalloides (synthetic: peptide sequence)
• Quality Level: 200
• form: solid
• fluorescence: λ_ex 540-545 nm; λ_em 570-573 nm
• storage temp.: −20°C

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 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

Safety Information

• Pictograms: GHS06
• Signal Word: Danger
• Hazard Statements: H300 + H310 + H330
• Precautionary Statements: P260 - P262 - P264 - P280 - P302 + P352 + P310 - P304 + P340 + P310
• 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