P2141

Phalloidin Peptide

≥90% (HPLC), powder

• Synonyme(s) : 28-(2,3-dihydroxy-2-methylpropyl)-18-hydroxy-34-(1-hydroxyethyl)-23,31-dimethyl-12-thia-10,16,22,25,27,30,33,36-octazapentacyclo[12.11.11.0^3,11.0^4,9.0^16,20]hexatriaconta-3(11),4,6,8-tetraene-15,21,24,26,29,32,35-heptone
• Formule empirique (notation de Hill) : C₃₅H₄₈N₈O₁₁S
• CAS Number: 17466-45-4
• Poids moléculaire : 788.87
• Beilstein: 4347460
• Numéro CE : 241-484-5
• Numéro MDL: MFCD03427567
• Code UNSPSC : 12352202
• ID de substance PubChem : 24898277
• Nomenclature NACRES : NA.32

Propriétés

• Product Name: Phalloidin from Amanita phalloides, ≥90%
• Source biologique: Amanita phalloides
• Niveau de qualité: 200
• Essai: ≥90%
• Forme: powder
• Chaîne SMILES: CC(O)C1NC(=O)C(C)NC(=O)C(CC(C)(O)CO)NC(=O)C2Cc3c(SCC(NC1=O)C(=O)N4CC(O)CC4C(=O)NC(C)C(=O)N2)[nH]c5ccccc35
• InChI: 1S/C35H48N8O11S/c1-15-27(47)38-22-10-20-19-7-5-6-8-21(19)41-33(20)55-13-24(34(53)43-12-18(46)9-25(43)31(51)37-15)40-32(52)26(17(3)45)42-28(48)16(2)36-30(50)23(39-29(22)49)11-35(4,54)14-44/h5-8,15-18,22-26,41,44-46,54H,9-14H2,1-4H3,(H,36,50)(H,37,51)(H,38,47)(H,39,49)(H,40,52)(H,42,48)
• Clé InChI: KPKZJLCSROULON-UHFFFAOYSA-N

Description

Description générale

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 labeled phalloidin compounds can be produced.

Application

Phalloidin has been used:

• As a supplement in PEM buffer and dimethyl sulfoxide (DMSO).
• As a drug.
• In immunohistochemistry to stain F-actin.

Actions biochimiques/physiologiques

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.

Phalloidin is a toxin isolated from Amanita phalloides that binds polymeric F actin, stabilizing it and interfering with the function of
actin-rich structures.

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

Informations sur la sécurité

• Pictogrammes: GHS06
• Mention d'avertissement: Danger
• Mentions de danger: H300 + H310 + H330
• Conseils de prudence: P260 - P262 - P264 - P280 - P302 + P352 + P310 - P304 + P340 + P310
• Classification des risques: Acute Tox. 2 Oral
• Code de la classe de stockage: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable