This product is tested for solubility in Methanol at 10 mg/mL. The peptide is also soluble in ethanol, butanol, DMSO, pyridine, and water (at lower rates). Long term solution stability has not been determined, when possible prepare fresh. External sources indicate stock solutions may be stored up to 6 months at -20°C in aliquots and protected from light. Please see the link below for additional information available in the product datasheet:
https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/product/documents/394/433/p2141pis-ms.pdf
P2141
Phalloidin Peptide
≥90% (HPLC), powder
Synonym(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[12.11.11.03,11.04,9.016,20]hexatriaconta-3(11),4,6,8-tetraene-15,21,24,26,29,32,35-heptone
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About This Item
Empirical Formula (Hill Notation):
C35H48N8O11S
CAS Number:
Molecular Weight:
788.87
Beilstein:
4347460
EC Number:
MDL number:
UNSPSC Code:
12352202
PubChem Substance ID:
NACRES:
NA.32
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Product Name
Phalloidin from Amanita phalloides, ≥90%
biological source
Amanita phalloides
Quality Level
Assay
≥90%
form
powder
SMILES string
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)
InChI key
KPKZJLCSROULON-UHFFFAOYSA-N
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Related Categories
1 of 4
This Item | P1951 | P5282 | 50556 |
|---|---|---|---|
| assay ≥90% | assay - | assay - | assay ≥90% (HPLC) |
| biological source Amanita phalloides | biological source sequence from Amanita phalloides (synthetic: peptide sequence) | biological source sequence from Amanita phalloides (synthetic: peptide sequence) | biological source - |
| Quality Level 200 | Quality Level 200 | Quality Level 200 | Quality Level 100 |
| form powder | form solid | form solid | form - |
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.[1] 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.[2]
Application
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.[1] 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.[2]
Phalloidin is a toxin isolated from Amanita phalloides that binds polymeric F actin, stabilizing it and interfering with the function of
actin-rich structures.
actin-rich structures.
Toxin that binds polymeric F actin, stabilizing it and interfering with the function of actin-rich structures.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
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
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