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
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[12.11.11.03,11.04,9.016,20]hexatriaconta-3(11),4,6,8-tetraene-15,21,24,26,29,32,35-heptone
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P2141-1MG
305.00 CHF
305.00 CHF
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A propos de cet article
Formule empirique (notation de Hill) :
C35H48N8O11S
Numéro CAS:
Poids moléculaire :
788.87
Beilstein:
4347460
Numéro CE :
Numéro MDL:
Code UNSPSC :
12352202
ID de substance PubChem :
Nomenclature NACRES :
NA.32
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Laissez-nous vous aiderNom du produit
Phalloidin from Amanita phalloides, ≥90%
Source biologique
Amanita phalloides
Niveau de qualité
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
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Catégories apparentées
1 of 4
Cet article | 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 - |
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.[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
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.[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.
Mention d'avertissement
Danger
Mentions de danger
Conseils de prudence
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
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Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.
Thomas Pujol et al.
Proceedings of the National Academy of Sciences of the United States of America, 109(26), 10364-10369 (2012-06-13)
Actin filaments play a fundamental role in cell mechanics: assembled into networks by a large number of partners, they ensure cell integrity, deformability, and migration. Here we focus on the mechanics of the dense branched network found at the leading
Yaqi You et al.
Biomaterials, 269, 120356-120356 (2020-11-16)
Epicardial placement of mesenchymal stromal cells (MSCs) is a promising strategy for cardiac repair post-myocardial infarction, but requires the design of biomaterials to maximise the retention of donor cells on the heart surface and control their phenotype. To this end
Correlative light and electron microscopy of the cytoskeleton of cultured cells.
Svitkina TM1and Borisy GG
Methods in Enzymology, 298, 570-592 (1998)
Marjolein B M Meddens et al.
Microscopy and microanalysis : the official journal of Microscopy Society of America, Microbeam Analysis Society, Microscopical Society of Canada, 19(1), 180-189 (2013-01-26)
Podosomes are cellular adhesion structures involved in matrix degradation and invasion that comprise an actin core and a ring of cytoskeletal adaptor proteins. They are most often identified by staining with phalloidin, which binds F-actin and therefore visualizes the core.
Fluorescent phallotoxin, a tool for the visualization of cellular actin.
Wulf E
Proceedings of the National Academy of Sciences of the USA, 76(9), 4498-4502 (1979)
Contenu apparenté
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How should this peptide be diluted, and with what? What are the appropriate storage conditions, and how long will it remain stable?
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