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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A propos de cet article
Formule empirique (notation de Hill) :
C35H48N8O11S
Numéro CAS:
Poids moléculaire :
788.87
NACRES:
NA.32
PubChem Substance ID:
UNSPSC Code:
12352202
EC Number:
241-484-5
MDL number:
Beilstein/REAXYS Number:
4347460
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Laissez-nous vous aiderNom du produit
Phalloidin from Amanita phalloides, ≥90%
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
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
biological source
Amanita phalloides
assay
≥90%
form
powder
Quality Level
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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 - |
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.[4] 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.[5]
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.
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.[4] 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.[5]
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 2 Oral
Classe de stockage
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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Proceedings of the National Academy of Sciences of the United States of America, 109(26), 10364-10369 (2012-06-13)
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Hepatic stellate cell (HSC) plays a key role in pathogenesis of liver fibrosis. During liver injury, hypoxia in local micro-environment is inevitable. Hif-1α is the key transcriptional regulation factor that induces cell's adaptive responses to hypoxia. Recently, it was reported
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