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MilliporeSigma

P2141

Phalloidin Peptide

≥90% (HPLC), powder

Sinónimos:

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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1 MG

$333.00

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Fórmula empírica (notación de Hill):
C35H48N8O11S
Número CAS:
Peso molecular:
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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Nombre del producto

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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1 of 4

Este artículo
P1951P528250556
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

Phalloidin has been used:
  • As a supplement in PEM buffer and dimethyl sulfoxide (DMSO).[1]
  • As a drug.[2]
  • In immunohistochemistry to stain F-actin.[3]

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.
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]

pictograms

Skull and crossbones

signalword

Danger

Hazard Classifications

Acute Tox. 2 Oral

Clase de almacenamiento

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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Questions

  1. How should this peptide be diluted, and with what? What are the appropriate storage conditions, and how long will it remain stable?

    1 answer
    1. 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

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