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PHALLACIDIN

Product Name
PHALLACIDIN
CAS No.
26645-35-2
Chemical Name
PHALLACIDIN
Synonyms
PHALLICIDIN;PHALLACIDIN;Phallacidin DISCONTINUED;CYCLO(ALA-2-MERCAPTO-TRP-4;phallacidin from amanita phalloides;Phallacidin from Amanita phalloides;Cyclo(Ala-2-Mercapto-Trp-4;5-DIHYDROXY-LEU-VAL-ERYTHRO-3-HYDROXY-D-ASP-CYS-CIS-4-HYDROXY-PRO);-3-hydroxy-d-alpha-aspartyl-l-cysteinyl-cis-4-hydroxy-l-prolyl)cyclic(2-6)-s;cyclic(l-alanyl-2-mercapto-l-tryptophyl-4,5-dihydroxy-l-leucyl-l-valyl-erythro
CBNumber
CB6136097
Molecular Formula
C37H50N8O13S
Formula Weight
846.9
MOL File
26645-35-2.mol
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PHALLACIDIN Property

Density 
1.1678 (rough estimate)
refractive index 
1.7400 (estimate)
solubility 
DMF: Soluble; DMSO: Soluble; Methanol: Soluble; Water: Soluble
form 
White to off-white powder.
color 
White to off-white
Appearance
Solid Powder
biological source
Amanita phalloides
Sequence
Ala-Trp-Leu-Val-{D-Asp}-Cys-{Hyp} (Sulfide bridge: Trp2- Cys6)
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Safety

Hazard Codes 
T+
Risk Statements 
26/27/28
Safety Statements 
22-36/37/39-45
RIDADR 
1544
WGK Germany 
3
RTECS 
GT8943000
HazardClass 
6.1(a)
PackingGroup 
I
HS Code 
2934999090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Precautionary statements

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P262Do not get in eyes, on skin, or on clothing.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
P8157
Product name
Phallacidin from Amanita phalloides
Purity
≥85%
Packaging
1mg
Price
$389
Updated
2024/03/01
Cayman Chemical
Product number
18146
Product name
Phallacidin
Purity
≥90%
Packaging
1mg
Price
$214
Updated
2024/03/01
American Custom Chemicals Corporation
Product number
PEP0003782
Product name
PHALLACIDIN
Purity
95.00%
Packaging
1MG
Price
$354.9
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
PEP0003782
Product name
PHALLACIDIN
Purity
95.00%
Packaging
5MG
Price
$1062.38
Updated
2021/12/16
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PHALLACIDIN Chemical Properties,Usage,Production

Description

Phallacidin is a natural mycotoxin first isolated from the death cap mushroom, A. phalloides. It binds filamentous actin (F-actin) like phalloidin , but contains a carboxyl group for coupling reactions.

Uses

Toxin Phallacidin is a weak fluorescent bicyclic peptide probe in aquous solution, Which is isolated from Amanita phalloides mushroom and could be used for blocking F-actin staining by labeled phallotoxins, which promotes actin polymerization.

Uses

Phallacidin is a natural mycotoxin first isolated from the death cap mushroom. It binds filamentous actin like phalloidin.

Definition

ChEBI: A homodetic bicyclic heptapeptide having a sulfide bridge.

Biochem/physiol Actions

Phallacidin, which is a bicyclic toxin from the Amanita phalloides mushroom, has been shown to inhibit F-actin degradation by proteolytic enzymes including trypsin and α-chymotrypsin.

Enzyme inhibitor

This cyclic heptapeptide toxin (FWfree-acid = 846.92 g/mol; CAS 26645-35-2) from the poisonous green fungus Amanita phalloides stabilizes actin filaments and inhibits actin filament depolymerization. NBD phallacidin is a high-affinity, filamentous actin probe consisting of rabbit actin that is conjugated by reacting its thiol group with 4-chloro-7- nitrobenzofurazan, a yellow-green fluorescent dye. NBD phallacidin (Excitation at 465 nm; Emission at 536 nm) selectively stains F-actin un a manner that is superior to antibody staining, preferably in fixed and permeabilized samples. See Phalloidin

References

[1] L S BARAK. Fluorescence staining of the actin cytoskeleton in living cells with 7-nitrobenz-2-oxa-1,3-diazole-phallacidin.[J]. Proceedings of the National Academy of Sciences of the United States of America, 1980, 77 2: 980-984. DOI: 10.1073/pnas.77.2.980
[2] L S BARAK  W W W  R R Yocum. In vivo staining of cytoskeletal actin by autointernalization of nontoxic concentrations of nitrobenzoxadiazole-phallacidin.[J]. Journal of Cell Biology, 1981, 89 2: 368-372. DOI: 10.1083/jcb.89.2.368

PHALLACIDIN Preparation Products And Raw materials

Raw materials

Preparation Products

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PHALLACIDIN Suppliers

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26645-35-2, PHALLACIDINRelated Search:

3-AMINO-PENTANOIC ACID PENTAETHYLENEHEXAMINE 5-Aminolevulinic acid (R)-Isoserine 1,4,7,10,13-Pentaazatridecane (S)-3-Hydroxypyrrolidine DL-Isoserine Dibutylurea 1-Methyl-3-pyrrolidinol AC-TRP-NH2 4-Methylthio-2-butanone (2S,3S)-3-AMINO-2-HYDROXYHEXANOIC ACID (S)-3-Aminopentanoic acid PYRROLIDINE-1-CARBOXYLIC ACID AMIDE (S)-(+)-1-Methyl-3-pyrrolidinol L-TRP-GLY AMIDE PHALLACIDIN 1-AMINO-4-HYDROXY-BUTAN-2-ONE

  • 5-DIHYDROXY-LEU-VAL-ERYTHRO-3-HYDROXY-D-ASP-CYS-CIS-4-HYDROXY-PRO)
  • CYCLO(ALA-2-MERCAPTO-TRP-4
  • PHALLACIDIN FROM AMANITA PHALLOIDES;CYCLO(ALA-2-MERCAPTO-TRP-4;5-DIHYDROXY-LEU-VAL-ERYTHRO-3-HYDROXY-D-ASP-CYS-CIS-4-HYDROXY-PRO)
  • 5-<WBR>Dihydroxy-<WBR>Leu-<WBR>Val-<I>erythro</I>-3-Hydroxy-<SC>D</SC>-Asp-Cys-<I>cis</I>-4-Hydroxy-Pro)
  • Cyclo(Ala-<WBR>2-<WBR>Mercapto-<WBR>Trp-<WBR>4
  • PHALLACIDIN FROM AMANITA PHALLOIDES;CYCLO(ALA-<WBR>2-<WBR>MERCAPTO-<WBR>TRP-<WBR>4;5-<WBR>DIHYDROXY-<WBR>LEU-<WBR>VAL-<I>ERYTHRO</I>-3-HYDROXY-<SC>D</SC>-ASP-CYS-<I>CIS</I>-4-HYDROXY-PRO)
  • PHALLACIDIN
  • PHALLICIDIN
  • CYCLO[ALA-2-MERCAPTO-TRP-4,5-DIHYDROXY-LEU-VAL-ERYTHRO-3-HYDROXY-D-ASP-CYS-CIS-4-HYDROXY-PRO]
  • -3-hydroxy-d-alpha-aspartyl-l-cysteinyl-cis-4-hydroxy-l-prolyl)cyclic(2-6)-s
  • cyclic(l-alanyl-2-mercapto-l-tryptophyl-4,5-dihydroxy-l-leucyl-l-valyl-erythro
  • phallacidin from amanita phalloides
  • Cyclo[L-Ala-L-Trp2(1)-4,5-dihydroxy-L-Leu-L-Val-[(3S)-3-hydroxy-D-Asp-]-L-Cys(1)-L-c4Hyp-]
  • Cyclo[L-alanyl-2-mercapto-L-tryptophyl-4,5-dihydroxy-L-leucyl-L-valyl-(3S)-3-hydroxy-D-α-aspartyl-L-cysteinyl-(4S)-4-hydroxy-L-prolyl], cyclic (2→6)-thioether
  • Phallacidin DISCONTINUED
  • Phallacidin from <i>Amanita phalloides</i>
  • 26645-35-2
  • C37H50N8O13S
  • Biochemicals and Reagents
  • BioChemical
  • Auxiliary Proteins
  • Other
  • Proteins and Derivatives
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