ChemicalBook CAS DataBase List 26645-35-2

26645-35-2

Name	PHALLACIDIN
CAS	26645-35-2
Molecular Formula	C37H50N8O13S
MDL Number	MFCD00063359
Molecular Weight	846.9
MOL File	26645-35-2.mol

Synonyms

PHALLACIDIN PHALLICIDIN Phallacidin DISCONTINUED 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) -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 Cyclo[L-Ala-L-Trp2(1)-4,5-dihydroxy-L-Leu-L-Val-[(3S)-3-hydroxy-D-Asp-]-L-Cys(1)-L-c4Hyp-] CYCLO[ALA-2-MERCAPTO-TRP-4,5-DIHYDROXY-LEU-VAL-ERYTHRO-3-HYDROXY-D-ASP-CYS-CIS-4-HYDROXY-PRO] 5-Dihydroxy-Leu-Val-erythro-3-Hydroxy-<SC>D</SC>-Asp-Cys-cis-4-Hydroxy-Pro) PHALLACIDIN FROM AMANITA PHALLOIDES;CYCLO(ALA-2-MERCAPTO-TRP-4;5-DIHYDROXY-LEU-VAL-ERYTHRO-3-HYDROXY-D-ASP-CYS-CIS-4-HYDROXY-PRO) 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 FROM AMANITA PHALLOIDES;CYCLO(ALA-2-MERCAPTO-TRP-4;5-DIHYDROXY-LEU-VAL-ERYTHRO-3-HYDROXY-<SC>D</SC>-ASP-CYS-CIS-4-HYDROXY-PRO)

Chemical Properties

Boiling point	1435.246±65.00 °C(Press: 760.00 Torr)(predicted)
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.
pka	3.129±0.11(predicted)
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)
InChIKey	KUBDTFZQCYLLGC-UHFFFAOYSA-N
SMILES	CC(C)C1NC(=O)C(CC(C)(O)CO)NC(=O)C2Cc3c(SCC(NC(=O)C(NC1=O)C(O)C(O)=O)C(=O)N4CC(O)CC4C(=O)NC(C)C(=O)N2)[nH]c5ccccc35

Safety Data

Hazard Codes	T+
Risk Statements	26/27/28 less more
Safety Statements	22-36/37/39-45 less more
RIDADR	1544
WGK Germany	3
RTECS	GT8943000
HazardClass	6.1(a)
PackingGroup	I
HS Code	2934999090
Storage Class	6.1A - Combustible acute toxic Cat. 1 and 2 very toxic hazardous materials
Hazard Classifications	Acute Tox. 1 Inhalation Acute Tox. 2 Dermal Acute Tox. 2 Oral

Hazard Information

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.

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

Supplier

Shanghai Tauto Biotech Co., Ltd.

Telephone021-51320588

Websitehttp://www.tautobiotech.com/

Sigma-Aldrich

Telephone021-61415566 800-8193336

Websitehttps://www.sigmaaldrich.cn

Shanghai EFE Biological Technology Co., Ltd.

Telephone021-65675885 18964387627

Websitehttp://www.efebio.com

Chengdu Huachun Technology Co., Ltd

Telephone400-1166-196 15982826727

Websitehttp://www.hx-r.com

Beijing Solarbio Science & Tecnology Co., Ltd.

Telephone17801761073 18101056239

Websitehttp://www.solarbio.com

Shanghai Zhen Li Biological Technology Co., Ltd

Telephone021-16621358918; 18516310516;16621358918;13045646768

Websitehttps://www.chemicalbook.com/ShowSupplierProductsList30395/0_EN.htm

Shanghai Hongye Biotechnology Co. Ltd

Telephone400-9205774 400-920-5774

Websitehttp://www.glpbio.cn/

ChemeGen(Shanghai) Biotechnology Co.,Ltd.

Telephone 18818260767

Websitehttp://www.chemegen.com

ShangHai Anpel Co, Ltd.

Telephone 18502138905

Websitehttps://www.labsci.com.cn/index

Energy Chemical

Telephone021-58432009 400-005-6266

Websitehttp://www.energy-chemical.com

Changzhou Xianglong Pharmaceutical Technology Co., LTD

Telephone 18661161657

Websitehttp://www.xianglongpharm.com/

TargetMol Chemicals Inc.

Telephone4008200310 15002144251

Websitehttps://www.targetmol.cn/

Auonsi (Shanghai) Biology Technology Co., Ltd.

Telephone400-1107768 15058188853

Websitehttp://www.auonsi.com/

Hubei CuiRan Biotechnology Co., Ltd.

Telephone18162795156 18162795156

Websitehttp://www.biocuiyuan.com/

RENI Pharmaceutical Technology Co., Ltd

Telephone028-87865381 18108190480

Websitehttp://www.scjctc.com/

Chengdu Peter-like Biotechnology Co., Ltd.

Telephone028-81700200 13308200041

Websitehttps://www.weikeqi-biotech.com/

Chengdu DeSiTe Biological Technology Co., Ltd

Telephone 17308096051 17308096051

Websitehttps://www.lemeitian.cn/

Shaanxi Dideu Medichem Co. Ltd

Telephone81148925 17391631969

Website

1of4

Related Products

Send Inquriy