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A2263

α-Amanitin

From Amanita phalloides, ≥85% (HPLC), RNA polymerase II and III inhibitor, powder

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Fórmula empírica (notación de Hill):
C39H54N10O14S
Número CAS:
23109-05-9
Peso molecular:
918.97
UNSPSC Code:
12352202
NACRES:
NA.32
PubChem Substance ID:
24890639
EC Number:
245-432-2
MDL number:
MFCD00215842
Beilstein/REAXYS Number:
1071138
Assay:
≥85% (HPLC)
Form:
powder
Quality level:
200
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Nombre del producto

α-Amanitin, from Amanita phalloides, ≥85% (HPLC), powder

biological source

Amanita phalloides

Quality Level

200

assay

≥85% (HPLC)

form

powder

mol wt

918.97  g/mol

color

white to light yellow

mp

254-255 °C (lit.)

solubility

H2O: 1.0 mg/mL

ε (extinction coefficient)

13,500 at 310 nm in H2O at 1 M

storage temp.

−20°C

SMILES string

CCC(C)C1NC(=O)CNC(=O)C2Cc3c([nH]c4cc(O)ccc34)S(=O)CC(NC(=O)CNC1=O)C(=O)NC(CC(N)=O)C(=O)N5CC(O)CC5C(=O)NC(C(C)C(O)CO)C(=O)N2

InChI

1S/C39H54N10O14S/c1-4-16(2)31-36(60)42-11-29(55)43-25-15-64(63)38-21(20-6-5-18(51)7-22(20)46-38)9-23(33(57)41-12-30(56)47-31)44-37(61)32(17(3)27(53)14-50)48-35(59)26-8-19(52)13-49(26)39(62)24(10-28(40)54)45-34(25)58/h5-7,16-17,19,23-27,31-32,46,50-53H,4,8-15H2,1-3H3,(H2,40,54)(H,41,57)(H,42,60)(H,43,55)(H,44,61)(H,45,58)(H,47,56)(H,48,59)

InChI key

CIORWBWIBBPXCG-UHFFFAOYSA-N

Application

α-Amanitin has been used:
  • for inducing transcriptional arrest in NT2 cells prior to immunofluorescence assay
  • to induce nephrotoxicity in mice renal tissues
  • to induce and analyse genotoxicity in mice bone marrow cells by cell viability assay, comet assay and chromosomal aberration assay

Biochem/physiol Actions

Inhibits eukaryotic RNA polymerase II and III; does not inhibit RNA polymerase I or bacterial RNA polymerase; inhibits mammalian protein synthesis.
The major toxic constituent of the mushroom, Amanita phalloides, inhibits eukaryotic RNA polymerase II and III, but does not inhibit RNA polymerase I or bacterial RNA polymerase. Inhibits mammalian protein synthesis.

Preparation Note

Store a 1 mg/ml aqueous stock solution frozen at -20°C. It does not degrade with repeated freeze-thaw cycles. Dilute into the appropriate buffer immediately prior to use. Product is destroyed by concentrated acid or base.

Disclaimer

When stored frozen in the dark, retained samples were found to be greater than 99% by HPLC after two years.

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

hcodes

H300,H373

Hazard Classifications

Acute Tox. 1 Oral - STOT RE 2

target_organs

Kidney,Blood,Liver,Gastrointestinal tract,Respiratory Tract,Central nervous system

Clase de almacenamiento

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

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Certificados de análisis (COA)

Lot/Batch Number
0000424280
0000424280
0000377163
0000377163
SLCQ3066

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