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α-Amanitin

SIGMA/A2263 - from Amanita phalloides, ≥85% (HPLC), powder

CAS Number: 23109-05-9
Empirical Formula (Hill Notation): C39H54N10O14S
Molecular Weight: 918.97
EC Number: 245-432-2
MDL Number: MFCD00215842
Linear Formula: C39H54N10O14S
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-A2263-1MG 1 mg
$340.00
1/EA
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ε (extinction coefficient) 13,500 at 310 nm in H2O at 1 M
assay ≥85% (HPLC)
biological source Amanita phalloides
color white to light yellow
form powder
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
mol wt 918.97  g/mol
mp 254-255 °C (lit.)
Quality Level 200 
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
solubility H2O: 1.0 mg/mL
storage temp. −20°C
Amino Acid Sequence: Asn-Hyp-Hyi-Trp-Gly-Ile-Gly-Cys [Bridge: 4-8]
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: 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.
Caution: When stored frozen in the dark, retained samples were found to be greater than 99% by HPLC after two years.
Reconstitution: 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.
Purity ≥85% (HPLC)
mp 254-255 °C (lit.)
Storage Temp. −20°C
UNSPSC 12352202

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