A2263

α-Amanitin

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

• Formule empirique (notation de Hill) : C₃₉H₅₄N₁₀O₁₄S
• Numéro CAS: 23109-05-9
• Poids moléculaire : 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

Propriétés

• Nom du produit: α-Amanitin, from Amanita phalloides, ≥85% (HPLC), powder
• biological source: Amanita phalloides
• Quality Segment: 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

Description

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.

Informations sur la sécurité

• pictograms: 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
• Classe de stockage: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• ppe: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• pcodes: P260 - P264 - P301 + P310 - P314 - P405 - P501