alpha-Amanitin

  • CAT Number: I002762
  • CAS Number: 23109-05-9
  • Molecular Formula: C39H54N10O14S
  • Molecular Weight: 919
  • Purity: ≥95%
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Alpha-Amanitin(CAT: I002762) is a toxic cyclic peptide that is produced by certain species of mushrooms, particularly the death cap mushroom (Amanita phalloides). It is considered one of the most lethal toxins found in nature, with a lethal dose estimated to be around 0.1 mg/kg of body weight. Alpha-Amanitin works by inhibiting RNA polymerase II, an enzyme that is responsible for transcribing DNA into mRNA, ultimately leading to the inhibition of protein synthesis and cell death. Due to its extreme toxicity, alpha-Amanitin has been used in research as a tool for studying RNA polymerase II function and in developing targeted anticancer therapies.

Catalog Number I002762
CAS Number 23109-05-9
Synonyms

α-Amanitin

Molecular Formula

C39H54N10O14S

Purity 95%
Target RNA polymerase II
Solubility 1 mg/ml in H2O, 5 mM in Ethanol, DMSO
Storage -20°C
IUPAC Name 2-[(1R,4S,8R,10S,13S,16S,34S)-34-[(2S)-butan-2-yl]-13-[(2R,3R)-3,4-dihydroxybutan-2-yl]-8,22-dihydroxy-2,5,11,14,27,30,33,36,39-nonaoxo-27λ4-thia-3,6,12,15,25,29,32,35,38-nonazapentacyclo[14.12.11.06,10.018,26.019,24]nonatriaconta-18(26),19(24),20,22-tetraen-4-yl]acetamide
InChI 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)/t16-,17-,19+,23-,24-,25-,26-,27-,31-,32-,64?/m0/s1
InChIKey CIORWBWIBBPXCG-JAXJKTSHSA-N
SMILES CCC(C)C1C(=O)NCC(=O)NC2CS(=O)C3=C(CC(C(=O)NCC(=O)N1)NC(=O)C(NC(=O)C4CC(CN4C(=O)C(NC2=O)CC(=O)N)O)C(C)C(CO)O)C5=C(N3)C=C(C=C5)O
Reference

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1. Lindell TJ, et al. Specific inhibition of nuclear RNA polymerase II by alpha-amanitin. Science. 1970 Oct 23;170(3956):447-449.<br />
2. Zhao J, et al. Pathological effects of the mushroom toxin alpha-amanitin on BALB/c mice. Peptides. 2006 Dec;27(12):3047-3052.</p>

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