ε-Amanitin

ε-Amanitin, a cyclic peptide isolated from a variety of mushroom species, potently binds to and inhibits the activity of RNA polymerase II.

Product information

CAS Number: 21705-02-2

Molecular Weight: 903.96

Formula: C39H53N9O14S

Chemical Name: 2-[(1R, 4S, 8R, 10S, 13S, 16S, 34S)-34-[(2S)-butan-2-yl]-8, 22-dihydroxy-13-[(2R, 3S)-3-hydroxybutan-2-yl]-2, 5, 11, 14, 27, 30, 33, 36, 39-nonaoxo-27-thia-3, 6, 12, 15, 25, 29, 32, 35, 38-nonaazapentacyclo[14.12.11.0, .0, .0, ]nonatriaconta-18(26), 19(24), 20, 22-tetraen-4-yl]acetic acid

Smiles: CC[C@H](C)[C@@H]1NC(=O)CNC(=O)[C@@H]2CC3C4=CC=C(O)C=C4NC=3S(=O)C[C@H](NC(=O)CNC1=O)C(=O)N[C@@H](CC(O)=O)C(=O)N1C[C@H](O)C[C@H]1C(=O)N[C@@H]([C@@H](C)[C@H](C)O)C(=O)N2

InChiKey: OFILNAORONITPV-ZUROAWGWSA-N

InChi: InChI=1S/C39H53N9O14S/c1-5-16(2)31-36(59)41-12-28(52)42-26-15-63(62)38-22(21-7-6-19(50)8-23(21)45-38)10-24(33(56)40-13-29(53)46-31)43-37(60)32(17(3)18(4)49)47-35(58)27-9-20(51)14-48(27)39(61)25(11-30(54)55)44-34(26)57/h6-8,16-18,20,24-27,31-32,45,49-51H,5,9-15H2,1-4H3,(H,40,56)(H,41,59)(H,42,52)(H,43,60)(H,44,57)(H,46,53)(H,47,58)(H,54,55)/t16-,17-,18-,20+,24-,25-,26-,27-,31-,32-,63?/m0/s1

Technical Data

Appearance: Solid Power

Purity: ≥98% (or refer to the Certificate of Analysis)

Solubility: Soluble in DMSO

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical or refer to Certificate of Analysis

Storage Condition: Dry, dark and -20 ^oC for 1 year or refer to the Certificate of Analysis.

Shelf Life: ≥360 days if stored properly.

Stock Solution Storage: 0 - 4 ^oC for 1 month or refer to the Certificate of Analysis.

Drug Formulation: To be determined

HS Tariff Code: 382200

How to use

In Vitro:

Amatoxin Family includes alpha-Amanitin, beta-Amanitin, gamma-Amanitin, epsilon-Amanitin (ε-Amanitin), Amanullin, Amanullinic acid, Amaninamide, Amanin and Proamanullin. Amatoxins are potent and selective inhibitors of RNA polymerase II, a vital enzyme in the synthesis of messenger RNA (mRNA), microRNA, and small nuclear RNA (snRNA). By inhibiting the synthesis of mRNA, Amatoxins thereby stop cell metabolism by inhibiting transcription and protein biosynthesis, which results in cellular apoptosis. Consequently Amatoxins stop cell growth and proliferation.

References:

1. Jan Grunewald, et al. Amatoxin derivatives and conjugates thereof as inhibitors of rna polymerase. WO2016071856A1.
2. Kaya E, et al. Amanitin and phallotoxin concentration in Amanita phalloides var. alba mushroom. Toxicon. 2013;76:225-233.

Products are for research use only. Not for human use.