Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

A1304

Sigma-Aldrich

β-Amanitin

from Amanita phalloides, ≥85% (HPLC), powder, RNA polymerase inhibitor

Sign Into View Organizational & Contract Pricing

Select a Size

1 MG
CHF 606.00

CHF 606.00

Check Cart for Availability
Request a Bulk Order
All Photos(1)

Select a Size

Change View
1 MG
CHF 606.00

About This Item

Empirical Formula (Hill Notation):
C39H53N9O15S
CAS Number:
21150-22-1
Molecular Weight:
919.95
EC Number:
244-244-8
MDL number:
MFCD00151212
UNSPSC Code:
12352200
PubChem Substance ID:
24890528
NACRES:
NA.77

CHF 606.00

Check Cart for Availability
Request a Bulk Order

Product Name

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

Quality Level

200

Assay

≥85% (HPLC)

form

powder

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(O)=O)C(=O)N5CC(O)CC5C(=O)NC(C(C)C(O)CO)C(=O)N2

InChI

1S/C39H53N9O15S/c1-4-16(2)31-36(60)41-11-28(53)42-25-15-64(63)38-21(20-6-5-18(50)7-22(20)45-38)9-23(33(57)40-12-29(54)46-31)43-37(61)32(17(3)27(52)14-49)47-35(59)26-8-19(51)13-48(26)39(62)24(10-30(55)56)44-34(25)58/h5-7,16-17,19,23-27,31-32,45,49-52H,4,8-15H2,1-3H3,(H,40,57)(H,41,60)(H,42,53)(H,43,61)(H,44,58)(H,46,54)(H,47,59)(H,55,56)

InChI key

IEQCUEXVAPAFMQ-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

General description

β-Amanitin belongs to the family of amatoxins.[1] Amanitins are made of bicyclic octapeptides.[2] β-Amanitin is composed of a carboxyl group and is acidic in nature.[3]

Application

β-Amanitin from Amanita phalloides has been used:
  • as a calibration standard for the quantification of β-Amanitin using liquid chromatography-high resolution-mass spectrometry/mass spectrometry (LC-HR-MS/MS) method.[4]
  • to determine its concentration in urine samples by capillary zone electrophoresis (CZE).[5]
  • in the analysis of β-amanitin in toxic mushrooms by liquid chromatography coupled to time-of-flight mass spectrometry.[2]

Biochem/physiol Actions

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

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H300 + H310 + H330

Hazard Classifications

Acute Tox. 2 Dermal - Acute Tox. 2 Inhalation - Acute Tox. 2 Oral

Storage Class Code

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

WGK

WGK 3

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
0000390194
0000390194
SLCR3628
SLCN2396
SLCF3317

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Z Zhelev et al.
Toxicon : official journal of the International Society on Toxinology, 25(9), 981-987 (1987-01-01)
Pure beta-amanitin was isolated by combined adsorption chromatography of a crude methanol extract from Amanita phalloides on Sephasorb HP Ultrafine and Sephadex LH-20. The beta-amanitin was coupled to concanavalin A by the carbodiimide method. The conjugate was purified by fractionation
D N Vlaskin et al.
Bulletin of experimental biology and medicine, 141(1), 110-111 (2006-08-26)
Spectral studies of the interaction between amanitine and ethidium bromide fluorophore showed the appearance of a new intensive fluorescence band after addition of amanitine to ethidium bromide solution, caused by the formation of a charge-transfer complex. The new fluorescence band
Andreas G Helfer et al.
Journal of chromatography. A, 1325, 92-98 (2013-12-18)
Poisonings with Amanita phalloides toxins require fast diagnosis in order to avoid expensive and unnecessary therapies. Initial clinical assessment in combination with urinary amanitin analysis is necessary for a definite diagnosis. Therefore, a simple, fast, and robust method was developed
Z Zhelev et al.
Toxicon : official journal of the International Society on Toxinology, 28(11), 1360-1363 (1990-01-01)
The conjugates beta-amanitin-concanavalin A and phallacidin concanavalin A were tested for direct cytotoxicity on L1210 lymphocytic leukemia cells by a combined in vitro-in vivo bioassay. Both conjugates exerted strong direct cytotoxicity on the tumour cells.
H H Maurer et al.
Journal of chromatography. B, Biomedical sciences and applications, 748(1), 125-135 (2000-11-25)
Specific detection of amanitins in body fluids is necessary for an early diagnosis of an intoxication with amanita mushrooms. In this paper, a liquid chromatographic-mass spectrometric assay after immunoaffinity extraction (IAE-LC-MS) is described for the determination of alpha- and beta-amanitin
View All Related Papers

Questions

Reviews

No rating value

Active Filters

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service