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Merck

A1304

Sigma-Aldrich

β-Amanitin

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

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About This Item

Empirische Formel (Hill-System):
C39H53N9O15S
CAS-Nummer:
Molekulargewicht:
919.95
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352200
PubChem Substanz-ID:
NACRES:
NA.77

product name

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

Qualitätsniveau

Assay

≥85% (HPLC)

Form

powder

Lagertemp.

−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)

InChIKey

IEQCUEXVAPAFMQ-UHFFFAOYSA-N

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Allgemeine Beschreibung

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

Anwendung

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.
  • to determine its concentration in urine samples by capillary zone electrophoresis (CZE).
  • in the analysis of β-amanitin in toxic mushrooms by liquid chromatography coupled to time-of-flight mass spectrometry.

Biochem./physiol. Wirkung

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.

Piktogramme

Skull and crossbones

Signalwort

Danger

Gefahreneinstufungen

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

Lagerklassenschlüssel

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

WGK

WGK 3


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U Bermbach et al.
Biochemistry, 29(29), 6839-6845 (1990-07-24)
Poly-L-ornithine with an average molecular weight of 32K was reacted with beta-amanitin hydroxysuccinimide ester to form an amide-linked toxin conjugate. Loading of the polymeric chain with amanitin was high, corresponding to up to 35% of the total weight. To this
Ramadan A Abuknesha et al.
Analytical and bioanalytical chemistry, 379(5-6), 853-860 (2004-06-29)
Polyclonal antisera to beta-amanitin were generated in sheep and used to construct a competitive ELISA for measurement of the toxin in human serum and urine. The assay had a detection limit of about 80 pg mL(-1), a dynamic range of
H H Maurer et al.
Journal of chromatography. B, Biomedical sciences and applications, 689(1), 81-89 (1997-02-07)
GC-MS is the method of choice for toxicological analysis of toxicants volatile in GC while non-volatile and/or thermally labile toxicants need LC-MS for their determination. Studies are presented on the toxicological detection of the amphetamine-like anorectic clobenzorex in urine by
Peng Li et al.
Gene, 532(1), 63-71 (2013-09-21)
Amanita exitialis is a lethal mushroom that was first discovered in Guangdong Province, China. The high content of amanitin in its basidiocarps makes it lethal to humans. To comprehensively characterize the A. exitialis transcriptome and analyze the Amanita toxins as
V A Robinson-Fuentes et al.
Journal of pharmaceutical and biomedical analysis, 47(4-5), 913-917 (2008-05-27)
Amanitins are toxins found in species of the mushroom genera Amanita, Lepiota and Galerina. Intoxication after ingestion of these mushrooms can be fatal with an estimated 20% of mortality rate. An early diagnosis is necessary in order to avoid invasive

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