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A1304

Sigma-Aldrich

β-Amanitin

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

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About This Item

Fórmula empírica (notación de Hill):
C39H53N9O15S
Número de CAS:
21150-22-1
Peso molecular:
919.95
Número CE:
244-244-8
Número MDL:
MFCD00151212
Código UNSPSC:
12352200
ID de la sustancia en PubChem:
24890528
NACRES:
NA.77

product name

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

Nivel de calidad

200

Análisis

≥85% (HPLC)

formulario

powder

temp. de almacenamiento

−20°C

cadena SMILES

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)

Clave InChI

IEQCUEXVAPAFMQ-UHFFFAOYSA-N

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Descripción general

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.

Aplicación

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.

Acciones bioquímicas o fisiológicas

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.

Pictogramas

Skull and crossbones
GHS06

Palabra de señalización

Danger

Frases de peligro

H300 + H310 + H330

Clasificaciones de peligro

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

Código de clase de almacenamiento

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

Clase de riesgo para el agua (WGK)

WGK 3

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Chiemi Nishizawa et al.
Chudoku kenkyu : Chudoku Kenkyukai jun kikanshi = The Japanese journal of toxicology, 16(4), 441-445 (2004-01-27)
High-performance liquid chromatographic (HPLC) assay has been developed for the simultaneous determination of alpha-amanitin, beta-amanitin and phalloidin in serum. Three toxins were extracted by reflux in a water bath at 80 degrees C for one hour and purified by Sep-Pak
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
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
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
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