A1304
β-Amanitin
from Amanita phalloides, ≥85% (HPLC), powder, RNA polymerase inhibitor
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关于此项目
经验公式（希尔记法）:
C39H53N9O15S
化学文摘社编号:
分子量:
919.95
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
EC Number:
244-244-8
MDL number:
产品名称
β-Amanitin from Amanita phalloides, ≥85% (HPLC)
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
assay
≥85% (HPLC)
form
powder
storage temp.
−20°C
Quality Level
General description
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.
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.
- 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 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.
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 2 Dermal - Acute Tox. 2 Inhalation - Acute Tox. 2 Oral
存储类别
6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
wgk
WGK 3
法规信息
新产品
此项目有
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
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
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
F Jehl et al.
Analytical biochemistry, 149(1), 35-42 (1985-08-15)
A high-performance liquid chromatographic assay of alpha-amanitin and beta-amanitin in human serum, urine, or stomach washings is described. Sample preparation involves a chemical step with deproteinization and organic solvent treatment, and a selective cleanup and concentration step on reversed-phase prepacked
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.
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