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Beta-Zearalanol Sale

(Synonyms: B-赤霉醇) 目录号 : GC35504

Beta-Zearalanol 是由镰刀菌属 Fusarium 产生的一种霉菌毒素,可以在哺乳动物生殖细胞中引起细胞凋亡 (apoptosis) 和氧化应激反应。 Beta-Zearalanol 是玉米赤霉烯酮(ZEA)的衍生物,可以与葡萄糖醛酸 (glucuronic acid) 结合。

Beta-Zearalanol Chemical Structure

Cas No.:42422-68-4

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10mM (in 1mL DMSO)
¥1,584.00
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5mg
¥1,440.00
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10mg
¥2,340.00
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产品描述

Beta-Zearalenol is an mycotoxin produced by Fusarium spp, which causes apoptosis and oxidative stress in mammalian reproductive cells[1]. Beta-Zearalenol is the derivative of zearalenone (ZEA) which can conjugate with glucuronic acid[2].

βeta-Zearalenol (0-200 μM; 24 hours) inhibits BGC proliferation in a dose-dependent manner, with an IC50 of 25 μM[1].βeta-Zearalenol (0-100 μM; 72 hours) shows high toxic with an IC50 of 15.2 μM in the HepG2 cells, synergistic effect of β-ZOL+ZEN or β-ZOL+α-ZOL with IC50 values of 19.8 uM, 16.8 uM, respectively[2].βeta-Zearalenol (0-10 μM; 72 hours) has the highest inhibition effect on the all three investigated cytokines: IL-8, IL-1β and TNF-α by comparation with ZEA or α-Zearalenol[2]. Cell Viability Assay[2] Cell Line: HepG2 cells

[1]. Yang F, et al. Melatonin alleviates β-zearalenol and HT-2 toxin-induced apoptosis and oxidative stress in bovine ovarian granulosa cells. Environ Toxicol Pharmacol. 2019 May;68:52-60. [2]. Marin DE, et al. Cytotoxic and inflammatory effects of individual and combined exposure of HepG2 cells to zearalenone and its metabolites. Naunyn Schmiedebergs Arch Pharmacol. 2019 Aug;392(8):937-947.

Chemical Properties

Cas No. 42422-68-4 SDF
别名 B-赤霉醇
Canonical SMILES O=C1C2=C(O)C=C(O)C=C2CCCCC[C@H](O)CCC[C@H](C)O1
分子式 C18H26O5 分子量 322.4
溶解度 Methanol: 10 mg/ml 储存条件 Store at -20°C
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1 mM 3.1017 mL 15.5087 mL 31.0174 mL
5 mM 0.6203 mL 3.1017 mL 6.2035 mL
10 mM 0.3102 mL 1.5509 mL 3.1017 mL
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Research Update

Determination of zeranol and Beta-Zearalanol in calf urine by immunoaffinity extraction and gas chromatography-mass spectrometry after repeated administration of zeranol

J Chromatogr 1991 Apr 5;564(2):493-502.PMID:1874854DOI:10.1016/0378-4347(91)80518-h.

A method for the determination of zeranol and its metabolite Beta-Zearalanol in bovine urine is described. It has been applied to samples from calves given multiple subcutaneous doses of zeranol. Samples were extracted with immunoaffinity columns containing antibodies raised against zeranol and were analysed by gas chromatography-mass spectrometry. The immunoaffinity columns were prepared by coupling immunoglobulin G fractions obtained from rabbit antisera with a Sepharose matrix. The immunizing agent was carboxybutylzeranol coupled to bovine serum albumin. Gas chromatography-mass spectrometry was performed in the negative-ion chemical ionization mode, after derivatization of the compounds to their pentafluorobenzyl ethers, and allowed detection of analytes with a sensitivity of 0.01 ppb in spiked urine. The derivatization method and the gas chromatographic determination were also applied to the similar compounds zearalanone, zearalenone and beta-zearalenol. A synthesis of dideuterated zeranol and Beta-Zearalanol by isotopic exchange is described. These deuterated analogues had an isotopic purity of more than 99% and were used for quantitation of zeranol and Beta-Zearalanol by isotope dilution mass spectrometry. The recoveries of zeranol and Beta-Zearalanol, using the immunoaffinity columns, were determined after extraction from spiked urine and were 84 and 64%, respectively. The urines of treated calves were collected for several days after treatments and were analysed after hydrolysis with beta-glucuronidase and arylsulphatase. The samples showed variable but generally decreasing concentrations of zeranol and Beta-Zearalanol. The levels of Beta-Zearalanol ranged from less than 0.01 to 98 ppb and were 1.2-3.2 times higher than those of zeranol.

Determination of the cross-reactivities for alpha-zearalenol, beta-zearalenol, zearalanone, alpha-zearalanol, and Beta-Zearalanol on three commercial immunoaffinity columns targeting zearalenone

J AOAC Int 2007 Jul-Aug;90(4):1197-202.PMID:17760358doi

Immunoaffinity extraction has become increasingly important as a sample preparation and cleanup method in mycotoxin analysis. In this study, the antibody specificities of 3 commercial immunoaffinity columns (IACs) targeting zearalenone (ZON) were compared for alpha-zearalenol, beta-zearalenol, zearalanone, alpha-zearalanol, and Beta-Zearalanol. The recoveries of ZON and its 5 analogs were determined in triplicate when extracted from 10 mL circumneutral river water samples spiked with 20 ng analyte individually or in a mixture. The analytes were analyzed by means of electrospray ionization liquid chromatography/tandem mass spectrometry using deuterated internal standards for quantitation. Recoveries ranged from 69 to 115% for all analytes with relative standard deviations of 1-39%. Cross-reactivities for the analogs were > 80% when applied both individually and in a mixture. No significant competition effects were observed when the compounds were applied as a multianalyte mixture well below the stated IAC capacities. The results obtained here demonstrate that all IACs tested are highly cross-reactive towards the 5 ZON derivatives and may be applied for their simultaneous extraction or cleanup.

Development and validation of a screening method for DES, zeranol, and Beta-Zearalanol in bovine urine by HRGC-MS and evaluation of robustness for routine survey of the Brazilian herd

J Anal Toxicol 1998 Sep;22(5):367-73.PMID:9737331DOI:10.1093/jat/22.5.367.

A method and evaluated for screening and confirmation of diethylstilbestrol (DES), alpha- and Beta-Zearalanol in bovine urine was developed. The residues were extracted from urine by C18 cartridges and purified on alumina columns. For screening and confirmation purposes, the anabolic derivatives were analyzed by gas chromatography-mass spectrometry after derivatization with BSTFA + 1% TMCS or a solution of PFPA/acetone (1:2, v/v), respectively. The recovery of most analytes for the whole procedure was higher than 96%, with a detection limit of 0.5 ppb. This procedure is being routinely applied to the Brazilian National Program for the Control of Residues in Meat (PNCRBC).

Zearalenone and Its Metabolites in Blood Serum, Urine, and Milk of Dairy Cows

Animals (Basel) 2022 Jun 27;12(13):1651.PMID:35804550DOI:10.3390/ani12131651.

After oral contamination, zearalenone (ZEN) is rapidly absorbed in organisms and can be detected in biological fluids. In this study, we investigated the metabolites of ZEN in the biological fluids of cows (blood, urine, milk). The study was divided into three stages: preparation (the first stage), investigation (the second stage), and final stage (the third stage). Samples of biological fluids were taken 7, 21, and 35 days after the beginning of the study. At the first stage and at the second stage, the cows were fed a total mixed ration (TMR) with naturally contaminated mycotoxin-zearalenone (500 ± 75 µg/kg). In the third stage, the cows were fed a TMR without mycotoxins. This study established that at the second stage, the alpha-zearalenol concentrations in the serum increased by 92% and the Beta-Zearalanol in the urine decreased by 48% compared to the first stage (p < 0.05). The beta-zearalenol and zearalanone concentrations in the urine were higher compared to that of the alpha-zearalenol. The zearalenone concentration in the milk at the second stage was 35% higher than at the first stage (p < 0.05). A significant negative correlation (r = −0.540) was determined between the beta-zearalenol and Beta-Zearalanol concentrations in the urine and the positive significant correlation (r = 0.826) between the Beta-Zearalanol and alpha-zearalenol concentrations in the serum (p < 0.05). During the study, it was determined that feeding cows for two weeks with a TMR without mycotoxins can reduce concentrations of alpha-zearalanol, beta-zearalenol, and Beta-Zearalanol in the biological fluids and can reduce the concentrations of ZEN in the milk, but does not reduce the concentration of zearalanone.

A novel biosensor for the detection of zearalenone family mycotoxins in milk

J Microbiol Methods 2010 Jan;80(1):44-8.PMID:19887091DOI:10.1016/j.mimet.2009.10.017.

In this study, a method for detecting estrogenic mycotoxin residues in milk was developed utilizing bioluminescent whole-cell biosensors. Milk products of various compositions were spiked with the estrogenic mycotoxins zearalenone and its metabolites zearalanone, alpha-zearalanol, Beta-Zearalanol, alpha-zearalenol and beta-zearalenol. The estrogenic response was detected by a whole-cell biosensor based on a genetically modified Saccharomyces cerevisiae strain that in the presence of an estrogenic compound produces firefly luciferase-enzyme and further light emission within a system provided with D-luciferin substrate. The results show that the yeast sensor reacts to mycotoxins with typical sigmoidal response at nanomolar concentrations. The response differs in different milk products with regard to the fat content of the milk. Due to short assay time of less than 3h and automation the approach can be used as a bioavailability and activity screening method prior to more detailed chemical analysis.