3-Amino-2-oxazolidinone
(Synonyms: 硝基呋喃代谢产物-呋喃唑酮AOZ,AOZ) 目录号 : GC62793
3-Amino-2-oxazolidinone (AOZ) 是呋喃唑烷酮 的代谢物 (metabolite)。3-Amino-2-oxazolidinone 作为检测呋喃唑烷酮残留的一个指标。
Cas No.:80-65-9
Sample solution is provided at 25 µL, 10mM.
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Quality Control & SDS
- View current batch:
- Purity: >98.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
3-Amino-2-oxazolidinone (AOZ) is the metabolite of Furazolidone . 3-Amino-2-oxazolidinone is always be detected as a indicator of furazolidone residues in vivo[1].
[1]. Xi Ding, et al. Rapid and ultrasensitive detection of 3-amino-2-oxazolidinone in catfish muscle with indirect competitive enzyme-linked immunosorbent and immunochromatographic assays. Food and Agricultural Immunology
| Cas No. | 80-65-9 | SDF | |
| 别名 | 硝基呋喃代谢产物-呋喃唑酮AOZ,AOZ | ||
| 分子式 | C3H6N2O2 | 分子量 | 102.09 |
| 溶解度 | 储存条件 | Store at -20°C | |
| General tips | 请根据产品在不同溶剂中的溶解度选择合适的溶剂配制储备液；一旦配成溶液，请分装保存，避免反复冻融造成的产品失效。 储备液的保存方式和期限：-80°C 储存时，请在 6 个月内使用，-20°C 储存时，请在 1 个月内使用。 为了提高溶解度，请将管子加热至37℃，然后在超声波浴中震荡一段时间。 |
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| Shipping Condition | 评估样品解决方案：配备蓝冰进行发货。所有其他可用尺寸：配备RT，或根据请求配备蓝冰。 | ||
| 制备储备液 | |||
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1 mg | 5 mg | 10 mg |
| 1 mM | 9.7953 mL | 48.9764 mL | 97.9528 mL |
| 5 mM | 1.9591 mL | 9.7953 mL | 19.5906 mL |
| 10 mM | 0.9795 mL | 4.8976 mL | 9.7953 mL |
| 第一步：请输入基本实验信息（考虑到实验过程中的损耗，建议多配一只动物的药量） | ||||||||||
| 给药剂量 | mg/kg |  |
动物平均体重 | g | |
每只动物给药体积 | ul | |
动物数量 | 只 |
| 第二步：请输入动物体内配方组成（配方适用于不溶于水的药物；不同批次药物配方比例不同，请联系GLPBIO为您提供正确的澄清溶液配方） | ||||||||||
| % DMSO % % Tween 80 % saline | ||||||||||
| 计算重置 | ||||||||||
计算结果:
工作液浓度： mg/ml；
DMSO母液配制方法： mg 药物溶于 μL DMSO溶液（母液浓度 mg/mL，
体内配方配制方法：取 μL DMSO母液，加入 μL PEG300，混匀澄清后加入μL Tween 80，混匀澄清后加入 μL saline，混匀澄清。
1. 首先保证母液是澄清的；
2.
一定要按照顺序依次将溶剂加入，进行下一步操作之前必须保证上一步操作得到的是澄清的溶液，可采用涡旋、超声或水浴加热等物理方法助溶。
3. 以上所有助溶剂都可在 GlpBio 网站选购。
Design, synthesis, and biological evaluation of 3-Amino-2-oxazolidinone derivatives as potent quorum-sensing inhibitors of Pseudomonas aeruginosa PAO1
Eur J Med Chem 2020 May 15;194:112252.PMID:32244097DOI:10.1016/j.ejmech.2020.112252.
Due to the increasing resistance of Pseudomonas aeruginosa to most clinically relevant antimicrobials, it is challenging to treat bacterial infection with traditional antibiotics. Quorum sensing can regulate the production of biofilms and virulence factors which are closely related to bacterial resistance. Previously we synthesized a series of oxazolidinone compounds targeting the quorum-sensing transcriptional regulatory protein CviR and ZS-12 showed good activity against Chromobacterium violaceum CV026 quorum-sensing. In this study, eighteen 3-Amino-2-oxazolidinone compounds were designed and synthesized using ZS-12 as the lead compound. We initially evaluated the inhibitory activities of novel oxazolidinone compounds against QS using C. violaceum CV026 as a reporter strain. Thirteen compounds showed good activities (IC50 range 3.69-63.58 μM) and YXL-13 inhibition was the most significant (IC50 = 3.686 ± 0.5790 μM) against biofilm formation and virulence factors determination of P. aeruginosa PAO1. In vitro, YXL-13 significantly inhibited the formation of PAO1 biofilm (range 42.98%-17.67%), the production of virulence factors (pyocyanin, elastase, rhamnolipid, and protease), and bacterial motility. Moreover, the combination of YXL-13 with an antibiotic (meropenem trihydrate) could significantly improve the antibiotic susceptibility of biofilm P. aeruginosa PAO1 cells. In vivo, YXL-13 significantly prolonged the lifespan of wildtype Caenorhabditis elegans N2 infected by P. aeruginosa PAO1. In conclusion, YXL-13 is a candidate agent for antibiotic-resistant P. aeruginosa PAO1and provides a method for finding new antibacterial drugs.
Rapid and Sensitive Detection of 3-Amino-2-oxazolidinone Using a Quantum Dot-Based Immunochromatographic Fluorescent Biosensor
J Agric Food Chem 2016 Nov 16;64(45):8678-8683.PMID:27771947DOI:10.1021/acs.jafc.6b03732.
To monitor the levels of furazolidone in edible animal tissues, a fluorescent sensor was developed for the determination of 3-Amino-2-oxazolidinone (AOZ), the metabolite of furazolidone, featuring an immunochromatographic test strip assay (ITSA) integrated with a quantum dot (QD) label. The optimal QD-based ITSA sensor exhibits good dynamic linear detection for AOZ over the range of 0.1-100 μg/L, with a 50% inhibitory concentration (IC50) of 1.06 μg/L. The decision limit and the detection capability were 0.14-0.15 and 0.27-0.33 μg/kg, respectively, for this analyte using the QD-based ITSA sensor. These values represent an improvement over a previously reported gold nanoparticle-based immunochromatographic assay. The recoveries of AOZ in kinds of animal tissues were between 76.3 and 98.4% at the levels of 1.0, 5.0, and 10.0 μg/kg. The performance and practicality of our QD-based fluorescent immunosensor were confirmed by commercial ELISA kit and LC-MS/MS. In conclusion, the proposed sensor was a feasible detection method for AOZ analysis on site.
Application of a modified enzyme-linked immunosorbent assay for 3-Amino-2-oxazolidinone residue in aquatic animals
Anal Chim Acta 2010 Apr 7;664(2):151-7.PMID:20363397DOI:10.1016/j.aca.2010.02.010.
Furazolidone has been banned from use in food animals because of its carcinogenicity and mutagenicity, but its continued misuse is widespread in aquacultures. Therefore, there is an urgent need for a simple, reliable, and rapid method for the detection of its marker residue, 3-Amino-2-oxazolidinone (AOZ), in aquatic products. In this regard, we modified a simplified indirect competitive enzyme-linked immunosorbent assay (ic-ELISA) to address this need. A good linearity was achieved over a concentration range of 0.05-12.15 microg L(-1), and the IC(50) value was 0.96 microg L(-1). The sample preparation was simple and effective included water bath treatments, acid hydrolysis combined with overnight derivatization of AOZ by benzaldehyde. The limit of detection and the limit of quantification were 0.15 and 0.3 microg kg(-1). The recoveries of AOZ in all tissues were between 78.0-95.3% at the levels of 0.3, 1.0, and 2.0 microg kg(-1). The inter-assay variability was less than 19.1%. The modified ic-ELISA was applied in quantification of AOZ elimination in carp. The results showed that AOZ was quite difficult to eliminate. Good correlations of the results obtained by ELISA and LC-MS/MS were observed in incurred carp muscle (r=0.9923) and carp plasma (r=0.9915) at the levels of 2.5-571.8 microg kg(-1) (microg L(-1)). Better results were obtained by modified ic-ELISA when compared with commercial ELISA kit. Therefore, the present assay is considered a rapid, accurate, reliable, and inexpensive method for the detection of furazolidone-residues in the edible tissues of aquatic animals.
Effect of p-chloramphetamine on the inactivation of monoamine oxidase in rat brain by 3-Amino-2-oxazolidinone, 2-hydroxyethylhydrazine and pheylisopropylhydrazine
Arch Int Pharmacodyn Ther 1978 Mar;232(1):134-40.PMID:666453doi
p-Chloroamphetamine protected against the irreversible inactivation of monoamine oxidase in rat brain and liver by 3-Amino-2-oxazolidinone, an agent that leads to monoamine oxidase inhibition through conversion to an active metabolite, probably 2-hydroxyethyl-hydrazine. In contrast, p-chloramphetamine did not protect against the inactivation of monoamine oxidase by 2-hydroxyethylhydrazine itself or by phenylisoprophylhydrazine. The effect on 3-Amino-2-oxazolidinone may have been due to interference with its metabolism rather than to occupancy of active sites on monoamine oxidase by p-chloroamphetamine. Some implications of these findings relating ot the use of 3-Amino-2-oxazolidinone in evaluating reversible monoamine oxidase inhibitors and to the pharmacological effects of p-chloroamphetamine are discussed.
Development of an impedimetric immunosensor for the determination of 3-amino-2-oxazolidone residue in food samples
Anal Chim Acta 2011 Nov 7;706(1):120-7.PMID:21995918DOI:10.1016/j.aca.2011.08.018.
The use of furazolidone in food animals has been banned in European Union (EU) because of its carcinogenicity and mutagenicity on human health, but its continued misuse is widespread. Therefore, there is an urgent need for a simple, reliable, and rapid method for the detection of its marker residue, 3-Amino-2-oxazolidinone (AOZ), in food products. In this regard, a sensitive and reliable electrochemical method was presented to detect AOZ based on a novel label-free electrochemical impedimetric immunosensor to address this need. The immobilization of monoclonal antibody against AOZ (denoted as AOZ-McAb) on the gold electrode was carried out through a stable acyl amino ester intermediate generated by 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide (EDC) and N-hydrosuccinimide (NHS), which could condense antibodies on the self-assembled monolayer (SAM). The detection of AOZ was performed by measuring the relative change in charge transfer resistance before and after AOZ and AOZ-McAb immunoreaction by electrochemical impedance spectroscopy (EIS). Under the optimized conditions, the relative change in charge transfer resistance was proportional to the logarithmic value of AOZ concentrations in the range of 20.0 to 1.0×10(4) ng mL(-1) (r=0.9987). Moreover, the proposed immunosensor has a high selectivity to AOZ alone with no significant response to the metabolites of other nitrofuran antibiotics, such as 3-amino-5-morpholinomethyl-2-oxazolidinone (AMOZ), semicarbazide (SEM), and 1-aminohydantoin hydrochloride (AHD). This protocol has been applied to detect AOZ in food samples with satisfactory results.