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2-amino Benzamidoxime Sale

(Synonyms: 2-氨基苄氨肟) 目录号 : GC42114

A synthetic intermediate useful for pharmaceutical synthesis

2-amino Benzamidoxime Chemical Structure

Cas No.:16348-49-5

规格 价格 库存 购买数量
500mg
¥479.00
现货
1g
¥907.00
现货
5g
¥3,838.00
现货

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Sample solution is provided at 25 µL, 10mM.

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产品描述

2-amino Benzamidoxime is a synthetic intermediate useful for pharmaceutical synthesis.

Chemical Properties

Cas No. 16348-49-5 SDF
别名 2-氨基苄氨肟
Canonical SMILES N/C(C1=CC=CC=C1N)=N\O
分子式 C7H9N3O 分子量 151.2
溶解度 DMF: 5 mg/ml,DMSO: 5 mg/ml,Ethanol: 5 mg/ml,PBS (pH 7.2): 2 mg/ml 储存条件 Store at -20°C
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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。
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溶解性数据

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1 mg 5 mg 10 mg
1 mM 6.6138 mL 33.0688 mL 66.1376 mL
5 mM 1.3228 mL 6.6138 mL 13.2275 mL
10 mM 0.6614 mL 3.3069 mL 6.6138 mL
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Research Update

High-Throughput Fluorescence Assay for Ketone Detection and Its Applications in Enzyme Mining and Protein Engineering

ACS Omega 2020 Jun 4;5(23):13588-13594.PMID:32566823DOI:10.1021/acsomega.0c00245.

Ketones are of great importance as building blocks in synthetic organic chemistry and biocatalysis. Most ketones cannot easily be quantitatively assayed due to the lack of visible photometric properties. Effective high-throughput assay (HTA) development is therefore necessary for ketone determination. Inspired by previous works of an aldehyde assay based on 2-amino Benzamidoxime derivatives, we developed a colorimetric method for rapid a HTA of structurally diverse ketones by using para-methoxy-2-amino benzamidoxime (PMA). This PMA-based method is characterized by high sensitivity manner (μM) with low background, as checked by gas chromatography (GC). It can be used for quantitatively monitoring ketones by fluorescence screening in microtiter plates. Furthermore, this HTA method was employed in mining alcohol dehydrogenases (ADHs), and in directed evolution aimed at enhancing ADH activity in the catalytic transformation of alcohols to ketones. This work provides a general tool for ketone detection in biocatalyst development.

Rapid, hydrolytically stable modification of aldehyde-terminated proteins and phage libraries

J Am Chem Soc 2014 Jun 11;136(23):8149-52.PMID:24848432DOI:10.1021/ja5023909.

We describe the rapid reaction of 2-amino Benzamidoxime (ABAO) derivatives with aldehydes in water. The ABAO combines an aniline moiety for iminium-based activation of the aldehyde and a nucleophilic group (Nu:) ortho to the amine for intramolecular ring closure. The reaction between ABAO and aldehydes is kinetically similar to oxime formations performed under stoichiometric aniline catalysis. We characterized the reaction by both NMR and UV spectroscopy and determined that the rate-determining step of the process is formation of a Schiff base, which is followed by rapid intramolecular ring closure. The relationship between apparent rate constant and pH suggests that a protonated benzamidoxime acts as an internal general acid in Schiff-base formation. The reaction is accelerated by substituents in the aromatic ring that increase the basicity of the aromatic amine. The rate of up to 40 M(-1) s(-1) between an electron-rich aldehyde and 5-methoxy-ABAO (PMA), which was observed at pH 4.5, places this reaction among the fastest known bio-orthogonal reactions. Reaction between M13 phage-displayed library of peptides terminated with an aldehyde moiety and 1 mM biotin-ABAO derivative reaches completion in 1 h at pH 4.5. Finally, the product of reaction, dihydroquinazoline derivative, shows fluorescence at 490 nm suggesting a possibility of developing fluorogenic aldehyde-reactive probes based on ABAO framework.