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Fluorescence derivation reagent for detecting aldehyde substances and preparation method and application thereof

A technology of derivatizing reagents and substances, which is applied in the field of fluorescent derivatizing reagents for detecting aldehydes and its preparation, which can solve the problems of poor stability, high polarity, lack of chromophores or fluorophores, and achieve low detection limits, Simple operation and high sensitivity effect

Pending Publication Date: 2020-04-21
WUHAN UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Aldehyde compounds have good hydrophilicity, high polarity, and poor stability, and most of the aldehyde compounds themselves do not have chromophores or fluorophores, so they cannot be detected by optical detectors, and appropriate derivatives are required. Chemical treatment method to process it so that it can be detected by suitable detection equipment
[0004] At present, the commonly used detection method for aldehydes at home and abroad is 2,4 dinitrophenylhydrazine (DNPH) pre-column derivatization-HPLC / PDA for detection, but based on the limitation of PDA detector sensitivity, its detection limit is at a high level The level of numerical value cannot be achieved for the detection and monitoring of lower concentrations of aldehydes in the sample, and the sensitivity of the fluorescence detector (FLD) is higher than that of the PDA detector, but the fluorescence detector has higher requirements for the selection of derivatization reagents. It needs to be able to emit fluorescence itself or the product can emit fluorescence. Therefore, finding a suitable derivatization reagent is the key to realize the fluorescence detection of aldehyde compounds

Method used

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  • Fluorescence derivation reagent for detecting aldehyde substances and preparation method and application thereof
  • Fluorescence derivation reagent for detecting aldehyde substances and preparation method and application thereof
  • Fluorescence derivation reagent for detecting aldehyde substances and preparation method and application thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0042] Example 1 Preparation and characterization of 4-hydroxyaminobutyl-7-methylamino-coumarin

[0043] 1. Preparation of 4-hydroxyaminobutyl-7-methylamino-coumarin

[0044] 1. Synthesis of Ethyl 2-(1-hydroxycyclopentyl) acetate (compound 6)

[0045]

[0046]TMSCl (0.9mL, 72mmol) and zinc powder (6.3g, 96mmol) were added to 150mL of anhydrous ether, and stirred at room temperature for 15min. Heat to reflux (40°C), add dropwise a mixed solution of cyclopentanone (5g, 60mmol) and ethyl bromoacetate (12.0g, 72mmol) in the above reflux system, after the addition is complete, reflux for 20min, and then continue for 1h , TLC monitoring until the disappearance of the starting material. After the reaction was completed, after the reaction system was cooled, 300 mL of 2N hydrochloric acid was added and stirred for 15 min. Separate the organic phase, extract the aqueous phase with diethyl ether (2×50 mL), combine the organic phases, and wash with 5% NaHCO 3 solution to wash the ...

Embodiment 2

[0083] Embodiment 2 is used to detect the kit and detection method of aldehydes

[0084] 1. Composition of the detection kit

[0085] (1) Standard samples of aldehyde compounds: include the following components (by molar concentration)

[0086] 2mL formaldehyde standard concentration sample (1mmol / L) in each bottle.

[0087] 2mL acetaldehyde standard concentration sample (1mmol / L) in each bottle.

[0088] 2mL standard concentration sample of propionaldehyde (1mmol / L) in each bottle.

[0089] 2mL standard concentration sample of butyraldehyde (1mmol / L) in each bottle.

[0090] 2mL standard concentration of valeraldehyde in each bottle (1mmol / L).

[0091] 2mL standard concentration sample of hexanal (1mmol / L) in each bottle.

[0092] (2) 2mL HAMC aldehyde detection reagent (0.5mmol / L) per bottle.

[0093] (3) The detection buffer solution includes the following components (in terms of molar concentration): 2 mL of acetic acid-sodium acetate buffer solution (0.1 mol / L, pH 4...

Embodiment 3

[0097] The performance measurement of embodiment 3 kits

[0098] 1. Linear regression equation: select a series of C1-C6 fatty aldehyde standard solutions with different concentrations (from LOD to 8000nM) for analysis, take the concentration of the sample before derivatization as the abscissa (X), and the peak area of ​​the derivative product as the ordinate (Y ) to get the standard curve.

[0099] 2. Detection limit: continuously reduce the concentration of reactants until the product peak S / N=3, the corresponding fatty aldehyde concentration is the detection limit.

[0100] 3. Precision: Do 6 identical reaction samples in parallel (on the same day) and inject them separately to evaluate the RSD within the day; do 6 identical reaction samples in parallel every day for three consecutive days and inject samples separately to evaluate the daily RSD. Between RSDs.

[0101] The linear range, regression equation, detection limit and precision results of formaldehyde, acetaldehyd...

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Abstract

The invention provides a fluorescence derivation reagent for detecting aldehyde substances and a preparation method and application of the fluorescence derivation reagent. The reagent includes 4-hydroxyaminobutyl-7-methylamino-coumarin and has the following structural formula as shown in the specification; the fluorescent derivation reagent for detecting the aldehyde substances is a novel hydroxylamine derivation reagent HAMC with fluorescence, and can emit fluorescence; a detection kit prepared from the fluorescence derivation reagent for detecting the aldehyde substances, an aldehyde compound standard sample and a buffer solution for detection can detect aldehyde with lower concentration under a high performance liquid chromatography-fluorescence detector, and the detection is efficientand accurate.

Description

technical field [0001] The invention relates to the detection of six fatty aldehydes, in particular to a fluorescent derivatization reagent for detecting aldehydes and its preparation method and application. Background technique [0002] At present, aldehydes in daily life come from food processing, water disinfection by-products, decoration and furniture manufacturing, incomplete combustion of organic fuels and industrial emissions. Aldehydes are important pollutants. They have properties such as small molecular weight, strong volatility, and strong polarity, so they can easily enter the environment and cause a series of negative effects in contact with the human body. Aldehydes in the environment have many hazards: firstly, carcinogenicity. Many aldehydes can degrade tumor suppressor proteins and damage DNA damage repair mechanisms. The International Agency for Research on Cancer (IARC) directly recognizes formaldehyde as a human carcinogen; secondly, Strong irritant, suc...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D311/16C09K11/06G01N21/64
CPCC07D311/16C09K11/06G01N21/643C09K2211/1088
Inventor 谢智中马傲林亚维胡晓松
Owner WUHAN UNIV OF TECH
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