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Fluorescent molecular probe and application thereof in detecting carbohydrates

A technology of fluorescent molecular probes and carbohydrate substances, which is applied in fluorescence/phosphorescence, luminescent materials, material excitation analysis, etc., to achieve the effects of sensitive fluorescence response, short reaction time, and strong anti-interference ability.

Inactive Publication Date: 2016-01-13
CHINA TOBACCO FUJIAN IND +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] However, many chemical substances of concern do not contain chromophores, such as sugars such as glucose, fructose, sucrose, and maltose, which cannot be directly detected by fluorescence. Therefore, it is necessary to design and synthesize fluorescent molecular probes to pass molecular recognition information through fluorescent signals. Efficient expression for direct detection of carbohydrates by fluorescence

Method used

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  • Fluorescent molecular probe and application thereof in detecting carbohydrates
  • Fluorescent molecular probe and application thereof in detecting carbohydrates
  • Fluorescent molecular probe and application thereof in detecting carbohydrates

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1Q1

[0066] The preparation of fluorescent molecular probe shown in embodiment 1Q1

[0067]

[0068] The synthesis of the fluorescent molecular probe shown in Q1 is divided into two steps:

[0069] first step,

[0070]

[0071] 1-pyrenebutyric acid (0.288g, 1mmol), WSC·HCl (0.211g, 1.1mmol) and HOBt (0.149g, 1.1mmol) were dissolved in 10mL of DMF, and stirred in an ice bath for 5 minutes. 3-Aminopyridine (0.094 g, 1 mmol) was added to the reaction solution and stirred overnight. 50 mL of dichloromethane was poured into the reactant, washed successively with hydrochloric acid (0.1M, 30 mL), water (2×30 mL) and saturated sodium chloride solution (30 mL). The organic solvent dichloromethane was removed with a rotary evaporator to obtain a yellow crude product, which was recrystallized with chloroform and cyclohexane to obtain an intermediate product Qm (0.22 g, 60%).

[0072] second step,

[0073]

[0074] The intermediate product Qm (0.182g, 0.5mmol) and 4-(bromomethyl)p...

Embodiment 2Q1

[0076] Fluorescence spectra before and after the fluorescent molecular probe shown in embodiment 2Q1 is combined with glucose

[0077] To prepare the probe solution:

[0078] Prepare 1000mL of 50mmol / LpH10.0 carbonate buffer. Accurately weigh 0.029g of Q1, dissolve it in 10mL of methanol, and prepare Q1 mother liquor 0.005mol / L. Pipette 2 mL of the mother liquor and add it to 98 mL of carbonic acid buffer to obtain a 0.1 mmol / L probe solution containing the fluorescent molecular probe indicated by Q1.

[0079] Prepare 1mol / L glucose solution.

[0080] Pipette 2mL of the probe solution into a fluorescence cuvette, draw a spectrum with a fluorescence spectrophotometer, and the excitation wavelength is 377nm. Then, 20 μL of glucose solution was added dropwise to 2 mL of the probe solution, stirred evenly, and a spectrogram was drawn with a fluorescence spectrophotometer, and the excitation wavelength was 377 nm. Comparison of fluorescence spectra emitted by fluorescent molecu...

Embodiment 3

[0083] The analysis of embodiment 3 tobacco water-soluble total sugars

[0084] 1) Sample pretreatment

[0085] Prepare samples according to the method described in YC / T31-1996 "Preparation of Tobacco and Tobacco Products Samples and Oven Method for Moisture Determination", and measure the moisture content.

[0086] Weigh 0.5g sample, add 20mL 5v / v% acetic acid solution, cover the stopper, shake and extract on the shaker for 30min. Filter with qualitative filter paper, collect the filtrate and mix evenly with 10mL of 1.0mol / L hydrochloric acid, heat in a water bath at 95°C for 15min, cool and then neutralize with 1.0mol / L sodium hydroxide to a pH value of 6.5-7, and then fix with deionized water The volume was reduced to 50mL, and the obtained sample extract was to be tested.

[0087] 2) Preparation of probe solution

[0088] Prepare 1000mL of 50mmol / LpH10.0 carbonate buffer. Accurately weigh 0.029g of Q1, dissolve it in 10mL of methanol, and make Q1 mother liquor 0.005mol...

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Abstract

The invention relates to a compound with a general formula I, wherein 1-pyrene butylamido is substituted at pyridine ring 2, 3 or 4 site; -B(OH)2 is substituted at benzene meta or para site; and X is F, Cl, Br or I. the compound can be used as a fluorescent molecular probe in carbohydrate detections. The compound has good water solubility, high fluorescent intensity, and highly efficient carbohydrate detection performance. The invention also relates to an application of the compound represented by the formula I as a fluorescent molecular probe in detecting carbohydrates. The invention also relates to a method for applying the compound represented by the general formula I in detecting carbohydrates and especially water-soluble total sugar in tobacco. The detection method provided by the invention is simple and economical, and has the advantages of good selectivity and high sensitivity.

Description

technical field [0001] The invention relates to a fluorescent molecular probe, in particular to a dye molecular probe using pyrene as a fluorophore. The fluorescent molecular probe has good detection performance for water-soluble sugars, especially water-soluble total sugars in tobacco . Background technique [0002] The water-soluble total sugars in tobacco include reducing glucose, fructose, sucrose (hydrolyzed into 1 molecule of glucose and 1 molecule of fructose) that can be hydrolyzed into reducing monosaccharides under the measurement conditions, maltose (hydrolyzed into 2 molecules of glucose) . When tobacco is smoked, the water-soluble total sugar is cracked at high temperature into low-level aldehydes, ketones and weakly acidic (pH5.3-6.5) substances, which have a positive impact on the aroma and taste of the smoke, and can reduce the irritation of the smoke , so water-soluble total sugar is an important chemical component that determines the quality of tobacco le...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F5/02C09K11/06G01N21/64
Inventor 黄延俊张建平黄朝章邓其馨谢卫刘泽春蔡国华吴欣江云宝
Owner CHINA TOBACCO FUJIAN IND
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