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Preparation method of fluorescent probe for identification of microfilament bacteria

A technology of fluorescent probes and microthrix, applied in the direction of fluorescence/phosphorescence, chemical instruments and methods, luminescent materials, etc., can solve the problems of low cell penetration rate, low rRNA content, etc., and achieve high fluorescence intensity and stable fluorescence properties , the effect of simple preparation method

Active Publication Date: 2014-09-03
TIANJIN CHENGJIAN UNIV
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Problems solved by technology

However, FISH can only identify microorganisms with known nucleic acid sequences, and the FISH method has disadvantages such as low cell penetration rate, low rRNA content, and the influence of microbial autofluorescence and fluorescence fading.

Method used

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  • Preparation method of fluorescent probe for identification of microfilament bacteria

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preparation example Construction

[0019] The preparation method of the fluorescent probe for identifying Microthrix of the present invention realizes the synchronization of the preparation and modification of the fluorescent dye. In the synthesis route of the carbazole pyridine styrene cyanine dye, a halogenated long carbon chain compound The 4-methylpyridine moiety is modified, and then reacted with the 3-formyl-N-ethylcarbazole moiety to obtain a fluorescent probe with a long hydrophobic chain. This process mainly includes the following steps:

[0020] (1) Synthesis of long-chain alkyl-4-methylpyridine halide salts

[0021] 0.8-1.5 parts of 4-methylpyridine, 0.7-1.3 parts of halogenated long carbon chain compound and 28 parts of toluene were respectively added to the round-bottomed flask, and the magnetic stirring was fully dissolved to carry out the reaction. The reaction temperature was 120 ° C. After the reaction was completed, Cool to room temperature, remove the upper layer of toluene to obtain oil, and...

Embodiment 1

[0030] 0.4650g of 4-methylpyridine, 1.5268g of 1-bromohexadecane and 15mL of toluene were respectively added to the round-bottomed flask, fully dissolved by magnetic stirring, refluxed at 120°C, after the reaction was completed, cooled to room temperature, removed the upper layer of toluene, washed with n-hexane The yellow oil remained three times, and the washed product was evaporated under reduced pressure in a rotary evaporator to remove the solvent to obtain 1-hexadecyl-4-methylpyridine bromide with a yield of 91.5%. 9.5 mL of phosphorus oxychloride was added to the round-bottomed flask, and 7.7 mL of DMF was added dropwise under cooling and stirring in an ice-water bath. After the dropping was completed, the mixture was stirred at room temperature for 30 min, and 16 mL of 1,2 containing 3.15 g of N-ethylcarbazole was slowly added dropwise. -Dichloroethane solution, dripped, refluxed for 8h. After the reaction was completed, it was cooled to room temperature, the reaction ...

Embodiment 2

[0033]0.6985g of 4-methylpyridine, 1.8023g of 1-bromotetradecane and 15mL of toluene were respectively added to the round-bottomed flask, fully dissolved by magnetic stirring, refluxed at 120°C, after the reaction was completed, cooled to room temperature, removed the upper layer of toluene, washed with n-hexane The yellow oil remained three times, and the washed product was evaporated under reduced pressure in a rotary evaporator to remove the solvent to obtain 1-tetradecyl-4-methylpyridine bromide in a yield of 92.7%. 9.5 mL of phosphorus oxychloride was added to the round-bottomed flask, and 8.9 mL of DMF was added dropwise under cooling and stirring in an ice-water bath. After the dropping was completed, stirred at room temperature for 30 min, and 25 mL of 1,2- The dichloroethane solution was dripped, and the reaction was refluxed for 8h. After the reaction was completed, it was cooled to room temperature, the reaction solution was poured into ice water and stirred for 1 h...

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Abstract

The invention provides a preparation method of a fluorescent probe for identification of microfilament bacteria. The method first uses halogenated long carbon chain compound to modify 4-methyl pyridine part of a carbazole pyridine styrene cyanine dye, and then the dye reacts with 3-formyl-N-ethyl carbazole for the synthesis of the fluorescent probe with a long hydrophobic chain. The invention has the beneficial effect that modification and preparation of the carbazole pyridine styrene cyanine dye are synchronized in the probe preparation process, the preparation method is simple, and the prepared fluorescent probe has little background interference, high fluorescence intensity and stable fluorescent property. The characteristic of hydrophobic surface of microfilament bacteria is utilized that the prepared fluorescent probe with long hydrophobic chain in this application can combined with microfilament bacteria to achieve the purpose of fluorescent identification of microfilament bacteria.

Description

technical field [0001] The invention belongs to a preparation method of a fluorescent probe used for microorganism detection in the field of sewage treatment, in particular to a preparation method of a fluorescent probe used for identifying Microfilaments by modifying a halogenated long carbon chain compound with a carbazole pyridine styrene cyanine dye . Background technique [0002] Since the birth of the activated sludge process for more than a century, the problem of sludge bulking has always been a worldwide problem that plagues the normal operation of sewage treatment plants. Activated sludge bulking is caused by the overgrowth of filamentous bacteria, filamentous bulking and non-filamentous bulking, of which the former dominates, and it is reported that about 90% of sludge bulking problems are caused by the massive growth of filamentous bacteria in activated sludge. caused. The research on filamentous swelling and its key flora has focused on two aspects: one is the...

Claims

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Application Information

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IPC IPC(8): C09K11/06C09B23/10G01N21/64
CPCC07D401/06C07D401/14C09K11/06G01N21/64
Inventor 费学宁朱慧芳马华继郝亚超曹凌云谷迎春
Owner TIANJIN CHENGJIAN UNIV
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