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Fluorescent probe for detecting formaldehyde in cell endoplasmic reticulums

A fluorescent probe and endoplasmic reticulum technology, applied in the direction of fluorescence/phosphorescence, luminescent materials, measuring devices, etc., can solve problems such as damage, irreparable samples, and inconvenient application

Inactive Publication Date: 2017-03-22
UNIV OF JINAN
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] At present, the detection methods of formaldehyde reported at home and abroad mainly include spectrophotometry, electrochemical detection, gas chromatography, liquid chromatography, sensor method, etc., but these detection methods often focus on different fields, and some are even cumbersome to operate and inconvenient to apply. , and the sample will be irreparably damaged during the test

Method used

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  • Fluorescent probe for detecting formaldehyde in cell endoplasmic reticulums
  • Fluorescent probe for detecting formaldehyde in cell endoplasmic reticulums
  • Fluorescent probe for detecting formaldehyde in cell endoplasmic reticulums

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0032] Synthesis of compound N-(2-aminoethyl)-4-methylsulfonamide (3):

[0033] .

[0034] In a 25 mL round bottom flask, slowly add 1 mmol of p-ethylenediamine (1) to toluene (5 mL) at 40 °C, add 1.0 mmol of p-toluenesulfonyl chloride (2) under the condition of thorough stirring, and heat to reflux for 3 - After 4 h, cool to room temperature, add 5ml of 1M HCl aqueous solution to the reaction, remove the filter residue by suction filtration, neutralize the filtrate with NaOH until a large amount of white solid is precipitated, filter under reduced pressure, and dry the solid in vacuum to obtain solid N - (2-Aminoethyl)-4-methylbenzsulfonamide (3). Yield: 72%. The product was directly subjected to the next reaction without purification.

[0035] Synthesis of compound 4-bromo-N-(2-aminoethyl-4-methylbenzenesulfonamido)naphthalimide (5):

[0036] .

[0037] In a 25 mL round bottom flask, add 0.5 mmol of N-(2-aminoethyl)-4-methylbenzenesulfonamide (3) and 0.5 mmol of 1,8...

Embodiment 2

[0043] Ultraviolet Absorption Experimental Detection of Formaldehyde Fluorescent Probe Na - FA - ER with Concentration Gradient

[0044] Configure PBS buffer solution containing 5% DMSO as the detection mother solution. After debugging the ultraviolet absorption spectrometer, add different concentrations of formaldehyde probe solutions, dilute to 2mL, shake well and perform ultraviolet absorption detection (λ = 600 ~ 200nm ), and established the curves of UV absorption intensity and different concentrations of formaldehyde probes (see figure 2 ). Depend on figure 2 It can be seen that with the increase of the formaldehyde probe concentration, the absorption peak of the curve around λ = 455 nm gradually increases, and the growth trend is relatively uniform.

Embodiment 3

[0046] Selectivity experiment of endoplasmic reticulum formaldehyde fluorescent probe Na - FA - ER to various active small molecules

[0047] Solution preparation: Prepare 10 mL of PBS buffer solution with a concentration of 40 mM aldehydes and ketones, various conventional ions, amino acids, and reactive oxygen and nitrogen substances; prepare 5 mL of a DMSO solution with a concentration of 1 mM for the probe.

[0048] Add 10 μL probe mother solution, 90 μL DMSO, and add PBS solutions of various aldehydes and ketones to make the final concentration reach 40 μM. PBS buffer containing reactive oxygen species to make the final concentration reach 100 μM, dilute to 2 mL with PBS buffer, shake well and detect the fluorescence intensity with a fluorescence spectrophotometer (λ ex = 445 nm, λ em = 543 nm), and then establish the curves of fluorescence intensity and different particles (aldehydes and ketones, amino acids, conventional anions and cations, and active oxygen and nitr...

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Abstract

The invention provides a fluorescent probe for detecting formaldehyde in cell endoplasmic reticulums. The chemical name of the fluorescent probe is 4-hydrazino-N-(2-aminoethyl-4-methyl benzenesulfonamido)naphthalimides, and the short name is Na-FA-ER. The invention further discloses properties and functions of the probe in the fields of fluorescence detection and bioimaging. According to the fluorescent probe, the fluorescence intensity of a probe solution is gradually strengthened along with the increase of formaldehyde concentration, so that the probe has relatively good application values in sensing detection of formaldehyde in in-vivo and in-vitro environments and has certain contribution for prevention and control work of formaldehyde.

Description

technical field [0001] The invention is mainly applied to the detection of formaldehyde content in living organisms and in vitro environments, and belongs to the field of organic small molecule fluorescent probes. Background technique [0002] Formaldehyde, also known as formaldehyde, is widely used in daily production and life. It is widely used in synthetic resins, surfactants, plastics, rubber, leather, paper, dyes, pharmaceuticals, pesticides, photographic films, explosives, building materials and other industries. . However, although formaldehyde has the reputation of "universal chemical raw material", it is also an out-and-out health killer. A lot of evidence shows that if humans are exposed to formaldehyde for a long time, it will lead to a series of diseases, such as Alzheimer's disease, cancer, stroke and miscarriage. It can be said that formaldehyde is a double-edged sword. If formaldehyde in the body and the environment can be detected in time, it will be of gre...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D221/14C09K11/06G01N21/64
CPCC07D221/14C09K11/06C09K2211/1029G01N21/643G01N21/6486
Inventor 林伟英唐永和徐安刘展榕徐高平
Owner UNIV OF JINAN
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