CN105588823A - Preparation and application of fluorescent switch type sensor for detecting biological thiols - Google Patents
Preparation and application of fluorescent switch type sensor for detecting biological thiols Download PDFInfo
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Abstract
The invention discloses a fluorescent inner filter effect sensor for detecting biological thiol substances. Preparation of the sensor comprises steps as follows: a graphene and carbon nitride nanosheet is prepared with an existing method, and an organic small molecular chromogenic probe is prepared; the fluorescent inner filter effect sensor is made from two synthesized materials; biological thiols can be detected with a fluorescent technique or a fluorescence imaging technique. The sensor is rapid, simple, high in sensitivity, good in specificity and low in limit of detection.
Description
Technical field
The present invention relates to fluoroscopic examination and Imaging-PAM field, say more specifically a kind of preparation of fluorescent switch type sensor, the invention still further relates to the mechanism of fluorescence inner filtering effect.
Background technology
Fluorescence analysis refers to the method that the characteristic of utilizing Cucumber to produce fluorescence under UV-irradiation and intensity thereof are carried out the analysis of the quantitative and qualitative analysis of material. The topmost advantage of XRF is highly sensitive and selectively good, has been widely used at present the fields such as Industrial Analysis, Food Inspection, environmental protection, medicine, biology. Highly sensitive due to XRF, many organic drug molecules characteristic fluorescence spectrum of tool all again, in the time that trace and trace medicine are carried out to sensitive and accurate detection, XRF has demonstrated great superiority. Since the seventies, fluorescence analysis is very fast in aspect development such as instrument, method and reagent, in environmental monitoring, have a wide range of applications: the inorganic elements that carries out fluorescence analysis by means of organic reagent has reached more than 60 kinds, sensitivity for analysis can reach micrograms per litre level, close with Atomic absorption spectrometry, but spectrum disturbs less; Fluorescence detector and liquid chromatograph coupling, can carry out quantitative analysis to organic pollution, mensuration and the survey of ply of paper XRF etc. of unifying polycyclic aromatic hydrocarbon in monitoring method as water and waste water. Biochemistry is the widely used field of spectrofluorimetry, there is in a large number the material of biological meaning, as amino acid, protein, enzyme and coenzyme, purine, pyrimidine, porphyrin, nucleic acid, vitamin A, B, C, D, E, K etc., all available XRF is effectively analyzed mensuration. As the tocopherol with in fluorescence spectrometry blood and animal tissue, excitation wavelength is 295nm, and emission wavelength is 325nm. Porphyrins is that a class is extensively present in natural compound, with biological phenomena relation the closest have chlorophyll, ferroheme, cytochromes, a cobalamin etc. With XRF to these compounds identify and quantitative analysis quite effective.
Fluorescence microscope is widely applied at biology and medical domain, is the powerful of observation cellular morphology, structure and biological phenomena. Fluorescence microscope, as the requisite analysis means of one, is usually used in spatial distribution and the intensity distribution of qualitative observation cell interior fluorescent material, obtains the fluoroscopic image of cell, the structure of research cell. But fluorescence microscope can not the luminous strength values of quantitative image, cannot study the little or trickle physiology course of fluorescent material changes in spatial distribution of cell image luminous intensity variations. Therefore, along with biomedical develop rapidly, in the urgent need to there being more high sensitivity, operate fasterly, the instrument that function is more complete meets the requirement of biology and medical research development. The system instrument that fluorescence microscope and XRF are coupled to form can obtain the mensuration information of microscopic fluorescence imaging and microcell fluorescence intensity, fluorescence lifetime. Select fluorescence probe carry out specific marker to being labeled thing, the brightness of fluorescence probe be fluorescence intensity can reflect be labeled thing relative amount number. Fluorescence microscope to IMAQ after, the fluorescence intensity that XRF can measurement image, to the image obtaining carry out fluorescence intensity quantitatively, for multianalysis and research cell interior structure provide more detailed data message.
Summary of the invention
The technical problem to be solved in the present invention be to provide a kind of highly sensitive, detection speed is fast, simple to operate, the fluorescent optical sensor of detection of biological thio-alcohol material.
In order to solve the problems of the technologies described above, the present invention realizes by following measures: a kind of preparation method of the fluorescent optical sensor that detects detection of biological thio-alcohol material, and it comprises the following steps:
(1) prepare Graphene azotized carbon nano sheet according to existing method, a kind of organic molecule color development probe;
(2) form fluorescence inner filtering effect sensor with synthetic bi-material;
(3) utilize fluorescent technique or Imaging-PAM can carry out the detection to biological thiol class;
Graphene azotized carbon nano sheet of the present invention and the preparation of a kind of organic molecule color development probe comprise the following steps:
(1) preparation of Graphene azotized carbon nano sheet: 500 DEG C of heating 3h of melamine obtain blocky graphite alkene carbonitride, product leaves standstill 4h and is down to room temperature in air, get the above-mentioned product of 1g continuous ultrasound 4h in 100mL5M nitric acid, then 120 DEG C of backflow 24h, be cooled to after room temperature, centrifugation, intermediate water rinses to neutral for subsequent use;
(2) preparation of organic molecule color development probe: 14.31mg Iron trichloride hexahydrate, 37.2mg4-lignocaine benzaldehyde and 60.1mg1,1-diethoxy-2-cyano group ethane is placed in 90 DEG C of backflow 5h of 2mL ethanol/acetic acid mixed liquor that volume ratio is 1:5, subsequently, solvent under reduced pressure removes, thick product is purified by silica gel column chromatography, and mobile phase volume is than the ethyl acetate/petroleum ether mixed liquor for 5:1;
(3) organic molecule color development probe is dissolved in ethanol, fluorescent optical sensor is to be simply mixed to get by prepared Graphene azotized carbon nano sheet and color development probe storing solution, when use, mixed liquor is diluted to 500 μ L with the PBS of 10mM50%, wherein ethanol is cosolvent, pH7.4.
Beneficial effect of the present invention:
(1) to utilize fluorescent method to carry out measurement operation simple fast, highly sensitive in the present invention, and selectivity is good, has good repeatability;
(2) utilize Graphene azotized carbon nano sheet as fluorescent material, there is good biocompatibility, reduced its impact on bioanalysis;
(3) little molecule color development probe itself just has Chemical response to biological thiol, then in conjunction with Graphene carbonitride fluorescent material, utilizes fluorescence inner filtering effect to form sensor, dual amplifying signal.
Brief description of the drawings
Below in conjunction with the drawings and specific embodiments, the present invention is described in further detail;
Synthesis step and the detection method of [Fig. 1] organic molecule color development probe;
The detection mechanism of [Fig. 2] designed sensor to thio-alcohol.
Detailed description of the invention
A preparation method who detects the fluorescent optical sensor of detection of biological thio-alcohol material, it comprises the following steps:
(1) prepare Graphene azotized carbon nano sheet according to existing method, a kind of organic molecule color development probe;
(2) form fluorescence inner filtering effect sensor with synthetic bi-material;
(3) utilize fluorescent technique or Imaging-PAM can carry out the detection to biological thiol class;
Graphene azotized carbon nano sheet of the present invention and the preparation of a kind of organic molecule color development probe comprise the following steps:
(1) preparation of Graphene azotized carbon nano sheet: 500 DEG C of heating 3h of melamine obtain blocky graphite alkene carbonitride, product leaves standstill 4h and is down to room temperature in air, get the above-mentioned product of 1g continuous ultrasound 4h in 100mL5M nitric acid, then 120 DEG C of backflow 24h, be cooled to after room temperature, centrifugation, intermediate water rinses to neutral for subsequent use;
(2) preparation of organic molecule color development probe: 14.31mg Iron trichloride hexahydrate, 37.2mg4-lignocaine benzaldehyde and 60.1mg1,1-diethoxy-2-cyano group ethane is placed in 90 DEG C of backflow 5h of 2mL ethanol/acetic acid mixed liquor that volume ratio is 1:5, subsequently, solvent under reduced pressure removes, thick product is purified by silica gel column chromatography, and mobile phase volume is than the ethyl acetate/petroleum ether mixed liquor for 5:1;
(3) organic molecule color development probe is dissolved in ethanol, fluorescent optical sensor is to be simply mixed to get by prepared Graphene azotized carbon nano sheet and color development probe storing solution, when use, mixed liquor is diluted to 500 μ L with the PBS of 10mM50%, wherein ethanol is cosolvent, pH7.4. Add testing sample hatching a period of time to carry out fluoremetry or carry out cell fluorescence imaging.
Embodiment 1(aqueous solution GSH-PX activity (GSH) mensuration)
(1) select representative substances GSH in biological thiol class to measure;
(2) preparation of Graphene azotized carbon nano sheet: 500 DEG C of heating 3h of melamine obtain blocky graphite alkene carbonitride, product leaves standstill 4h and is down to room temperature in air, get the above-mentioned product of 1g continuous ultrasound 4h in 100mL5M nitric acid, then 120 DEG C of backflow 24h, be cooled to after room temperature, centrifugation, intermediate water rinses to neutral for subsequent use;
(3) preparation of organic molecule color development probe: 14.31mg Iron trichloride hexahydrate, 37.2mg4-lignocaine benzaldehyde and 60.1mg1,1-diethoxy-2-cyano group ethane is placed in 90 DEG C of backflow 5h of 2mL ethanol/acetic acid mixed liquor that volume ratio is 1:5, subsequently, solvent under reduced pressure removes, thick product is purified by silica gel column chromatography, and mobile phase volume is than the ethyl acetate/petroleum ether mixed liquor for 5:1;
(4) organic molecule color development probe is dissolved in ethanol, fluorescent optical sensor is to be simply mixed to get by prepared Graphene azotized carbon nano sheet and color development probe storing solution, when use, mixed liquor is diluted to 500 μ L with the PBS of 10mM50%, wherein ethanol is cosolvent, pH7.4, adds testing sample hatching a period of time to carry out fluoremetry. Fluorescence inner filtering effect sensor detects the GSH in aqueous sample.
Embodiment 2(thio-alcohol substance-measuring in the mankind, animal blood serum sample)
(1) the serum human sample that selection was processed is measured;
(2) preparation of Graphene azotized carbon nano sheet: 500 DEG C of heating 3h of melamine obtain blocky graphite alkene carbonitride, product leaves standstill 4h and is down to room temperature in air, get the above-mentioned product of 1g continuous ultrasound 4h in 100mL5M nitric acid, then 120 DEG C of backflow 24h, be cooled to after room temperature, centrifugation, intermediate water rinses to neutral for subsequent use;
(3) preparation of organic molecule color development probe: 14.31mg Iron trichloride hexahydrate, 37.2mg4-lignocaine benzaldehyde and 60.1mg1,1-diethoxy-2-cyano group ethane is placed in 90 DEG C of backflow 5h of 2mL ethanol/acetic acid mixed liquor that volume ratio is 1:5, subsequently, solvent under reduced pressure removes, thick product is purified by silica gel column chromatography, and mobile phase volume is than the ethyl acetate/petroleum ether mixed liquor for 5:1;
(4) organic molecule color development probe is dissolved in ethanol, fluorescent optical sensor is to be simply mixed to get by prepared Graphene azotized carbon nano sheet and color development probe storing solution, when use, mixed liquor is diluted to 500 μ L with the PBS of 10mM50%, wherein ethanol is cosolvent, pH7.4, adds testing sample hatching a period of time to carry out fluoremetry. Fluorescence inner filtering effect sensor detects the thio-alcohol in human body, animal blood serum sample.
Embodiment 3(mankind mastopathy cell)
(1) select mankind mastopathy cell to carry out fluorescence imaging research;
(2) preparation of Graphene azotized carbon nano sheet: 500 DEG C of heating 3h of melamine obtain blocky graphite alkene carbonitride, product leaves standstill 4h and is down to room temperature in air, get the above-mentioned product of 1g continuous ultrasound 4h in 100mL5M nitric acid, then 120 DEG C of backflow 24h, be cooled to after room temperature, centrifugation, intermediate water rinses to neutral for subsequent use;
(3) preparation of organic molecule color development probe: 14.31mg Iron trichloride hexahydrate, 37.2mg4-lignocaine benzaldehyde and 60.1mg1,1-diethoxy-2-cyano group ethane is placed in 90 DEG C of backflow 5h of 2mL ethanol/acetic acid mixed liquor that volume ratio is 1:5, subsequently, solvent under reduced pressure removes, thick product is purified by silica gel column chromatography, and mobile phase volume is than the ethyl acetate/petroleum ether mixed liquor for 5:1;
(4) organic molecule color development probe is dissolved in ethanol, fluorescent optical sensor is to be simply mixed to get by prepared Graphene azotized carbon nano sheet and color development probe storing solution, when use, mixed liquor is diluted to 500 μ L with the PBS of 10mM50%, wherein ethanol is cosolvent, pH7.4, adds cell sample hatching a period of time to carry out cell imaging research. Utilize this sensor to carry out imaging research to cell, result shows that cell to be measured is had to very bright visual field, illustrates that this sensor can be used for monitoring the biological thiol class material in living cells, has good application prospect.
Claims (2)
1. the preparation of the fluorescent optical sensor of detection of biological thio-alcohol material and a detection method, it comprises the following steps:
(1) prepare Graphene azotized carbon nano sheet according to existing method, a kind of organic molecule color development probe;
(2) form fluorescence inner filtering effect sensor with synthetic bi-material;
(3) utilize fluorescent technique or Imaging-PAM to carry out the detection to biological thiol class.
2. according to preparation and the detection method of the fluorescent optical sensor of the detection of biological thio-alcohol material described in claims 1, it is characterized in that:
(1) preparation of Graphene azotized carbon nano sheet: 500 DEG C of heating 3h of melamine obtain blocky graphite alkene carbonitride, product leaves standstill 4h and is down to room temperature in air, get the above-mentioned product of 1g continuous ultrasound 4h in 100mL5M nitric acid, then 120 DEG C of backflow 24h, be cooled to after room temperature, centrifugation, intermediate water rinses to neutral for subsequent use;
(2) preparation of organic molecule color development probe: 14.31mg Iron trichloride hexahydrate, 37.2mg4-lignocaine benzaldehyde and 60.1mg1,1-diethoxy-2-cyano group ethane is placed in 90 DEG C of backflow 5h of 2mL ethanol/acetic acid mixed liquor that volume ratio is 1:5, subsequently, solvent under reduced pressure removes, thick product is purified by silica gel column chromatography, and mobile phase volume is than the ethyl acetate/petroleum ether mixed liquor for 5:1;
(3) organic molecule color development probe is dissolved in ethanol, fluorescent optical sensor is to be simply mixed to get by prepared Graphene azotized carbon nano sheet and color development probe storing solution, when use, mixed liquor is diluted to 500 μ L with the PBS of 10mM50%, wherein ethanol is cosolvent, pH7.4.
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Cited By (5)
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| CN107300544A (en) * | 2017-06-16 | 2017-10-27 | 安徽师范大学 | A kind of detection method of ferrous ion |
| CN107505302A (en) * | 2017-09-21 | 2017-12-22 | 潍坊医学院 | It is prepared by a kind of unmarked biological thiol fluorescence detection method and its application and probe based on the lobate nitrogen-doped carbon nanobelt of rice |
| CN109142293A (en) * | 2018-07-27 | 2019-01-04 | 福州大学 | A kind of fluorescent optical sensor and its preparation and application based on carbonitride desorption |
| CN110632046A (en) * | 2019-09-11 | 2019-12-31 | 东南大学 | Carbon nitride paper-based fluorescence sensor for detecting polycyclic aromatic hydrocarbon and preparation method and application thereof |
| CN112082978A (en) * | 2020-09-16 | 2020-12-15 | 华中师范大学 | Be used for detecting Hg2+Carbon nitride fluorescent sensor and preparation method and application thereof |
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Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN107505302A (en) * | 2017-09-21 | 2017-12-22 | 潍坊医学院 | It is prepared by a kind of unmarked biological thiol fluorescence detection method and its application and probe based on the lobate nitrogen-doped carbon nanobelt of rice |
| CN109142293A (en) * | 2018-07-27 | 2019-01-04 | 福州大学 | A kind of fluorescent optical sensor and its preparation and application based on carbonitride desorption |
| CN110632046A (en) * | 2019-09-11 | 2019-12-31 | 东南大学 | Carbon nitride paper-based fluorescence sensor for detecting polycyclic aromatic hydrocarbon and preparation method and application thereof |
| CN110632046B (en) * | 2019-09-11 | 2022-05-17 | 东南大学 | Carbon nitride paper-based fluorescence sensor and preparation method and application thereof |
| CN112082978A (en) * | 2020-09-16 | 2020-12-15 | 华中师范大学 | Be used for detecting Hg2+Carbon nitride fluorescent sensor and preparation method and application thereof |
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