CN111826155B - CdS quantum dot-fluorescein FRET fluorescent probe and preparation method and application thereof - Google Patents
CdS quantum dot-fluorescein FRET fluorescent probe and preparation method and application thereof Download PDFInfo
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- 239000007850 fluorescent dye Substances 0.000 title claims abstract description 45
- 238000002866 fluorescence resonance energy transfer Methods 0.000 title claims abstract description 38
- 238000002360 preparation method Methods 0.000 title abstract description 8
- 238000001514 detection method Methods 0.000 claims abstract description 22
- 238000002189 fluorescence spectrum Methods 0.000 claims abstract description 7
- 239000002096 quantum dot Substances 0.000 claims description 11
- GNBHRKFJIUUOQI-UHFFFAOYSA-N fluorescein Chemical compound O1C(=O)C2=CC=CC=C2C21C1=CC=C(O)C=C1OC1=CC(O)=CC=C21 GNBHRKFJIUUOQI-UHFFFAOYSA-N 0.000 claims description 10
- UFULAYFCSOUIOV-UHFFFAOYSA-N cysteamine Chemical compound NCCS UFULAYFCSOUIOV-UHFFFAOYSA-N 0.000 claims description 9
- 229960003151 mercaptamine Drugs 0.000 claims description 9
- 238000006243 chemical reaction Methods 0.000 claims description 8
- 238000000034 method Methods 0.000 claims description 8
- 239000003153 chemical reaction reagent Substances 0.000 claims description 4
- YKYOUMDCQGMQQO-UHFFFAOYSA-L Cadmium chloride Inorganic materials Cl[Cd]Cl YKYOUMDCQGMQQO-UHFFFAOYSA-L 0.000 claims description 3
- 239000012736 aqueous medium Substances 0.000 claims description 3
- 229910052979 sodium sulfide Inorganic materials 0.000 claims description 3
- GRVFOGOEDUUMBP-UHFFFAOYSA-N sodium sulfide (anhydrous) Chemical compound [Na+].[Na+].[S-2] GRVFOGOEDUUMBP-UHFFFAOYSA-N 0.000 claims description 3
- 239000011259 mixed solution Substances 0.000 claims description 2
- 238000002156 mixing Methods 0.000 claims description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 10
- 239000000523 sample Substances 0.000 abstract description 6
- 239000007864 aqueous solution Substances 0.000 abstract description 3
- 150000001718 carbodiimides Chemical class 0.000 description 4
- 239000008367 deionised water Substances 0.000 description 4
- 229910021641 deionized water Inorganic materials 0.000 description 4
- 229910021645 metal ion Inorganic materials 0.000 description 4
- NQTADLQHYWFPDB-UHFFFAOYSA-N N-Hydroxysuccinimide Chemical compound ON1C(=O)CCC1=O NQTADLQHYWFPDB-UHFFFAOYSA-N 0.000 description 3
- 230000007613 environmental effect Effects 0.000 description 3
- 230000005540 biological transmission Effects 0.000 description 2
- 230000007423 decrease Effects 0.000 description 2
- 238000010586 diagram Methods 0.000 description 2
- 201000010099 disease Diseases 0.000 description 2
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 2
- 238000002329 infrared spectrum Methods 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 208000024827 Alzheimer disease Diseases 0.000 description 1
- 208000002972 Hepatolenticular Degeneration Diseases 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- 208000018839 Wilson disease Diseases 0.000 description 1
- 206010002026 amyotrophic lateral sclerosis Diseases 0.000 description 1
- 239000013060 biological fluid Substances 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 210000003169 central nervous system Anatomy 0.000 description 1
- 238000012512 characterization method Methods 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 239000003651 drinking water Substances 0.000 description 1
- 235000020188 drinking water Nutrition 0.000 description 1
- 238000001727 in vivo Methods 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 238000010791 quenching Methods 0.000 description 1
- 230000000171 quenching effect Effects 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000008399 tap water Substances 0.000 description 1
- 235000020679 tap water Nutrition 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 235000013619 trace mineral Nutrition 0.000 description 1
- 239000011573 trace mineral Substances 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
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Abstract
The invention discloses a CdS quantum dot-fluorescein FRET fluorescent probe and a preparation method and application thereof, wherein the structural formula of the fluorescent probe is as follows:
the CdS quantum dot-fluorescein FRET fluorescent probe can specifically identify Cu in an aqueous solution2+According to fluorescence spectrum determination, Cu can be realized through change of fluorescence intensity thereof2+Qualitative or quantitative detection of (a); the CdS quantum dot-fluorescein FRET fluorescent probe can be applied to Cu in an actual water sample2+The detection limit reaches 5.8 multiplied by 10‑8M。
Description
Technical Field
The invention belongs to the technical field of metal ion detection, and particularly relates to a CdS quantum dot-fluorescein FRET fluorescent probe, and a preparation method and application thereof.
Background
As is well known, Cu2+Is a trace element which is extremely important in human bodies and animals, and is usually Cu2+Exist in forms that play an important role in biological and environmental systems. However, once Cu is present in vivo2+In excess, it will produce toxic effects on the human body and even damage the central nervous system, thus causing some diseases. For example, Wilson's disease, Alzheimer's disease, amyotrophic lateral sclerosis and virusesAnd (6) treating the disease. Thus, accurate determination of Cu in environmental systems and biological fluids2+It is very important.
Fluorescence Resonance Energy Transfer (FRET) is a non-radiative energy transfer process by which a signal is recognized to be transferred to an acceptor molecule, amplified and red-shifted to the near-infrared band. Meanwhile, the FRET method has the advantages of high sensitivity and high selectivity, and is an ideal ion detection method.
Disclosure of Invention
The invention aims to provide a CdS quantum dot-fluorescein FRET fluorescent probe and a preparation method and application thereof, and aims to solve the technical problem that Cu can be detected and identified through molecular design synthesis2+The fluorescent probe of (1).
The CdS quantum dot-fluorescein FRET fluorescent probe has the following structure:
the preparation method of the CdS quantum dot-fluorescein FRET fluorescent probe comprises the following steps:
step 1: adding 2.355mmol of Na2S with 2.355mmol CdCl2Mixing 4.67mmol of mercaptoethylamine in 50mL of deionized water for reaction to obtain CdS (mea-CdS) quantum dots modified by the surface of cysteamine;
step 2: adding 0.002mmol of fluorescein into a mixed solution of EDC (0.008mmol)/NHS (0.001mmol), and adding 1mL of meso-CdS quantum dots for reaction to obtain the quantum dot-fluorescein FRET fluorescent probe.
The structural formula of the fluorescein is as follows:
further, in the step 2, a certain amount of fluorescein is weighed and dissolved in deionized water, then carbodiimide (EDC) and N-hydroxysuccinimide (NHS) are added to react at room temperature for 20 minutes, and then mea-CdS quantum dots obtained in the step 1 are added to react at room temperature for 40 minutes under stirring, so that a target product is obtained.
The synthetic process of the invention is as follows:
the invention relates to an application of a CdS quantum dot-fluorescein FRET fluorescent probe in Cu detection2+The method (2) is used as a detection reagent.
The invention relates to an application of a CdS quantum dot-fluorescein FRET fluorescent probe in Cu detection2+The method (2) is used as a detection reagent.
Furthermore, the CdS quantum dot-fluorescein FRET fluorescent probe can specifically identify Cu2+By fluorescence means, Cu can be detected2+. Fluorescence intensity dependent on Cu2+The concentration increases and decreases. The fluorescent probe performs fluorescence spectrum measurement in an aqueous medium, and changes of fluorescence intensity are used for realizing Cu2+Qualitative or quantitative detection of (2).
The CdS quantum dot-fluorescein FRET fluorescent probe has the particle size of 2-5nm, and the core is CdS quantum dots and is modified with mercaptoethylamine (mea) and fluorescein reaction products on the surface.
The preparation condition of the invention is simple, and the fluorescent probe can be used for detecting Cu under the fluorescent condition2+There is a response.
The fluorescent probe can be used for Cu in an actual water sample2+The detection limit reaches 58nM, which is higher than that of the existing CdS quantum dot Cu2+Compared with the fluorescent probe, the fluorescent probe is greatly reduced.
Drawings
FIG. 1 is an infrared spectrum of CdS quantum dot, fluorescein, CdS quantum dot-fluorescein FRET fluorescent probe.
FIG. 2 is a high resolution transmission diagram of a CdS quantum dot-fluorescein FRET fluorescent probe.
FIG. 3 shows fluorescence spectra of CdS quantum dot-fluorescein FRET fluorescent probe with different metal ions added into aqueous solution.
FIG. 4 is CdS of the present inventionAdding 0-20 mu M of Cu with different concentrations into a water solution by using a quantum dot-fluorescein FRET fluorescent probe2+The fluorescence spectrum after the reaction was analyzed.
FIG. 5 shows the fluorescence intensity and Cu in the CdS quantum dot-fluorescein FRET fluorescent probe aqueous solution2+The relationship of concentration.
Detailed Description
The invention is further illustrated by, but is not limited to, the following examples.
Example 1: preparation and characterization of CdS quantum dot-fluorescein FRET fluorescent probe
1. Adding 2.355mmol of Na2S with 2.355mmol CdCl2And 4.67mmol of mercaptoethylamine is mixed and reacted in 50mL of deionized water, the reaction temperature is 70 ℃, and the reaction time is 1 hour, so that the CdS (mea-CdS) quantum dot modified by the surface of the cysteamine is obtained.
2. Weighing 0.002mmol of fluorescein, dissolving the fluorescein in 30mL of deionized water, adding 0.008mmol of carbodiimide (EDC) and 0.001mmol of N-hydroxysuccinimide (NHS) to react and activate for 20 minutes at room temperature, then adding 1mL of CdS quantum dots with cysteamine grafted on the surface, and stirring for 40 minutes at room temperature to obtain a target product.
FIG. 1 is an infrared spectrum of CdS quantum dot, fluorescein, CdS quantum dot-fluorescein FRET fluorescent probe of the present invention. -CO-NH- (1630 cm)-1)，-COOH(1695cm-1)。
FIG. 2 is a high resolution transmission diagram of a CdS quantum dot-fluorescein FRET fluorescent probe. The particle size is 2-5 nm.
Example 2: CdS quantum dot-fluorescein FRET fluorescent probe pair Cu2+Specific recognition of
For selectivity of CdS quantum dot-fluorescein FRET fluorescent probe, in Cu2+The method is studied under the same condition to determine the metal ion C according to the fluorescence response of other metal ionsO 2+，Ni2+，Ca2+，Al3+，Cr3+，Zn2+，Cu2+，Mn2+，Pb2+，Fe2+，Hg2+，Fe3+，Ag+. From FIG. 3, it can be seen that CdS quantum dot-fluorescein FRET fluorescenceProbe pair Cu2+Has obvious fluorescence quenching efficiency, and other metal ions have no obvious fluorescence signal change under the same conditions. The results show that the fluorescent probe is directed to Cu2+Has high selectivity.
Example 3: CdS quantum dot-fluorescein FRET fluorescent probe fluorescence intensity and Cu2+Correlation of concentration
Dripping Cu with different concentrations into CdS quantum dot-fluorescein FRET fluorescent probe solution2+The fluorescence spectrum after the reaction is shown in FIG. 4, which is associated with Cu2+The fluorescence intensity of the probe gradually decreases with increasing concentration. Fluorescence intensities F and Cu were observed in the range of 4-14. mu.M2+The relationship between the concentrations (as shown in fig. 5). The linear coefficient R of the fluorescence intensity and the adding amount of the probe20.99, which shows that the fluorescent probe of the invention can quantitatively detect Cu in a fluorescence spectrum2+. And calculating Cu by applying a formula2+The detection limit of the probe was 58 nM. The formula is 3 σ/k, where σ is the standard deviation of blank measurements (σ is 0.4) and k is the fluorescence intensity versus Cu2+Slope of the concentration plot. This limit of detection is far below the Cu of the U.S. EPA and some reported reaction-based fluorescence sensors2+(20. mu.M in drinking water) standard value.
Example 4: CdS quantum dot-fluorescein FRET fluorescent probe pair Cu in actual water sample2+Detection of (2)
Detection of Cu in tap water and lake water samples by CdS quantum dot-fluorescein FRET fluorescent probe2+(Table 1 below). The detection result is substantially consistent with the actual addition. This indicates that the fluorescent probe of the present invention has application value in environmental detection.
TABLE 1 detection results of CdS quantum dot-fluorescein FRET fluorescent probe of the present invention on actual water samples
Claims (5)
1. A CdS quantum dot-fluorescein FRET fluorescent probe is characterized in that the structure is as follows:
2. the method for preparing the CdS quantum dot-fluorescein FRET fluorescent probe as defined in claim 1, which comprises the following steps:
step 1: mixing Na2S and CdCl2Carrying out mixed reaction with mercaptoethylamine to obtain the CdS quantum dots modified by the surface of cysteamine;
step 2: adding fluorescein into the mixed solution of EDC/NHS, and adding the CdS quantum dots modified by the surface of cysteamine for reaction to obtain a quantum dot-fluorescein FRET fluorescent probe;
the structural formula of the fluorescein is as follows:
3. the application of the CdS quantum dot-fluorescein FRET fluorescent probe as claimed in claim 1 in Cu detection2+The method (2) is used as a detection reagent.
4. Use according to claim 3, characterized in that:
the CdS quantum dot-fluorescein FRET fluorescent probe is used as a detection reagent, fluorescence spectrum determination is carried out in an aqueous medium, and Cu is realized through the change of fluorescence intensity2+Qualitative or quantitative detection of (a).
5. Use according to claim 3 or 4, characterized in that:
the fluorescent probe is used for Cu in aqueous medium2+The detection limit of (1) reaches 58 nM.
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| CN114456801B (en) * | 2022-02-21 | 2023-06-06 | 安徽大学 | Ag+ @ CA-CdSe fluorescent probe and application thereof in GSH detection |
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| EP2380990A1 (en) * | 2010-04-20 | 2011-10-26 | Asociación Centro de Investigación Cooperativa en Biomateriales - CIC biomaGUNE | Analytical applications of enzymatic growth of fluorescent quantum dots |
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| Title |
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| Cu2+-modulated cysteamine-capped CdS quantum dots as a turn-on fluorescence sensor for cyanide recognition;Tuanjai Noipa et al.;《Talanta》;20121022;第105卷;第320-326页 * |
| Highly selective circular dichroism sensor based on D-penicillamine/cysteamine-cadmium sulfide quantum dots for copper (II) ion detection;Kessarin Ngamdee et al.;《Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy》;20181214;第211卷;第313-321页 * |
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