CN113061430A - Synthesis and application of polypeptide gold nanocluster fluorescent probe - Google Patents

Synthesis and application of polypeptide gold nanocluster fluorescent probe Download PDF

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CN113061430A
CN113061430A CN202110306247.6A CN202110306247A CN113061430A CN 113061430 A CN113061430 A CN 113061430A CN 202110306247 A CN202110306247 A CN 202110306247A CN 113061430 A CN113061430 A CN 113061430A
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gold nanocluster
polypeptide
solution
fluorescent probe
auncs
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庄红
姜欣雨
武思佳
王淑谨
赵寒青
黄延军
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Jilin University
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    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K11/00—Luminescent, e.g. electroluminescent, chemiluminescent materials
    • C09K11/08—Luminescent, e.g. electroluminescent, chemiluminescent materials containing inorganic luminescent materials
    • C09K11/58—Luminescent, e.g. electroluminescent, chemiluminescent materials containing inorganic luminescent materials containing copper, silver or gold
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B82—NANOTECHNOLOGY
    • B82Y—SPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES
    • B82Y20/00—Nanooptics, e.g. quantum optics or photonic crystals
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B82—NANOTECHNOLOGY
    • B82Y—SPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES
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    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
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    • C09K11/00—Luminescent, e.g. electroluminescent, chemiluminescent materials
    • C09K11/02—Use of particular materials as binders, particle coatings or suspension media therefor
    • C09K11/025—Use of particular materials as binders, particle coatings or suspension media therefor non-luminescent particle coatings or suspension media
    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N21/00—Investigating or analysing materials by the use of optical means, i.e. using sub-millimetre waves, infrared, visible or ultraviolet light
    • G01N21/62—Systems in which the material investigated is excited whereby it emits light or causes a change in wavelength of the incident light
    • G01N21/63—Systems in which the material investigated is excited whereby it emits light or causes a change in wavelength of the incident light optically excited
    • G01N21/64—Fluorescence; Phosphorescence
    • G01N21/6428—Measuring fluorescence of fluorescent products of reactions or of fluorochrome labelled reactive substances, e.g. measuring quenching effects, using measuring "optrodes"
    • G01N21/643—Measuring fluorescence of fluorescent products of reactions or of fluorochrome labelled reactive substances, e.g. measuring quenching effects, using measuring "optrodes" non-biological material
    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N21/00—Investigating or analysing materials by the use of optical means, i.e. using sub-millimetre waves, infrared, visible or ultraviolet light
    • G01N21/62—Systems in which the material investigated is excited whereby it emits light or causes a change in wavelength of the incident light
    • G01N21/63—Systems in which the material investigated is excited whereby it emits light or causes a change in wavelength of the incident light optically excited
    • G01N21/64—Fluorescence; Phosphorescence
    • G01N21/6428—Measuring fluorescence of fluorescent products of reactions or of fluorochrome labelled reactive substances, e.g. measuring quenching effects, using measuring "optrodes"
    • G01N2021/6432—Quenching

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Abstract

The invention belongs to the technical field of functional biological nano materials, and particularly relates to synthesis and application of a polypeptide gold nanocluster fluorescent probe, wherein the stability of a metal cluster is ensured by designing a polypeptide sequence CCYWDAHRDY, and the CCYWDAHRDY-AuNCs fluorescent probe can specifically detect residual metal Cu in food2+The average particle diameter is 1.8nm, the gold nanocluster has an obvious absorption peak near 280nm, when the gold nanocluster is irradiated by excitation light of 280nm, strong fluorescence emission is realized in a 600-750nm interval, and an emission peak is near 660 nm. The method has the advantages of simple process, high operability, low cost, high stability of polypeptide, low toxicity, and good therapeutic effectGood affinity to the substance, and can detect Cu2+Has wide application prospect.

Description

Synthesis and application of polypeptide gold nanocluster fluorescent probe
The technical field is as follows:
the invention relates to the technical field of fluorescent probes, in particular to targeted Cu2+The synthesis and application of the polypeptide gold nanocluster fluorescent probe.
Background art:
heavy metal ions accumulate in the environmental system, increasing the risk of harm to the environment and human health. Hg is a mercury vapor2+，Cd2+，Pb2+And Cu2+The heavy metal ions are liable to interfere with enzymes and nucleic acids and to alter biological activities of organisms. Cu2+Has important biological effect as transition metal, and can be taken in proper amount2+Is necessary to maintain the health of the organism. However, Cu is not suitable in concentration2+Various diseases may be caused. For example, anemia and vision loss are caused by Cu2+And excessive copper content may accelerate the exacerbation of alzheimer's disease and parkinson's disease. Cu2+Ions are widely distributed in soil and water and easily enter the human body through the food chain, and real-time monitoring of such pollutants is a prerequisite for food safety and disease prevention. Detecting Cu2+The method mainly comprises a fluorescence spectrometry method, a colorimetric method, an electrochemical analysis method, a gas chromatography and the like.
The recent emergence of nanomaterials and fluorescent probes has provided new approaches, and particularly, the use of AuNCs as fluorescent sensors for detecting contaminants in environments and foods has attracted much attention from researchers. AuNCs are quantum dots composed of tens or even hundreds of gold atoms, and have an average particle size of less than 2 nm. AuNCs have unique optical properties, such as longer photoperiods, due to their quantum properties. Compared with the traditional fluorescent dye or protein, the gold nanoclusters have little influence on the activity of organisms due to the chemical inertness and the superfine size, are more stable, and have excellent performances such as low toxicity and high biocompatibility. In addition, AuNCs have greater Stokes shift and stronger fluorescence emission.
In summary, how to rapidly detect the residual Cu in the food2+Is a hot problem to be solved at present byReasonably designed and effective polypeptide sequence is combined with the gold nanocluster to synthesize the Cu-coated gold nanocluster2+The quenched fluorescent probe has very important significance for specifically detecting the residual metallic copper ions in the food.
Disclosure of Invention
The invention aims to provide synthesis and application of a polypeptide gold nanocluster fluorescent probe, and the polypeptide gold nanocluster fluorescent probe can be used for specifically detecting residual metal Cu in food2+。
Specifically, the technical scheme of the invention is as follows:
in the first aspect of the invention, the gold nanocluster is modified by decapeptide CCYWDAHRDY (Cys-Cys-Tyr-Trp-Asp-Ala-His-Arg-Asp-Tyr), the polypeptide gold nanocluster fluorescent probe has an average particle size of about 1.8nm, good dispersibility, no particle agglomeration phenomenon, an obvious absorption peak near 280nm, and strong fluorescence emission in the range of 600-750nm when irradiated by 280nm excitation light, and an emission peak near 660 nm.
In a second aspect of the present invention, a method for synthesizing the polypeptide gold nanocluster fluorescent probe of the first aspect is provided, which comprises the following steps:
1) adding chloroauric acid aqueous solution into a clean glass bottle, stirring at 37 ℃ for 5min, slowly pouring into BSA solution (50mg/mL), then quickly adding newly prepared 1mol/L NaOH solution (1mol/L), violently stirring the mixed solution at 37 ℃ for about 24h, and dialyzing the solution in distilled water for 12h after the reaction is finished to prepare AuNCs solution;
2) dissolving decapeptide CCYWDAHRDY in ultrapure water to obtain 1mg/mL CCYWDAHRDY solution, slowly dripping 500 mu L CCYWDAHRDY solution into 2mL AuNCs solution, and culturing for 24h at 25 ℃ under mild stirring, wherein the color of a reaction system is changed into light brown, so as to prepare the polypeptide gold nanocluster probe.
In a third aspect of the invention, an application of the polypeptide gold nanocluster fluorescent probe of the first aspect to specific detection of residual metal Cu2+ in food is provided, which comprises the following steps when applied to Cu2+ detection: adding Cu2+ with different concentrations into 100 μ L polypeptide gold nanocluster solution, diluting the mixed solution to 1mL with PBS buffer solution with pH 6, mixing well, incubating at 30 deg.C for 10min, performing spectral scanning with fluorescence spectrophotometer, and recording detection data, the result is shown in FIG. 8
The specific embodiment of the invention has the following beneficial effects:
compared with the prior art, the polypeptide gold nanocluster fluorescent probe provided by the invention is simple in preparation method, easy to implement and low in toxicity. The tripeptide sequence DAH in the designed decapeptide sequence can be connected with Cu through nitrogen atom2+The overlapping of the tracks occurs to form a stable plane structure, and the Cu can be identified2+The object of (1) is to constitute a fluorescent sensor having high sensitivity to copper ions, the probe detecting Cu2+Simple operation and good specificity.
Drawings
FIG. 1 is a representation of a transmission electron microscope of the polypeptide gold nanocluster fluorescent probe of the present invention;
FIG. 2 is a graph of the UV-VIS absorption spectrum of the polypeptide gold nanocluster fluorescent probe and the gold nanocluster of the present invention;
FIG. 3 is a graph showing the comparison of fluorescence intensity between the polypeptide gold nanocluster fluorescent probe of the present invention and gold nanoclusters;
FIG. 4 shows a polypeptide gold nanocluster fluorescent probe pair Cu of the present invention2+(ii) a fluorescent response of;
FIG. 5 is a graph showing the effect of pH on the fluorescence effect of copper ion-quenched polypeptide gold nanocluster fluorescent probes according to the present invention;
FIG. 6 shows the effect of temperature on the fluorescence effect of copper ion-quenched polypeptide gold nanocluster fluorescent probes according to the present invention;
FIG. 7 shows the effect of reaction time on the fluorescence effect of copper ion-quenched polypeptide gold nanocluster fluorescent probes according to the present invention;
FIG. 8 shows that the polypeptide gold nanocluster fluorescent probe of the present invention detects Cu2+Linear relationship and sensitivity of
FIG. 9 shows the fluorescence response of the polypeptide gold nanocluster fluorescent probe of the present invention to different concentrations of Cu2 +;
FIG. 10 shows the fluorescence response of the polypeptide gold nanocluster fluorescent probe of the present invention to different ions.
Detailed Description
The present invention is further described with reference to the following examples, which are only for illustration and are not intended to limit the scope of the present invention.
The first embodiment is as follows: synthesis of polypeptide gold nanocluster fluorescent probe
The embodiment provides synthesis of a polypeptide gold nanocluster fluorescent probe, which comprises the following specific operation steps:
1) adding chloroauric acid aqueous solution into a clean glass bottle, stirring at 37 ℃ for 5min, slowly pouring into BSA solution (50mg/mL), then quickly adding newly prepared 1mol/L NaOH solution (1mol/L), violently stirring the mixed solution at 37 ℃ for about 24h, and dialyzing the solution in distilled water for 12h after the reaction is finished to prepare AuNCs solution;
2) dissolving decapeptide CCYWDAHRDY in ultrapure water to obtain 1mg/mL CCYWDAHRDY solution, slowly dropping 500 mu L CCYWDAHRDY solution into 2mL AuNCs solution, and culturing for 24h at 25 ℃ under mild stirring, wherein the color of a reaction system is changed into light brown, and a polypeptide gold nanocluster probe is prepared;
the second embodiment is as follows: characterization of polypeptide gold nanocluster fluorescent probes
As shown in FIG. 1, the polypeptide gold nanocluster particles prepared in this example are uniformly dispersed in a transmission electron microscope, and have an average particle size of about 1.8nm and no particle agglomeration phenomenon.
As shown in FIG. 2, the ultraviolet-visible absorption spectra of the polypeptide gold nanocluster fluorescent probe and the gold nanocluster show that the polypeptide gold nanocluster has an obvious absorption peak near 280nm, when the gold nanocluster is irradiated by 280nm exciting light, strong fluorescence emission is realized in the range of 600-750nm, and the emission peak is near 660 nm.
The "AuNCs" label in FIGS. 3 and 4 represents gold nanoclusters, and the "Pep-AuNCs" represents the polypeptide gold nanocluster fluorescent probe prepared in the first embodiment. As can be seen from fig. 3, the fluorescence of AuNCs significantly increased after polypeptide coupling. Polypeptide CCYWDAHRDY contains a functional polypeptide chain CCY whose phenol group in tyrosine (Y) can reduce trivalent gold ions to gold atoms and cysteine (C) can capture AuNCs, thereby allowing successful binding of the polypeptide to AuNCs; the electron transfer can be effectively enhanced by the oxygen atom or nitrogen atom and the like of the electron-rich atom and the body of the functional group (carboxyl, amino and the like) in the polypeptide, so that the AuNCs modified by the polypeptide can generate stronger fluorescence; tryptophan (W) in the polypeptide chain has strong reducing ability, and can promote the generation of AuNCs and improve the fluorescence intensity of AuNCs. Meanwhile, the polypeptide is used as a proper stabilizer and a protective agent to further protect the fluorescence of the AuNCs, and the polypeptide is prevented from being aggregated into gold nanoparticles with larger particle size due to external environmental factors, so that the fluorescence stability of the Au NCs is enhanced.
As is clear from FIG. 4, copper ions can significantly quench the fluorescence of Pep-AuNCs. This is because the copper ion is strongly coordinated with the carboxyl group of the Pep-AuNCs, and electrons are transferred from the Pep-AuNCs to the copper ion, so that the electron transfer between the Au-S bonds on the surface of the Pep-AuNCs is blocked, thereby reducing the fluorescence intensity of the Pep-AuNCs. The shape of the fluorescence emission peak is not changed by adding copper ions, and the maximum emission wavelength of the fluorescence emission peak is 660 nm.
The third concrete embodiment: reaction condition optimization of polypeptide gold nanocluster fluorescent probe
The influence of different pH values, temperatures and reaction times on the fluorescence effect of the copper ion quenching polypeptide gold nanocluster fluorescent probe (Pep-AuNCs) is researched. As can be seen from FIG. 5, when the pH of the system was 6, the fluorescence intensity ratio F was found to be0F rises to a maximum, with increasing pH, F0the/F tends to level off and decrease slightly. As can be seen from FIG. 6, the fluorescence intensity ratio F increases with increasing temperature from 10 ℃ to 30 ℃0Fluorescence intensity ratio F at 30 ℃0The maximum/F was reached and as the temperature continued to rise, the quenching ratio gradually decreased, indicating that the reaction was more complete at 30 ℃. As can be seen from FIG. 7, the reaction time is within 0-5min, the fluorescence intensity of the reaction system decreases rapidly, the fluorescence intensity of the system decreases slowly with the increase of the reaction time, and the fluorescence remains relatively stable until 10min, and does not decrease significantly. In summary, the optimal reaction conditions of the polypeptide gold nanocluster fluorescent probe are as follows: and (4) supplementing the conditions.
The fourth concrete embodiment: application of polypeptide gold nanocluster fluorescent probe
According to the optimal reaction conditions obtained in the second embodiment, the polypeptide gold nanocluster fluorescent probe (Pep-AuNCs) is used for quantitatively detecting copper ions, and Cu with different concentrations is added2+Adding into 100 μ L polypeptide gold nanocluster solution, diluting the mixed solution to 1mL with PBS buffer solution with pH 6, mixing well, incubating at 30 deg.C for 10min, performing spectral scanning with fluorescence spectrophotometer, and recording detection data, the result is shown in FIG. 8.
As is clear from FIG. 8, in the range of 0.1 to 4.2. mu. mol/L of copper ion concentration, the fluorescence intensity of Pep-AuNCs gradually decreased with the increase of the copper ion concentration added to the Pep-AuNCs fluorescent system, and F0The linear correlation between the concentration of the copper ions and the concentration of the copper ions exists (F)0And F represents the fluorescence intensity of Pep-AuNCs in the absence and presence of copper ions, respectively), with a regression equation of-105.9 x +693.68, a linear correlation coefficient of 0.997, and a minimum detection limit of 52nmol/L (S/N-3).
(II) to confirm the superiority of Pep-AuNCs in detecting copper ions, the same experiment was performed on AuNCs, and the results of the two were compared. The results of the experiment are shown in FIG. 9.
The "AuNCs" label in FIG. 9 represents gold nanoclusters, and the "Pep-AuNCs" represents the polypeptide gold nanocluster fluorescent probe prepared in the first example.
As can be seen from FIG. 9, the slope of the Pep-AuNCs concentration response curve to copper ions is larger than that of AuNCs, and the sensitivity is better. CCYWDAHRDY, the DAH fragment can overlap with the copper ion orbit through the nitrogen atom to form a stable plane structure, which can achieve the purpose of identifying the copper ion. Therefore, in the whole fluorescence detection system, the polypeptide gold nanoclusters can more sensitively recognize copper ions, so that the quenching of the fluorescence system is more obvious.
And (III) by adding different metal ions into the polypeptide gold nanocluster fluorescent probe system, the change of the fluorescence spectrum is researched, the selectivity of the detection system is investigated, and the result is shown in FIG. 10. As can be seen from FIG. 10, other interfering ions at concentrations ten times higher than that of copper ions did not significantly quench the fluorescence of Pep-AuNCs, and were substantially nonspecific.
Gold nanoclusters (AuNCs) taking BSA (bovine serum albumin) as a template are synthesized and successfully coupled with decapeptide CCYWDAHRDY capable of functionally identifying copper ions, so that the fluorescent sensor with high sensitivity to the copper ions is formed: polypeptide gold nanocluster fluorescent probes (Pep-AuNCs). The fluorescence quenching principle of copper ions to the Pep-AuNCs is researched, the detection condition of the Pep-AuNCs responding to the copper ions is optimized from three aspects of pH, temperature and reaction time, and the optimal detection condition is obtained to be pH 6, the temperature is 30 ℃ and the reaction time is 10 min. The experimental result shows that in the concentration range of 0.1-4.2 mu mol/L, the copper ions and the fluorescence intensity of the polypeptide gold nanoclusters form a good linear relation, the regression equation is that y is-105.9 x +693.68, the linear correlation coefficient is 0.997, and the lowest detection limit is 52 nmol/L. And the sensitivity comparison is carried out between the detection method and AuNCs, the result shows that the operation of detecting copper ions by the Pep-AuNCs is simple and convenient, the sensitivity is high, and the specificity experiment shows that the detection method has good specificity.
Finally, it is also noted that although the present invention has been described to a certain extent, it is apparent that appropriate changes in the respective conditions may be made without departing from the spirit and scope of the invention. It is believed that one skilled in the art will readily understand that the present invention is not limited to the embodiments described, and any modifications, equivalents, improvements, etc. made thereto are intended to be included within the scope of the present invention.

Claims (5)

1. A polypeptide gold nanocluster fluorescent probe is characterized in that the probe is a gold nanocluster modified by decapeptide CCYWDAHRDY (Cys-Cys-Tyr-Trp-Asp-Ala-His-Arg-Asp-Tyr).
2. The polypeptide gold nanocluster fluorescent probe as claimed in claim 1, wherein the polypeptide gold nanocluster fluorescent probe has an obvious absorption peak near 280nm, and has a strong fluorescence emission at 600-750nm under 280nm excitation, and an emission peak near 660 nm.
3. The polypeptide gold nanocluster fluorescent probe as claimed in claim 1, wherein the average particle size of the polypeptide gold nanocluster is about 1.8nm, the dispersibility is good, and the phenomenon of particle agglomeration is avoided.
4. The method for preparing the polypeptide gold nanocluster fluorescent probe as claimed in claim 1, which is characterized by comprising the following steps:
1) adding chloroauric acid aqueous solution into a clean glass bottle, stirring at 37 ℃ for 5min, slowly pouring into BSA solution (50mg/mL), then quickly adding newly prepared NaOH solution (1mol/L), violently stirring the mixed solution at 37 ℃ for about 24h, and dialyzing the solution in distilled water for 12h after the reaction is finished to obtain AuNCs solution;
2) dissolving decapeptide CCYWDAHRDY in ultrapure water to obtain 1mg/mL CCYWDAHRDY solution, slowly dripping 500 mu L CCYWDAHRDY solution into 2mL AuNCs solution, and culturing for 24h at 25 ℃ under mild stirring, wherein the color of a reaction system is changed into light brown, thus preparing the polypeptide gold nanocluster solution.
5. The application of the polypeptide gold nanocluster fluorescent probe as claimed in claim 1, wherein the polypeptide gold nanocluster fluorescent probe has a targeting labeling effect and can be used for specifically detecting residual metal Cu in food2+Adding 60 mu L of sample solution into 100 mu L of polypeptide gold nanocluster solution, diluting the mixed solution to 1mL by using PBS (phosphate buffer solution) with the pH value of 6, uniformly mixing, incubating at 30 ℃ for 10min, performing spectral scanning by using a fluorescence spectrophotometer, and recording detection data.
CN202110306247.6A 2021-03-23 2021-03-23 Synthesis and application of polypeptide gold nanocluster fluorescent probe Pending CN113061430A (en)

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Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN114371136A (en) * 2021-12-17 2022-04-19 江苏大学 Gold nanocluster-polypeptide sensor and preparation method and application thereof
CN114381257A (en) * 2022-01-21 2022-04-22 吉林大学 Ratio-type fluorescent probe of near-infrared luminescent gold nanocluster based on thiolactic acid protection and application of ratio-type fluorescent probe in silver ion detection

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
王淑瑾: "多肽基荧光量子点的设计合成及应用研究", 《中国优秀博硕士学位论文全文数据库(硕士) 工程科技Ⅰ辑》 *

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN114371136A (en) * 2021-12-17 2022-04-19 江苏大学 Gold nanocluster-polypeptide sensor and preparation method and application thereof
CN114371136B (en) * 2021-12-17 2024-03-19 江苏大学 Gold nanocluster-polypeptide sensor and preparation method and application thereof
CN114381257A (en) * 2022-01-21 2022-04-22 吉林大学 Ratio-type fluorescent probe of near-infrared luminescent gold nanocluster based on thiolactic acid protection and application of ratio-type fluorescent probe in silver ion detection
CN114381257B (en) * 2022-01-21 2024-05-07 吉林大学 Near-infrared luminous gold nanocluster ratio type fluorescent probe based on thiolactic acid protection and application of fluorescent probe in silver ion detection

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Application publication date: 20210702