CN116858824A - Colorimetric detection method for tryptophan and application thereof - Google Patents
Colorimetric detection method for tryptophan and application thereof Download PDFInfo
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- G01N21/00—Investigating or analysing materials by the use of optical means, i.e. using sub-millimetre waves, infrared, visible or ultraviolet light
- G01N21/75—Systems in which material is subjected to a chemical reaction, the progress or the result of the reaction being investigated
- G01N21/77—Systems in which material is subjected to a chemical reaction, the progress or the result of the reaction being investigated by observing the effect on a chemical indicator
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- G—PHYSICS
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- 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
- G01N21/17—Systems in which incident light is modified in accordance with the properties of the material investigated
- G01N21/25—Colour; Spectral properties, i.e. comparison of effect of material on the light at two or more different wavelengths or wavelength bands
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- 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
- G01N21/75—Systems in which material is subjected to a chemical reaction, the progress or the result of the reaction being investigated
- G01N21/77—Systems in which material is subjected to a chemical reaction, the progress or the result of the reaction being investigated by observing the effect on a chemical indicator
- G01N2021/775—Indicator and selective membrane
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- G—PHYSICS
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- 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
- G01N21/75—Systems in which material is subjected to a chemical reaction, the progress or the result of the reaction being investigated
- G01N21/77—Systems in which material is subjected to a chemical reaction, the progress or the result of the reaction being investigated by observing the effect on a chemical indicator
- G01N2021/7756—Sensor type
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- Chemical & Material Sciences (AREA)
- General Physics & Mathematics (AREA)
- Immunology (AREA)
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Abstract
The invention discloses a colorimetric detection method for tryptophan and application thereof. The invention uses nano composite material Au@MnO with good biocompatibility, water solubility and better oxidation performance 2 For the detection platform, mnO is used 2 Good oxidation properties of the shell recognize and interact with tryptophan resulting in MnO 2 The shell is etched and the gold nanoparticles are released, producing a distinct color change from brown to purple. Meanwhile, the special end-capping effect of tryptophan on gold nanometer avoids further aggregation of gold nanometer, and improves the detection selectivity. The detection method is portable, sensitive and good in selectivity, provides a new thought and a new scheme for the accurate detection of tryptophan, and has a wide application prospect.
Description
Technical Field
The invention relates to the technical field of nanomaterial analysis and sensing, in particular to a colorimetric detection method for tryptophan and application thereof.
Background
Tryptophan (Trp) is one of the eight amino acids necessary for the human body and plays an important role in protein synthesis, metabolism and maintenance of nitrogen balance in the body. Trp can be converted into a plurality of physiologically important active substances in vivo, such as 5-hydroxytryptamine, kynurenine and the like, and plays an important role in regulating biological processes such as immune cell response, neuronal excitation and the like. Furthermore, clinical studies show that tryptophan and its metabolites are closely related to malignant diseases such as gastric cancer, liver cancer, colorectal cancer and the like. Tryptophan concentration in serum and other biological fluids can be used as a typical biomarker for early diagnosis, monitoring of disease and treatment of cancer based on metabolic abnormalities of tryptophan during cancer. Therefore, the development and optimization of the detection method for tryptophan has extremely high value and profound significance for disease prevention and control and clinical early diagnosis.
To date, various methods for detecting Trp have been developed, mainly including the following: high Performance Liquid Chromatography (HPLC), gas Chromatography (GC), capillary Electrophoresis (CE), electrochemical analysis, and the like. However, the above methods mostly require expensive large-scale instruments, complicated pretreatment and separation means, and severe sample preservation conditions, and these inherent disadvantages limit them to laboratories and are difficult to popularize. Therefore, aiming at Trp in food and human internal environment, the development of a detection method which is simple, sensitive and efficient in operation is significant in guaranteeing life and health of people.
Disclosure of Invention
The present invention aims to solve at least one of the above technical problems in the prior art. To this end, the invention aims to provide a catalyst based on Au@MnO 2 Colorimetric detection method of tryptophan by nanocomposite. The detection method has the advantages of low cost, portability, sensitivity and good selectivity, provides a new thought and a new scheme for the accurate detection of tryptophan, and has wide application prospect.
In order to achieve the above purpose, the technical scheme adopted by the invention is as follows:
the first aspect of the invention proposes Au@MnO 2 Application of nanocomposite in tryptophan detection.
A second aspect of the invention proposes Au@MnO 2 Application of nanocomposite in preparation of tryptophan detection kit.
In a third aspect, the invention provides a colorimetric detection method for tryptophan.
According to a first aspect of the invention, au@MnO is provided 2 Application of nanocomposite in tryptophan detection.
In some embodiments of the invention, the Au@MnO 2 The nanocomposite is of a core-shell structure and comprises a gold nano-core coated by a manganese dioxide shell layer.
In some embodiments of the invention, the Au@MnO 2 The nano composite material is sphere-like, and the average grain diameter is 50-200 nm.
In some embodiments of the invention, the Au@MnO 2 The thickness of the manganese dioxide shell layer in the nano composite material is 30-180 nm.
In some embodiments of the invention, the application comprises: establishing Au@MnO 2 Constructing an interaction relation between absorbance and tryptophan concentration of the nanocomposite and tryptophan mixed solution based on Au@MnO 2 Method for sensing tryptophan by nanocomposite material to realize Au@MnO 2 Application of nanocomposite in tryptophan detection.
According to a second aspect of the invention, au@MnO is provided 2 Application of nanocomposite in preparation of tryptophan detection kit, wherein Au@MnO is prepared by using nanocomposite 2 The nanocomposite is Au@MnO according to the first aspect 2 A nanocomposite.
In some embodiments of the invention, the tryptophan detection kit includes au@mno 2 And (3) a tryptophan-based test paper.
In some embodiments of the invention, au@MnO is used 2 After the nanocomposite is deposited on the substrate, qualitative detection of tryptophan can be achieved: tryptophan is added for 5minIn the test paper, the effect that the color of the test paper which is visible to the naked eye is changed from brown to pink purple can be realized.
In some preferred embodiments of the invention, the substrate is white and is selected from filter paper, cellulose acetate film.
According to a third aspect of the present invention, there is provided a colorimetric detection method of tryptophan, comprising:
mixing the solution to be measured with Au@MnO 2 The nanocomposite materials are mixed and reacted under an acidic condition, and the color change or the ultraviolet-visible absorption spectrum change of the mixed system is observed.
In some embodiments of the invention, the test article comprises any one of water, food, biological sample, and pharmaceutical product.
In some embodiments of the invention, the colorimetric detection method of tryptophan may be a qualitative detection, a semi-quantitative detection, or a quantitative detection.
In some embodiments of the invention, when semi-quantitative, the method of colorimetric detection of tryptophan further comprises: tryptophan levels were determined from the ratio of absorbance of the UV-visible absorbance spectra at 545nm and 580 nm.
In some embodiments of the invention, when quantitative, the method of colorimetric detection of tryptophan further comprises: and obtaining the tryptophan content by a standard curve method according to the absorbance ratio of the ultraviolet visible absorption spectrum at 545nm and 580 nm.
In the present invention, au@MnO 2 MnO when the nanocomposite contacts tryptophan (Trp) as a detected object under acidic condition 2 The shell layer interacts with tryptophan to cause MnO 2 The shell is etched, and the gold nano-particles are released, so that obvious color change from brown to purple is generated; au@MnO 2 After the nanocomposite is used as a detected substance Trp to react, the released bare gold nano can be further blocked by Trp, aggregation can not occur, the subsequent red shift of gold nano LSPR peak is blocked, the ultraviolet absorption peak is shifted from 580nm to 545nm, the absorbance is in an overall decreasing trend, and the linear relation between the absorbance ratio of the solution and the tryptophan concentration can be utilized to establish the colorimetric of tryptophanAnalytical methods.
In some embodiments of the invention, the mixture is Au@MnO 2 The concentration of the nano composite material is 10 mg/L-1 g/L.
In some embodiments of the invention, the acidic condition has a pH of 0 to 6.
In some embodiments of the invention, the reaction time is from 1min to 5min.
In some embodiments of the invention, the ultraviolet visible absorption spectrum is scanned in the range of 200nm to 800nm.
In some preferred embodiments of the invention, the Au@MnO 2 The nanocomposite is synthesized by two-step reaction of four common basic substrates, namely water, potassium permanganate, chloroauric acid and sodium citrate.
In some preferred embodiments of the present invention, the standard curve is established as follows:
respectively mixing tryptophan standard solution with Au@MnO in each concentration gradient 2 Mixing the nanocomposite, reacting under acidic condition, measuring ultraviolet visible absorption spectrum of the reaction system, and comparing the ratio (A 545 /A 580 ) Mapping correspondingly to obtain the final product.
In some preferred embodiments of the present invention, the tryptophan standard solution has a final concentration of 0 to 20 μm in the mixed solution, and specifically includes: 0.001. Mu.M, 0.01. Mu.M, 0.1. Mu.M, 0.25. Mu.M, 0.5. Mu.M, 0.75. Mu.M, 1. Mu.M, 2.5. Mu.M, 5. Mu.M, 7.5. Mu.M, 10. Mu.M, 12.5. Mu.M, 15. Mu.M, 20. Mu.M.
In some preferred embodiments of the invention, the Au@MnO 2 The final concentration of the nanocomposite in the mixed solution is 10mg/L to 1g/L.
In some preferred embodiments of the invention, the standard curve is y=0.0073 [ trp]+1.062，R 2 =0.9962, wherein [ Trp ]]Represents the concentration of tryptophan, y is the ratio of the absorbance at 545nm to the absorbance at 580nm (A 545 /A 580 )。
The beneficial effects of the invention are as follows:
Au@MnO adopted by the invention 2 The nanocomposite has good biocompatibility, water solubility and better oxidation performance; the raw materials are widely available and the preparation is simple.
The detection method provided by the invention has the advantages of low cost, portability, sensitivity and good selectivity, provides a new thought and a new scheme for the accurate detection of tryptophan, and has a wide application prospect.
Drawings
FIG. 1 shows Au@MnO in an embodiment of the invention 2 A transmission electron microscope morphology characterization result of the nanocomposite;
FIG. 2 shows Au@MnO in the present invention 2 Photo of the nanocomposite before and after tryptophan reaction with the detected object;
FIG. 3 shows Au@MnO used in the present invention 2 The transmission electron microscope morphology characterization result of the nanocomposite after tryptophan reaction of the detected object is added;
FIG. 4 shows Au@MnO in an embodiment of the invention 2 Acidity optimization results of colorimetric detection conditions of the nanocomposite, wherein (A) is shown as Au@MnO 2 Ultraviolet visible absorption spectrum of Trp response under different concentrations of sulfuric acid, (B) graph A 545 /A 580 A graph of the relationship with sulfuric acid concentration;
FIG. 5 shows Au@MnO in example 3 of the present invention 2 Reaction time exploration of colorimetric detection conditions of the nanocomposite, wherein (A) is Au@MnO 2 An ultraviolet visible absorption spectrum of Trp responsive to time change at 0.1M sulfuric acid concentration, (B) is A 545 /A 580 A graph of the relationship with the reaction time;
FIG. 6 shows Au@MnO used in the present invention 2 The result of establishing tryptophan colorimetric working curve of the nano composite material on the detected object is that (A) is Au@MnO 2 Ultraviolet-visible absorption spectrum responsive to Trp of different concentrations, (B) is A 545 /A 580 A linear plot of Trp concentration;
FIG. 7 shows Au@MnO in an embodiment of the invention 2 Selection of tryptophan as a detection object by nanocompositeSelectively detecting results;
FIG. 8 shows Au@MnO in the present invention 2 Depositing the nano composite material on test paper to prepare Au@MnO 2 And (3) taking pictures under natural light before and after the tryptophan-based test paper reacts with tryptophan.
Detailed Description
The present invention will be described in further detail with reference to specific examples. The starting materials, reagents or apparatus used in the examples and comparative examples were either commercially available from conventional sources or may be obtained by prior art methods unless specifically indicated. Unless otherwise indicated, assays or testing methods are routine in the art.
Examples
1.Au@MnO 2 Preparation of nanocomposite materials
1) Preparation of gold nano solution: 100mL of water and 250. Mu.L of 100 mM chloroauric acid solution were added to a three-necked flask, the mixed solution was heated to boiling under vigorous stirring, 5mL of 25mM sodium citrate solution was rapidly added to react for 20min, and a gold nanoparticle solution was obtained, cooled to room temperature and stored under refrigeration at 4 ℃.
2)Au@MnO 2 Preparation of nanocomposite: 100mL of the gold nano solution prepared in the step 1) is added into a three-necked flask, 10mL of 10mM potassium permanganate solution is added under vigorous stirring, the mixture is stirred overnight at room temperature in a dark place, centrifugal washing is carried out for three times after the reaction is finished, and the mixture is dispersed in backwater and stored under refrigeration at 4 ℃.
FIG. 1 is the above Au@MnO 2 As can be seen from FIG. 1, the transmission electron microscope morphology characterization result of the nanocomposite material shows that Au@MnO adopted by the invention 2 The nanocomposite is uniformly dispersed and has an obvious core-shell structure.
FIG. 2 is 1mL of the Au@MnO described above 2 Nanocomposite was added to 1mL of ultrapure water (left) and contained 200. Mu.L of 1M H, respectively 2 SO 4 Photographs under natural light of a total volume of 1mL of mixed solution (right) of 200. Mu.L of 1mM Trp; it can be seen that Au@MnO mentioned above 2 The color comparison effect is obvious before and after the reaction of the nanocomposite and the object to be detected, and the visual value is very good.
FIG. 3 is a sample of 600. Mu.L of ultrapure water, 200. Mu.L of 1M H 2 SO 4 200 μL of 1mM Trp and 1mL of Au@MnO described above 2 A transmission electron microscope morphology characterization result of a mixed solution formed by the nano composite material; it can be seen that Au@MnO mentioned above 2 After the nanocomposite reacts with the colorimetric amino acid solution of the detected object, mnO 2 The shell is completely etched, the exposed gold nanoparticles are not agglomerated, the dispersibility is good, and the end capping effect of tryptophan on the gold nanoparticles is verified.
2. Preparation of related reagents
1) Preparation of 5M and 1M sulfuric acid solutions: 2.717mL of concentrated sulfuric acid with the purity of 98% is taken and added into a small amount of ultrapure water for dilution, transferred into a 10mL volumetric flask, added with ultrapure water for constant volume to scale marks, and 5M sulfuric acid solution can be obtained; 2mL of 5M sulfuric acid solution is further taken and added into a small amount of ultrapure water for dilution, transferred into a 10mL volumetric flask, added with ultrapure water and fixed to the scale mark, and then 1M sulfuric acid solution is obtained.
2) Preparation of 500. Mu.M, 10. Mu.M tryptophan solution: weighing 0.0076g of tryptophan solid powder by an analytical balance, adding the powder into a small amount of ultrapure water for dilution, transferring into a 50mL volumetric flask, adding ultrapure water, and fixing the volume to a scale mark to obtain 500 mu M tryptophan solution; 200 mu L of 500 mu M tryptophan solution is taken and added into a small amount of ultrapure water for dilution, the mixture is transferred into a 10mL volumetric flask, and the ultrapure water is added for constant volume to the scale mark, so that 10 mu M tryptophan solution is obtained.
3) Preparation of 500. Mu.M other amino acid interfering solution: 50mL of glutamic acid, proline, threonine, glycine, aspartic acid, serine, lysine, tyrosine, histidine, glutathione, phenylalanine, arginine, alanine, methionine, isoleucine, valine and leucine with corresponding weight of 500 mu M are calculated and weighed, diluted by a small amount of water, transferred to a 50mL volumetric flask, and added with ultrapure water to fix the volume to a scale mark.
3. Optimization of tryptophan colorimetric detection conditions
1) Optimization of acidity:
a centrifuge tube was charged with a volume of water and 75. Mu.L of sulfuric acid solutions (10 -6 M、10 -5 M、10 -4 M, 0.005M, 0.001M, 1M, 2.5M, 5M, 7.5M, 10M), respectivelyInto which 75. Mu.L of 200. Mu.M tryptophan (Trp) solution and 300. Mu.L of 30mg/mL Au@MnO were added, respectively 2 The total volume of the solution of the nanocomposite is 750 mu L, the ultraviolet-visible absorption spectrum in the range of 200-800 nm is measured after the sufficient reaction is carried out for 2min, and the absorption spectrum A is observed 545 /A 580 The results of the numerical changes are shown in FIG. 4, and it can be seen from FIG. 4 that the optimal sulfuric acid acidity of the reaction system is 0.1M, and the following related experiments should be performed under the present conditions.
2) Investigation of reaction time:
adding a certain volume of water, 75 mu L of 1M sulfuric acid solution, 75 mu L of 200 mu M Trp solution and 300 mu L of 30mg/mL Au@MnO into a centrifuge tube 2 The nanocomposite is quickly transferred to a cuvette after being uniformly mixed, ultraviolet-visible absorption spectrum is measured at intervals of 4min, and absorption spectrum A is observed 545 /A 580 The results are shown in FIG. 5, and it can be seen from FIG. 5 that the reaction proceeds rapidly, the reaction is completed at 1min, and there is little change in absorbance of the solution within 1 hour.
4. Establishment of tryptophan colorimetric method working curve
To the centrifuge tube, 75. Mu.L of 1M sulfuric acid solution was added at final concentrations of 0.001. Mu.M, 0.01. Mu.M, 0.1. Mu.M, 0.25. Mu.M, 0.5. Mu.M, 0.75. Mu.M, 1. Mu.M, 2.5. Mu.M, 5. Mu.M, 7.5. Mu.M, 10. Mu.M, 12.5. Mu.M, 15. Mu.M, 20. Mu.M Trp solution, and 300. Mu.L of 30mg/mL Au@MnO, respectively 2 Diluting with water to 750 μl, mixing, testing the fully reacted solution with ultraviolet-visible spectrophotometer, and collecting Trp concentration data and A obtained during detection 545 /A 580 The colorimetric working curve of Trp can be obtained by plotting the data of the values (the ratio of absorbance at 545nm to absorbance at 580 nm), the result is shown in FIG. 6, wherein the graph A is Au@MnO 2 Ultraviolet-visible absorption spectrum of response to Trp at different concentrations, graph B is A 545 /A 580 Linear relationship with Trp concentration. It can be found that A 545 /A 580 A good linear relationship with Trp concentration was exhibited, and the linear equation giving the working curve was y=0.0073 [ Trp]+1.062，R 2 =0.9962, wherein [ Trp ]]Represents the concentration of tryptophan, y is A 545 /A 580 By three times of noiseThe calculated minimum detection limit was 0.68nM.
5. Selective testing of tryptophan detection
In the reaction system, 75. Mu.L of 1M sulfuric acid solution, 75. Mu.L of 200. Mu.M different amino acid solutions (glutamic acid, proline, threonine, glycine, aspartic acid, serine, lysine, tyrosine, histidine, glutathione, phenylalanine, arginine, alanine, methionine, isoleucine, valine, leucine) and 300. Mu.L of 30mg/mL Au@MnO were added 2 The nanocomposite is diluted to 750 mu L by adding water, and after full reaction, the ultraviolet-visible absorption spectrum is determined, and the absorption spectrum A is observed 545 /A 580 A change in the numerical value; similarly, 20 mu M tryptophan is added into the reaction system, the ultraviolet-visible absorption spectrum is determined after full reaction, and the absorption spectrum A is observed 545 /A 580 The change of the numerical value is shown in fig. 7, and the result shows that the detection platform constructed by the invention has excellent selectivity on Trp and has negligible influence on other amino acids from fig. 7.
6. Detection of actual samples
Into a centrifuge tube, 75. Mu.L of 1M sulfuric acid solution, 100. Mu.L of actual sample, 300. Mu.L of Au@MnO were added 2 Diluting the nanocomposite material with ultrapure water to 750 mu L, sufficiently reacting, determining ultraviolet-visible absorption spectrum, and observing A corresponding to the absorption spectrum 545 /A 580 Numerical values. From the obtained standard curve, the tryptophan content in the sample can be obtained, and the recovery rate and standard deviation coefficient are calculated as shown in table 1.
Table 1 content and recovery of Trp in actual sample (n=4)
As can be seen from the above Table 1, the detection method has reasonable recovery rate and standard deviation coefficient, and has practical application prospect and value.
7.Au@MnO 2 Tryptophan-based test paper
Cutting Cellulose Acetate (CA) film into 5mm diameter discs, andthis is the substrate. Dropwise adding 50 mu L of 50mg/mL Au@MnO to the cut CA film 2 Nanometer material, natural air drying to obtain Au@MnO 2 And (3) a tryptophan-based test paper. Au@MnO 2 As shown in FIG. 8, the detection effect of the tryptophan-based detection test paper is shown as obvious change from brown (left) to pink (right) after 20 mu L of 100 mu M acidic tryptophan solution is added, and the Au@MnO is fully explained 2 The practicality of the tryptophan-based test paper.
The above examples are preferred embodiments of the present invention, but the embodiments of the present invention are not limited to the above examples, and any other changes, modifications, substitutions, combinations, and simplifications that do not depart from the spirit and principle of the present invention should be made in the equivalent manner, and the embodiments are included in the protection scope of the present invention.
Claims (10)
1.Au@MnO 2 The application of the nanocomposite in tryptophan detection is characterized in that the Au@MnO 2 The nanocomposite is of a core-shell structure and comprises a gold nano-core coated by a manganese dioxide shell layer.
2. The use according to claim 1, characterized in that the au@mno 2 Is sphere-like and has an average particle diameter of 50-200 nm.
3. Au@mno according to claim 1 or 2 2 Application of nanocomposite in preparation of tryptophan detection kit.
4. A colorimetric detection method for tryptophan, comprising:
mixing the solution to be measured with Au@MnO 2 The nanocomposite materials are mixed and reacted under an acidic condition, and the color change or the ultraviolet-visible absorption spectrum change of the mixed system is observed.
5. The method for colorimetric detection of tryptophan according to claim 4, further comprising: tryptophan levels were determined from the ratio of absorbance of the UV-visible absorbance spectra at 545nm and 580 nm.
6. The method for colorimetric detection of tryptophan according to claim 4, further comprising: and obtaining the tryptophan content by a standard curve method according to the absorbance ratio of the ultraviolet visible absorption spectrum at 545nm and 580 nm.
7. The method for colorimetric detection of tryptophan according to claim 6, wherein the standard curve is established by the following method:
respectively mixing tryptophan standard solution with Au@MnO in each concentration gradient 2 Mixing the nanocomposite, reacting under an acidic condition, measuring the ultraviolet visible absorption spectrum of a reaction system, and correspondingly mapping the concentration of tryptophan with the ratio of the absorbance at 545nm to the absorbance at 580nm obtained by measurement.
8. The method for colorimetric detection of tryptophan according to claim 4, wherein the acidic condition has a pH of 0 to 6.
9. The method of claim 7, wherein the standard curve is y=0.0073 [ Trp ] +1.062, where [ Trp ] is the concentration of tryptophan, and y is the ratio of absorbance at 545nm to absorbance at 580 nm.
10. The method for colorimetric detection of tryptophan according to claim 4, wherein the sample to be detected includes any one of water, food, biological samples, and drugs.
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