CN106483112B - A kind of method that fluorescence and colorimetric double mode continuously detect arginine and copper ion - Google Patents
A kind of method that fluorescence and colorimetric double mode continuously detect arginine and copper ion Download PDFInfo
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Abstract
The invention discloses a kind of method that fluorescence and colorimetric double mode continuously detect arginine and copper ion, specially a kind of switching mode fluorescence probe detection arginine and copper ion (Cu based on carbon dots (CDs)2+) method.Arginine and copper ion can be detected rapidly and sensitively using carbon dots as fluorescence probe: in the presence of arginine, the fluorescence of CDs is effectively quenched by arginine.Meanwhile CDs solution colour becomes lightpink from light yellow.When continuously adding Cu in system2+When, fluorescence intensity can be restored, and solution colour reverted to by lightpink it is light yellow.Continuous detection arginine and Cu provided by the invention2+Analysis method compared with simple fluorescence analysis, double mode output method it is more advantageous in practical applications, imply its application prospect in real-time detection sample.
Description
Technical field
The present invention relates to the detection methods of arginine and copper ion, and in particular to a kind of carbon dots are utilized as switching mode probe
The method that fluorescence and colorimetric double mode continuously detect arginine and copper ion.
Background technique
In 20 kinds of amino acid of constitutive protein matter, arginine (Arg) receives the extensive concern of scientist.Due to its
The processes such as blood vessel dilatation, immune response, neural traffic, cell division, wound healing, play key player.But arginine
Strongly hydrophilic and the weak interaction between receptor, so that its detection in aqueous solution is faced very big challenge.Currently, only
A few studies report, detects it using chemical sensor.But complicated synthesis process greatly limits these sensors
Practical application.Therefore, develop it is a kind of prepare simple, selectivity is good, the smart ammonia in the fluorescence probe detection water body of high sensitivity
Acid is of great significance.
Copper ion (Cu2+) as the transition metal ions abundant of flow control three is included in human body, it is risen in many biological respinses
To vital effect.The content of internal copper is for blood, nervous centralis and immune system, hair, skin and skeletal tissue
And the internal organ such as brain, liver, heart development and function have a major impact.Therefore, a kind of quick, sensitive, easy analysis side is developed
Method detection copper ion is highly desirable.To solve this problem, researcher is made that very big effort, has developed some benefits
Use organic molecule as the analysis method of probe in detecting arginine and copper ion.But there are also permitted for these probes and analysis method
The problems such as mostly deficiency, synthesis process complexity, toxicity height, poor biocompatibility, cumbersome analytic process, still has.
Fluorescence analysis is due to high sensitivity, selectively good, simple and quick etc. detections advantage is used widely.It is glimmering
Light carbon dots have good application in fields such as biochemical sensitive, bio-imaging, environmental analyses as emerging fluorescent nano material
Potentiality.Therefore, the present invention is based on the superior photoluminescent property of carbon dots and biological properties, by fluorescence analysis and colorimetric analysis and nanometer material
Material combines, and develops a kind of fluorescence and colorimetric double mode continuously detects the analysis method of arginine and copper ion.With it is simple glimmering
Light variation compares, dual output mode detection method have more in practical applications it is outstanding have gesture, imply it in real-time detection
Application prospect in actual sample.
Summary of the invention
The purpose of the present invention is to provide a kind of quick, simple, highly selective fluorescence based on carbon dots switching mode probe
Arginine (Arg) and copper ion (Cu are continuously detected with colorimetric double mode2+) method.
Testing principle of the present invention is: using carbon dots fluorescent quenching (pass) and recovery (opening) and the property of color change, by it
It applies in the continuous detection of arginine and copper ion, develops a kind of analyzing detecting method of dual output mode.When Arg exists
When, the fluorescence of CDs is effectively quenched by Arg.Meanwhile CDs solution colour becomes lightpink from light yellow.When Cu is added in system2+
When, fluorescence intensity can be restored, and solution colour reverted to by lightpink it is light yellow.
A kind of carbon dots are made by method comprising the following steps:
1), by chitosan, 10% glacial acetic acid and ethylenediamine be placed in microwave reactor, be sufficiently stirred, chitosan, 10%
Glacial acetic acid and ethylenediamine mass ratio are as follows: 0.5-1.5: 5.25-15.75: 2.25-6.75；
2), the microwave reactor equipped with reactant is placed in micro-wave oven, 4-16min is reacted under high fire state, obtains palm fibre
Color solid；
3) microwave reactor, is taken out, the secondary water of 20-50mL, stirring and dissolving is added in natural cooling, and filtering removes insoluble
Object obtains clarifying lurid solution, using the bag filter of 500-1000Da, dialysis treatment at least 3 days in glass container, i.e.,
Obtain the aqueous solution of pure carbon dots；
4), carbon dots solid will be obtained after the freeze-drying of above-mentioned carbon dots aqueous solution.
The carbon dots show good selectivity, in carbon dots solution, only addition arginine so that solution colour by
It is light yellow to become lightpink, the fluorescent quenching of carbon dots, and alanine, histidine, glutamic acid, leucine, methionine, dried meat ammonia is added
Acid, threonine, serine, valine, day propylhomoserin, tyrosine, cysteine, phenylalanine and glycine, solution colour is without bright
Aobvious variation, and the fluorescence intensity of carbon dots is without significant change.In carbon dots/arginine mixed system, Cu is only continuously added2+,
So that solution colour becomes light yellow from lightpink, the fluorescence of carbon dots restores, and other metal ions are added, and solution colour is without bright
Aobvious variation, and the fluorescence intensity of carbon dots is without significant change.
The method that a kind of fluorescence provided by the invention and colorimetric double mode continuously detect arginine and copper ion, step are as follows:
1), the carbon dots solution as described above of configuration concentration 0.1mg/mL；
2) a series of arginine of concentration and the standard solution of copper ion, are configured；
3) arginine, is added into carbon dots solution, the fluorescence of carbon dots is quenched gradually, obtains carbon dots/arginine solution, it is molten
Liquid color becomes lightpink from light yellow；
4), continue that copper ion is added in the solution of fluorescent quenching into step 3), make carbon dots fluorescence restore, solution colour by
Lightpink is restored to light yellow；
5) carbon dots/arginine reaction front and back fluorescence intensity, is measured, is become according to arginic concentration and relative intensity of fluorescence
Relationship between change value, which is established, detects arginic standard curve；
6) fluorescence intensity for, measuring carbon dots/arginine and copper ion reaction front and back, according to the concentration of copper ion and relatively glimmering
Relationship between intensity variation value establishes the standard curve of detection copper ion；
7), quantitative detection: measurement sample to be tested and carbon dots or carbon dots/arginine reaction front and back fluorescence intensity change, meter
Reaction front and back relative intensity of fluorescence changing value is calculated, reference step 5) or 6) the middle standard curve obtained obtain smart in sample to be tested
The concentration of propylhomoserin or copper ion.
A kind of fluorescence provided by the invention and colorimetric double mode detect arginic method, step are as follows:
1), the carbon dots solution as described above of configuration concentration 0.1mg/mL；
2) a series of arginic standard solution of concentration, is configured；
3) arginine, is added into carbon dots solution, the fluorescence of carbon dots is quenched gradually, obtains carbon dots/arginine solution, it is molten
Liquid color becomes lightpink from light yellow；
4) carbon dots/arginine reaction front and back fluorescence intensity, is measured, is become according to arginic concentration and relative intensity of fluorescence
Relationship between change value, which is established, detects arginic standard curve；
5), quantitative detection: it is opposite to calculate reaction front and back for the fluorescence intensity change of measurement sample to be tested and carbon dots reaction front and back
Fluorescence intensity change value obtains the concentration of arginine or copper ion in sample to be tested referring to the standard curve obtained in step 4).
Above-mentioned fluorescent carbon point and analysis method can be applied in cell fluorescence imaging.
The present invention has following advantageous effects:
(1) the switching mode fluorescence probe of the present invention based on carbon dots is compared with traditional organic probes, preparation step letter
It is single, handled without subsequent addition strong acid and strong base or surface passivator, reactant is carbonized in same system, polymerize and
Target carbon dots can be obtained in surface modification.
(2) carbon dots raw material sources of the present invention are extensive, cheap.Production equipment only needs micro-wave oven, and operation is simple, can be
Reaction, energy- and time-economizing are rapidly completed in more than ten minutes.
(3) carbon dots of the invention all have good solubility and dispersibility in aqueous solution, and are that partial size is less than
The nano particle of 10nm, good biocompatibility, small toxicity can be applied to bio-imaging, shown in vivo good
Application potential.
(4) method that the present invention mutually gives conjunction with colorimetric analysis using fluorescence analysis, compared with single detection mode, lose-lose
Detection pattern has more superiority in the detection of actual sample out, improves the selectivity and sensitivity of analysis method, treats
Accurate qualitative and quantitative analysis can be realized by surveying object.
(5) fluorescence and colorimetric double mode provided by the invention based on carbon dots switching mode probe continuously detects arginine
(Arg) and copper ion (Cu2+) analysis method, have the characteristics that efficiently, it is easy, quick；The application of carbon dots has also been expanded simultaneously
Range.
Detailed description of the invention
Fig. 1 is the fluorescence emission spectrum and ultra-violet absorption spectrum of carbon dots prepared by embodiment 1；
Fig. 2 is that carbon dots detect arginic fluorescence emission spectrogram of compound；
Fig. 3 is that carbon dots detect arginic ultra-violet absorption spectrum；
Fig. 4 is the fluorescence emission spectrum that carbon dots/arginine detects copper ion；
Fig. 5 is carbon dots, carbon dots/arginine and carbon dots/arginine/copper ion solution system under fluorescent lamp and ultraviolet lamp
Photo；
Fig. 6 is application of the analysis method provided by the invention in human hepatoma HepG2 cell's laser co-focusing.
Specific embodiment
It elaborates below with reference to embodiment to the present invention, embodiment gives detailed embodiment and specific behaviour
Make process, but protection scope of the present invention is not limited to following embodiments.
Embodiment 1
The method for preparing carbon dots:
Step 1,0.8g chitosan is weighed in microwave reactor, and the glacial acetic acid of 8mL10% is added, is sufficiently stirred, then
4mL ethylenediamine is added, is sufficiently stirred again, obtains thick reactant；
Step 2, microwave reactor is placed under (700 watts) of micro-wave oven high fiery state and reacts 8min, obtain brown solid；
Step 3, microwave reactor is taken out, 30mL secondary water is added in natural cooling thereto, and it is molten that stirring and dissolving obtains brown
Liquid, filtering removal insoluble matter obtain clear pale yellow solution, by the bag filter of 500-1000Da, dialyse in glass container
At least 3 days removal impurity of processing is to get the aqueous solution for arriving pure carbon dots；
Step 4, carbon dots solid will be obtained after the freeze-drying of above-mentioned carbon dots aqueous solution, the carbon dots for being configured to 0.1mg/mL are molten
Liquid.
Embodiment 2
Fluorescent carbon point aqueous solution (0.1mg/mL) 1.8mL prepared by Example 1 is placed in fluorescence cuvette, is separately added into
The Arg solution of 0.2mL various concentration (from low to high) is uniformly mixed, and emission spectrum (λ is scanned in fluophotometerex=
365nm, λem=454nm), according to the relationship between arginic concentration and relative intensity of fluorescence changing value, carbon dots are calculated to essence
The detection range and detection limit of propylhomoserin.(see Fig. 2)
Embodiment 3
Configuration carbon dots/arginic solution 1.8mL is placed in fluorescence cuvette, is separately added into 0.2mL various concentration (from low
To height) Cu2+Solution is uniformly mixed, and emission spectrum (λ is scanned in fluophotometerex=365nm, λem=454nm), according to
Relationship between the concentration and relative intensity of fluorescence changing value of copper ion calculates carbon dots/arginine to Cu2+Detection range and inspection
Rising limit.(see Fig. 4)
Embodiment 4
Such as Fig. 5, it is shallow that first row: fluorescent carbon point aqueous solution prepared by embodiment 1 is placed in cuvette under fluorescent light
Yellow (left side), be added Arg after become lightpink (in), add Cu2+Afterwards, it is gradually recovered into light yellow (right side)；Second row: being
Picture of the one row's solution under 365nm ultraviolet lamp, carbon dots solution be blue-fluorescence (left side), addition Arg fluorescent quenching (in), then plus
Enter Cu2+Blue-fluorescence is gradually recovered (right side).
Embodiment 5
The human cervical carcinoma HepG2 cell of fluorescent carbon point aqueous solution (0.1mg/mL) prepared by embodiment 1 for label, such as
Shown in Fig. 6 a, cellular morphology is good, it is seen that carbon dots can be used for viable cell labelling almost without cytotoxicity.Fig. 6 from left to right according to
It is secondary are as follows: the cytological map (blue-fluorescence) of (a) dark field (excitation is 405nm) carbon dots label；(b) dark field (excitation is 405nm), in a
Cytological map (blue-fluorescence quenching) after middle addition arginine；(c) dark field (excitation is 405nm), after copper ion is added in b
Cytological map (blue-fluorescence recovery).
Claims (2)
1. a kind of method that fluorescence and colorimetric double mode continuously detect arginine and copper ion, it is characterised in that step are as follows:
1), the carbon dots solution of configuration concentration 0.1mg/mL；
2) a series of arginine of concentration and the standard solution of copper ion, are configured；
3) arginine, is added into carbon dots solution, the fluorescence of carbon dots is quenched gradually, obtains carbon dots/arginine solution, solution face
Color becomes lightpink from light yellow；
4), continue to continuously add copper ion in the solution of fluorescent quenching into step 3), make carbon dots fluorescence restore, solution colour by
Lightpink is restored to light yellow；
5) carbon dots/arginine reaction front and back fluorescence intensity, is measured, according to arginic concentration and relative intensity of fluorescence changing value
Between relationship establish and detect arginic standard curve；
6) fluorescence intensity of carbon dots/arginine and copper ion reaction front and back, is measured, it is strong according to the concentration of copper ion and relative fluorescence
The relationship spent between changing value establishes the standard curve of detection copper ion；
7), quantitative detection: measurement sample to be tested and carbon dots or carbon dots/arginine reaction front and back fluorescence intensity change calculate anti-
Front and back relative intensity of fluorescence changing value is answered, reference step 5) or 6) the middle standard curve obtained obtain arginine in sample to be tested
Or the concentration of copper ion；
The carbon dots are made by method comprising the following steps:
1), by chitosan, 10% glacial acetic acid and ethylenediamine be placed in microwave reactor, be sufficiently stirred, chitosan, 10% ice
The mass ratio of acetic acid and ethylenediamine are as follows: 0.5-1.5: 5.25-15.75: 2.25-6.75；
2), the microwave reactor equipped with reactant is placed in micro-wave oven, 4-16min is reacted under high fire state, it is solid to obtain brown
Body；
3) microwave reactor, is taken out, the secondary water of 20-50mL, stirring and dissolving is added in natural cooling, and filtering removal insoluble matter obtains
To clarifying lurid solution, using the bag filter of 500-1000Da, dialysis treatment at least 3 days is in glass container to get arriving
The aqueous solution of pure carbon dots；
4), carbon dots solid will be obtained after the freeze-drying of above-mentioned carbon dots aqueous solution.
2. a kind of fluorescence and colorimetric double mode detect arginic method, it is characterised in that step are as follows:
1), the fluorescent carbon point solution as described in the appended claim 1 of configuration concentration 0.1mg/mL；
2) a series of arginic standard solution of concentration, is configured；
3) arginine, is added into carbon dots solution, the fluorescence of carbon dots is quenched gradually, obtains carbon dots/arginine solution, solution face
Color becomes lightpink from light yellow；
4) carbon dots/arginine reaction front and back fluorescence intensity, is measured, according to arginic concentration and relative intensity of fluorescence changing value
Between relationship establish and detect arginic standard curve；
5), quantitative detection: the fluorescence intensity change of measurement sample to be tested and carbon dots reaction front and back calculates reaction front and back relative fluorescence
Strength Changes value obtains arginic concentration in sample to be tested referring to the standard curve obtained in step 4)；
The carbon dots are made by method comprising the following steps:
1), by chitosan, 10% glacial acetic acid and ethylenediamine be placed in microwave reactor, be sufficiently stirred, chitosan, 10% ice
The mass ratio of acetic acid and ethylenediamine are as follows: 0.5-1.5: 5.25-15.75: 2.25-6.75；
2), the microwave reactor equipped with reactant is placed in micro-wave oven, 4-16min is reacted under high fire state, it is solid to obtain brown
Body；
3) microwave reactor, is taken out, the secondary water of 20-50mL, stirring and dissolving is added in natural cooling, and filtering removal insoluble matter obtains
To clarifying lurid solution, using the bag filter of 500-1000Da, dialysis treatment at least 3 days is in glass container to get arriving
The aqueous solution of pure carbon dots；
4), carbon dots solid will be obtained after the freeze-drying of above-mentioned carbon dots aqueous solution.
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| CN107064088B (en) * | 2017-03-11 | 2020-05-05 | 济南大学 | Method for determining lysine content by adopting chitosan-based CdS and fluorescence switch method |
| CN111117608B (en) * | 2019-12-05 | 2021-09-28 | 山西大学 | Fluorescent probe for quantitatively detecting acidic or basic amino acid based on carbon quantum dot fluorescence quenching or enhancement method and preparation method thereof |
| CN112986198A (en) * | 2021-02-19 | 2021-06-18 | 重庆医科大学 | Sensor based on arginine fluorescent carbon quantum dots and preparation method and application thereof |
| CN113800501B (en) * | 2021-10-08 | 2023-04-18 | 山西大学 | Preparation method and application of orange-red fluorescent carbon dots for detecting pH and arginine |
| CN115728277B (en) * | 2022-11-15 | 2024-04-26 | 安徽工业大学 | Method for rapidly detecting content of glyphosate |
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