CN106483112A - A kind of fluorescence and the method for colorimetric double mode continuous detecting arginine and copper ion - Google Patents
A kind of fluorescence and the method for colorimetric double mode continuous detecting arginine and copper ion Download PDFInfo
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Abstract
The invention discloses a kind of method of fluorescence and colorimetric double mode continuous detecting arginine and copper ion, specially a kind of switching mode fluorescent probe detection arginine based on carbon point (CDs) and copper ion (Cu2+) method.Arginine and copper ion can be detected rapidly and sensitively as fluorescent probe using carbon point：In the presence of arginine, the fluorescence of CDs is effectively quenched by arginine.Meanwhile, CDs solution color from pale yellow complexion changed is lightpink.When continuously adding Cu in system2+When, fluorescence intensity can be recovered, and solution colour reverted to by lightpink light yellow.Continuous detecting arginine and Cu that the present invention provides2+Analysis method compared with simple fluorimetry, the method for double mode output is more advantageous in actual applications, imply that its application prospect in real-time detection sample.
Description
Technical field
The present invention relates to the detection method of arginine and copper ion is and in particular to a kind of carbon point utilizes as switching mode probe
Fluorescence and the method for colorimetric double mode continuous detecting arginine and copper ion.
Background technology
In 20 kinds of aminoacid of constitutive protein matter, arginine (Arg) receives the extensive concern of scientist.Due to its
The processes such as vasodilation, immunoreation, neural traffic, cell division, wound healing, play key player.But, arginine
Strongly hydrophilic and the weak interaction and between receptor so as to detection in aqueous faces very big challenge.At present, only
A few studies are reported, using chemical sensor, it are detected.But the building-up process of complexity greatly limit these sensors
Practical application.Therefore, exploitation one kind is prepared simply, and selectivity is good, and the high fluorescent probe of sensitivity detects the smart ammonia in water body
Acid is significant.
Copper ion (Cu2+) include, as in human body, the transition metal ionss that flow control three is enriched, rise in many biological respinses
To vital effect.The content of internal copper is for blood, nervus centraliss and immune system, hair, skin and skeletal tissue
And the growth of the internal organs such as brain, liver, heart and function have a major impact.Therefore, develop a kind of quick, sensitive, easy analysis side
Method detection copper ion is highly desirable to.For solving this problem, research worker is made that very big effort, have developed some profits
With organic molecule as probe in detecting arginine and copper ion analysis method.But, these probes and analysis method also have perhaps
How not enough, building-up process complexity, toxicity height, poor biocompatibility, analysis process yet suffer from the problems such as loaded down with trivial details.
Fluorimetry because sensitivity is high, selectivity is good, simple and quick etc., be used widely by detection advantage.Glimmering
Light carbon point has good application as emerging fluorescent nano material in fields such as biochemical sensitive, bio-imaging, environmental analyses
Potentiality.Therefore, the present invention is based on the superior photoluminescent property of carbon point and biological property, by fluorescence analysiss and colorimetric analysiss and nanometer material
Material combines, and develops a kind of fluorescence and the analysis method of colorimetric double mode continuous detecting arginine and copper ion.Glimmering with simple
Light change is compared, and dual output mode detection method has gesture with more prominent in actual applications, imply that it in real-time detection
Application prospect in actual sample.
Content of the invention
It is an object of the invention to provide a kind of quick, simple, fluorescence based on carbon point switching mode probe of high selectivity
With colorimetric double mode continuous detecting arginine (Arg) and copper ion (Cu2+) method.
Cleaning Principle of the present invention is：Using the property of carbon point fluorescent quenching (closing) and recovery (opening) and color change, by it
Apply in the continuous detecting of arginine and copper ion, develop a kind of analyzing detecting method of lose-lose exit pattern.When Arg exists
When, the fluorescence of CDs is effectively quenched by Arg.Meanwhile, CDs solution color from pale yellow complexion changed is lightpink.As addition Cu in system2+
When, fluorescence intensity can be recovered, and solution colour reverted to by lightpink light yellow.
A kind of carbon point, is obtained by the method comprising the following steps：
1), shitosan, 10% glacial acetic acid and ethylenediamine are placed in microwave reactor, are sufficiently stirred for, shitosan, 10%
Glacial acetic acid and the mass ratio of ethylenediamine be：0.5-1.5∶5.25-15.75∶2.25-6.75；
2) microwave reactor that, will be equipped with reactant is placed in microwave oven, reacts 4-16min, obtain palm fibre under high fire state
Color solid；
3), take out microwave reactor, natural cooling, add the secondary water of 20-50mL, stirring and dissolving, filter removal insoluble
Thing obtains clarifying lurid solution, using the bag filter of 500-1000Da, dialysis treatment at least 3 days in glass container, that is,
Obtain the aqueous solution of pure carbon point；
4), obtain carbon point solid by after above-mentioned carbon point aqueous solution lyophilization.
Described carbon point shows good selectivity, in carbon dots solution, only add arginine so that solution colour by
Light yellow be changed into lightpink, the fluorescent quenching of carbon point, and add alanine, histidine, glutamic acid, leucine, Methionine, dried meat ammonia
Acid, threonine, serine, L-Valine, sky propylhomoserin, tyrosine, cysteine, Phenylalanine and glycine, solution colour is no bright
Aobvious change, and the fluorescence intensity no significant change of carbon point.In carbon point/arginine mixed system, only continuously add Cu2+,
Solution colour is made to be changed into light yellow from lightpink, the fluorescence of carbon point recovers, and adds other metal ions, and solution colour is no bright
Aobvious change, and the fluorescence intensity no significant change of carbon point.
A kind of fluorescence and the method for colorimetric double mode continuous detecting arginine and copper ion that the present invention provides, step is：
1), the carbon dots solution as described above of configuration concentration 0.1mg/mL；
2), a series of configuration arginine of concentration and the standard solution of copper ion；
3), in carbon dots solution, add arginine, so that the fluorescence of carbon point is gradually quenched, obtain carbon point/arginine solution, molten
Liquid color from pale yellow complexion changed is lightpink；
4), continue to step 3) in fluorescent quenching solution in add copper ion, make carbon point fluorescence recover, solution colour by
Lightpink returns to light yellow；
5), measure the fluorescence intensity before and after carbon point/arginine reacts, become according to arginic concentration and relative intensity of fluorescence
Relation between change value is set up and is detected arginic standard curve；
6), measure the fluorescence intensity before and after carbon point/arginine and copper ion reaction, the concentration according to copper ion is glimmering with relative
Relation between intensity variation value sets up the standard curve of detection copper ion；
7), detection by quantitative：Fluorescence intensity change before and after mensure testing sample and carbon point or carbon point/arginine reaction, meter
Calculate relative intensity of fluorescence changing value before and after reaction, with reference to step 5) or 6) the middle standard curve obtaining, obtain essence in testing sample
Propylhomoserin or the solubility of copper ion.
A kind of fluorescence and the arginic method of the double mode detection of colorimetric that the present invention provides, step is：
1), the carbon dots solution as described above of configuration concentration 0.1mg/mL；
2), configure a series of arginic standard solution of concentration；
3), in carbon dots solution, add arginine, so that the fluorescence of carbon point is gradually quenched, obtain carbon point/arginine solution, molten
Liquid color from pale yellow complexion changed is lightpink；
4), measure the fluorescence intensity before and after carbon point/arginine reacts, become according to arginic concentration and relative intensity of fluorescence
Relation between change value is set up and is detected arginic standard curve；
5), detection by quantitative：Fluorescence intensity change before and after mensure testing sample and the reaction of carbon point, calculates before and after reacting relatively
Fluorescence intensity change value, with reference to step 4) the middle standard curve obtaining, obtain the solubility of arginine or copper ion in testing sample.
Above-mentioned fluorescent carbon point and analysis method can be applied in cell fluorescence imaging.
The present invention has following Advantageous Effects：
(1), compared with traditional organic probes, preparation process is simple for the switching mode fluorescent probe based on carbon point of the present invention
Single, need not subsequently add strong acid and strong base or surface passivator is processed, reactant carry out in same system carbonization, polymerization and
Surface modification, you can obtain aim carbon point.
(2) carbon point raw material sources of the present invention are extensively, cheap.Production equipment only needs microwave oven, and operation is simple, can be
It is rapidly completed reaction, energy- and time-economizing in more than ten minutes.
(3) the carbon point of the present invention all has good dissolubility and dispersibility in aqueous, and is that particle diameter is less than
The nano-particle of 10nm, good biocompatibility, small toxicity, can be applicable to bio-imaging, show good in vivo
Application potential.
(4) present invention utilizes fluorescence analysiss with colorimetric analysiss mutually to the method closed, compared with single detection mode, lose-lose
Go out detection pattern and have more superiority in the detection of actual sample, improve selectivity and the sensitivity of analysis method, treat
Survey thing and can achieve accurate qualitative and quantitative analysis.
(5) present invention provides the fluorescence based on carbon point switching mode probe and colorimetric double mode continuous detecting arginine
And copper ion (Cu (Arg)2+) analysis method, there is efficient, easy, quick feature；Also expanded the application of carbon point simultaneously
Scope.
Brief description
Fig. 1 is the fluorescence emission spectrum of carbon point and the ultra-violet absorption spectrum of embodiment 1 preparation；
Fig. 2 detects arginic fluorescence emission spectrogram of compound for carbon point；
Fig. 3 detects arginic ultra-violet absorption spectrum for carbon point；
Fig. 4 is the fluorescence emission spectrum that carbon point/arginine detects copper ion；
Fig. 5 is carbon point, carbon point/arginine and carbon point/arginine/copper ion solution system under daylight lamp and uviol lamp
Photo；
Application in human hepatoma HepG2 cell's laser co-focusing for the analysis method that Fig. 6 provides for the present invention.
Specific embodiment
With reference to embodiment, the present invention is elaborated, 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 preparing carbon point：
Step 1, weighs 0.8g shitosan in microwave reactor, adds the glacial acetic acid of 8mL 10%, be sufficiently stirred for, subsequently
Add 4mL ethylenediamine, be sufficiently stirred for again, obtain thick reactant；
Step 2, microwave reactor is placed under (700 watts) of microwave oven high fire state and reacts 8min, obtain brown solid；
Step 3, takes out microwave reactor, natural cooling, is added thereto to 30mL secondary water, it is molten that stirring and dissolving obtains brown
Liquid, filters and removes the pale yellow solution that insoluble matter obtains clarifying, and by the bag filter of 500-1000Da, dialyses in glass container
Process and go the removal of impurity at least 3 days, that is, obtain the aqueous solution of pure carbon point；
Step 4, obtains carbon point solid by after above-mentioned carbon point aqueous solution lyophilization, the carbon point being configured to 0.1mg/mL is molten
Liquid.
Embodiment 2
Fluorescent carbon point aqueous solution (0.1mg/mL) 1.8mL of Example 1 preparation is placed in fluorescence cuvette, is separately added into
The Arg solution of 0.2mL variable concentrations (from low to high), mix homogeneously, scans emission spectrum (λ in fluorophotometerex=
365nm, λem=454nm), according to the relation between arginic concentration and relative intensity of fluorescence changing value, calculate carbon point to essence
The detection range of propylhomoserin and detection limit.(see Fig. 2)
Embodiment 3
Configuration carbon point/arginic solution 1.8mL is placed in fluorescence cuvette, is separately added into 0.2mL variable concentrations (from low
To height) Cu2+Solution, mix homogeneously, scans emission spectrum (λ in fluorophotometerex=365nm, λem=454nm), according to
Relation between the concentration of copper ion and relative intensity of fluorescence changing value, calculates carbon point/arginine to Cu2+Detection range and inspection
Rising limit.(see Fig. 4)
Embodiment 4
As Fig. 5, first row：Fluorescent carbon point aqueous solution prepared by embodiment 1 is placed in cuvette, under fluorescent light for shallow
Yellow (left), add Arg after be changed into lightpink (in), add Cu2+Afterwards, gradually revert to light yellow (right)；Second row：For
Picture under 365nm uviol lamp for the one row's solution, carbon dots solution is blue-fluorescence (left), addition Arg fluorescent quenching (in), then plus
Enter Cu2+Blue-fluorescence gradually recovers (right).
Embodiment 5
The fluorescent carbon point aqueous solution (0.1mg/mL) of embodiment 1 preparation is used for the human cervical carcinoma HepG2 cell of labelling, such as
Shown in Fig. 6 a, cellular morphology, well it is seen that carbon point does not almost have cytotoxicity, can be used for viable cell labelling.Fig. 6 from left to right according to
Secondary it is：The cytological map (blue-fluorescence) of (a) details in a play not acted out on stage, but told through dialogues (exciting as 405nm) carbon point labelling；B () details in a play not acted out on stage, but told through dialogues (excites as 405nm), in a
Cytological map (blue-fluorescence quenching) after middle addition arginine；C () details in a play not acted out on stage, but told through dialogues (excites as 405nm), after adding copper ion in b
Cytological map (blue-fluorescence recovery).
Claims (2)
1. a kind of method of fluorescence and colorimetric double mode continuous detecting arginine and copper ion is it is characterised in that step is：
1), the carbon dots solution of configuration concentration 0.1mg/mL；
2), a series of configuration arginine of concentration and the standard solution of copper ion；
3), in carbon dots solution, add arginine, so that the fluorescence of carbon point is gradually quenched, obtain carbon point/arginine solution, solution face
Color is changed into lightpink from light yellow；
4), continue to step 3) in fluorescent quenching solution in continuously add copper ion, make carbon point fluorescence recover, solution colour by
Lightpink returns to light yellow；
5), measure the fluorescence intensity before and after carbon point/arginine reacts, according to arginic concentration and relative intensity of fluorescence changing value
Between relation set up detect arginic standard curve；
6), measure carbon point/arginine and copper ion reaction before and after fluorescence intensity, the concentration according to copper ion and relative fluorescence strong
Relation between degree changing value sets up the standard curve of detection copper ion；
7), detection by quantitative：Fluorescence intensity change before and after mensure testing sample and carbon point or carbon point/arginine reaction, calculates anti-
Relative intensity of fluorescence changing value before and after answering, with reference to step 5) or 6) the middle standard curve obtaining, obtain arginine in testing sample
Or the solubility of copper ion；
Described carbon point is to be obtained by the method comprising the following steps：
1), shitosan, 10% glacial acetic acid and ethylenediamine are placed in microwave reactor, are sufficiently stirred for, shitosan, 10% ice
The mass ratio of acetic acid and ethylenediamine is：0.5-1.5∶5.25-15.75∶2.25-6.75；
2) microwave reactor that, will be equipped with reactant is placed in microwave oven, reacts 4-16min, obtain brown solid under high fire state
Body；
3), take out microwave reactor, natural cooling, add the secondary water of 20-50mL, stirring and dissolving, filter removal insoluble matter and obtain
To clarifying lurid solution, using the bag filter of 500-1000Da, in glass container, dialysis treatment at least 3 days, that is, obtain
The aqueous solution of pure carbon point；
4), obtain carbon point solid by after above-mentioned carbon point aqueous solution lyophilization.
2. a kind of fluorescence and the arginic method of the double mode detection of colorimetric are it is characterised in that step is：
1), the fluorescent carbon point solution as described in the appended claim 1 of configuration concentration 0.1mg/mL；
2), configure a series of arginic standard solution of concentration；
3), in carbon dots solution, add arginine, so that the fluorescence of carbon point is gradually quenched, obtain carbon point/arginine solution, solution face
Color is changed into lightpink from light yellow；
4), measure the fluorescence intensity before and after carbon point/arginine reacts, according to arginic concentration and relative intensity of fluorescence changing value
Between relation set up detect arginic standard curve；
5), detection by quantitative：Fluorescence intensity change before and after mensure testing sample and the reaction of carbon point, calculates relative fluorescence before and after reaction
Strength Changes value, with reference to step 4) the middle standard curve obtaining, obtain arginic solubility in testing sample；
Described carbon point is to be obtained by the method comprising the following steps：
1), shitosan, 10% glacial acetic acid and ethylenediamine are placed in microwave reactor, are sufficiently stirred for, shitosan, 10% ice
The mass ratio of acetic acid and ethylenediamine is：0.5-1.5∶5.25-15.75∶2.25-6.75；
2) microwave reactor that, will be equipped with reactant is placed in microwave oven, reacts 4-16min, obtain brown solid under high fire state
Body；
3), take out microwave reactor, natural cooling, add the secondary water of 20-50mL, stirring and dissolving, filter removal insoluble matter and obtain
To clarifying lurid solution, using the bag filter of 500-1000Da, in glass container, dialysis treatment at least 3 days, that is, obtain
The aqueous solution of pure carbon point；
4), obtain carbon point solid by after above-mentioned carbon point aqueous solution lyophilization.
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| CN107064088A (en) * | 2017-03-11 | 2017-08-18 | 济南大学 | A kind of method that lysine content is determined using chitosan-based CDS and fluorescent switch method |
| CN111117608A (en) * | 2019-12-05 | 2020-05-08 | 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 |
| CN113800501A (en) * | 2021-10-08 | 2021-12-17 | 山西大学 | Preparation method and application of orange-red fluorescent carbon dots for detecting pH and arginine |
| CN115728277A (en) * | 2022-11-15 | 2023-03-03 | 安徽工业大学 | Method for rapidly detecting glyphosate content |
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| CN113800501A (en) * | 2021-10-08 | 2021-12-17 | 山西大学 | Preparation method and application of orange-red fluorescent carbon dots for detecting pH and arginine |
| CN115728277A (en) * | 2022-11-15 | 2023-03-03 | 安徽工业大学 | Method for rapidly detecting glyphosate content |
| 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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