CN113433102B - Fluorescent carbon dot and fluorescence kit for detecting ciprofloxacin prepared by same - Google Patents

Fluorescent carbon dot and fluorescence kit for detecting ciprofloxacin prepared by same Download PDF

Info

Publication number
CN113433102B
CN113433102B CN202110641993.0A CN202110641993A CN113433102B CN 113433102 B CN113433102 B CN 113433102B CN 202110641993 A CN202110641993 A CN 202110641993A CN 113433102 B CN113433102 B CN 113433102B
Authority
CN
China
Prior art keywords
solution
dopamine
ciprofloxacin
kit
fluorescence
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Active
Application number
CN202110641993.0A
Other languages
Chinese (zh)
Other versions
CN113433102A (en
Inventor
李朝辉
刘海芳
刘剑波
郭建成
冯帅升
简立国
邵润霞
花琳琳
秦亚平
屈凌波
王天义
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Zhengzhou University
Second Affiliated Hospital of Zhengzhou Unviersity
Original Assignee
Zhengzhou University
Second Affiliated Hospital of Zhengzhou Unviersity
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Zhengzhou University, Second Affiliated Hospital of Zhengzhou Unviersity filed Critical Zhengzhou University
Priority to CN202110641993.0A priority Critical patent/CN113433102B/en
Publication of CN113433102A publication Critical patent/CN113433102A/en
Application granted granted Critical
Publication of CN113433102B publication Critical patent/CN113433102B/en
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Images

Classifications

    • 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"
    • 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
    • G01N21/01—Arrangements or apparatus for facilitating the optical investigation
    • 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
    • G01N21/01—Arrangements or apparatus for facilitating the optical investigation
    • G01N2021/0106—General arrangement of respective parts
    • G01N2021/0112—Apparatus in one mechanical, optical or electronic block
    • 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"
    • G01N2021/6439—Measuring fluorescence of fluorescent products of reactions or of fluorochrome labelled reactive substances, e.g. measuring quenching effects, using measuring "optrodes" with indicators, stains, dyes, tags, labels, marks
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02A—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
    • Y02A50/00—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE in human health protection, e.g. against extreme weather
    • Y02A50/30—Against vector-borne diseases, e.g. mosquito-borne, fly-borne, tick-borne or waterborne diseases whose impact is exacerbated by climate change

Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Physics & Mathematics (AREA)
  • Immunology (AREA)
  • General Health & Medical Sciences (AREA)
  • Pathology (AREA)
  • General Physics & Mathematics (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Analytical Chemistry (AREA)
  • Biochemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Optics & Photonics (AREA)
  • Investigating Or Analysing Materials By The Use Of Chemical Reactions (AREA)

Abstract

The invention provides a fluorescent carbon dot and a fluorescence kit for detecting ciprofloxacin prepared by the same, the method is characterized in that the kit is prepared simply and comprises a solution A and a solution B, wherein the solution A is a prepared lightless carbon dot and is prepared by reacting a naphthalene derivative with a dopamine analogue, the solution B is a copper sulfate solution, the solution A and the solution B are mixed and then added with ciprofloxacin to test a fluorescence spectrum, the ciprofloxacin content in a sample can be calculated according to an established working curve, and the rapid detection of the ciprofloxacin can be realized.

Description

Fluorescent carbon dot and fluorescent kit prepared from same and used for detecting ciprofloxacin
Technical Field
The invention relates to the field of drug detection, in particular to a fluorescent carbon dot and a fluorescence kit for detecting ciprofloxacin, which is prepared from the fluorescent carbon dot.
Background
The detection of drug residues in food, environment, etc. is an important aspect of drug analysis. Food with overproof antibiotic residues after long-term eating and long-term living in an environment with overproof antibiotic residues bring great harm to human health, so that the detection of ciprofloxacin residues increasingly draws more attention of people.
Ciprofloxacin has the characteristics of wide antibacterial spectrum, strong antibacterial activity, low toxic and side effects, high clinical curative effect and the like, so that ciprofloxacin becomes the most widely clinically applied quinolone drugs at home and abroad at present, a standard detection method specified in Chinese pharmacopoeia is high performance liquid chromatography, and in addition, the reported method comprises the following steps: spectrophotometry, fluorometry, and the like. Compared with the high performance liquid chromatography, the method has lower cost and is easier to implement, enrichment and separation operations are not needed, and the method is widely applied to water quality detection and medical application and is easier to implement.
Disclosure of Invention
The invention provides a fluorescent carbon dot and a fluorescence kit for detecting ciprofloxacin prepared by the same.
The technical scheme for realizing the invention is as follows:
a fluorescence kit for detecting ciprofloxacin comprises a solution A and a solution B, wherein the solution A is a prepared lightless carbon dot, the solution A is nonfluorescent, and after the solution B is added, the reaction is carried out for 15 minutes, and a fluorescence spectrum is tested. Then ciprofloxacin is added into the two mixed solutions of the kit, and due to the fact that ciprofloxacin has a strong complexing effect with the divalent copper ions in the solution B, after reaction, the fluorescence of the mixed solution is weakened, and the test method is a fluorescence off-on-off type.
The preparation steps of the solution A are as follows: dissolving naphthalene derivative and dopamine analog in anhydrous ethanol, respectively performing ultrasonic treatment on the two solutions to completely dissolve the naphthalene derivative and dopamine analog, transferring the mixed solution into a microwave synthesis tube, and reacting in a microwave synthesizer at 60-190 ℃ for 1-100min. And (3) after the reaction is finished, removing the mixture, centrifuging the mixture for 10 minutes at 10000 rpm, removing the precipitate, performing ultrafiltration, and storing the mixture as solution A, or performing spin-drying on the mixture to store the powder, and dissolving the powder according to the use concentration when in use.
Preferably, the naphthalene derivatives include aminonaphthalene compounds and hydroxynaphthalene compounds, and the dopamine analogs include dopamine or dopaquinone.
The amino naphthalene compound is 1, 3-dihydroxy naphthalene and an isomer thereof, and the hydroxy naphthalene compound is 1, 3-dihydroxy naphthalene and an isomer thereof; dopamine is dopamine hydrochloride, and dopaquinone is dopaquinone hydrochloride.
The molar ratio of the naphthalene derivative to the dopamine analogue is (100) - (1.
The solution B is a copper sulfate solution: weighing CuSO 4 •5H 2 0.0125 g of O, dissolved in 5 mL of ultrapure water, and ultrasonically treated to completely dissolve the O to obtain solution B.
Preferably, the invention also provides a fluorescent carbon dot, and the specific preparation steps are as follows.
Specifically, the invention utilizes 1, 3-dihydroxynaphthalene and dopamine hydrochloride to prepare a fluorescent carbon dot, and the steps are as follows:
0.0100 g (0.062 mmol) of 1, 3-dihydroxynaphthalene and 0.0118 g (0.062 mmol) of dopamine hydrochloride were weighed out and dissolved in 5 mL of absolute ethanol. And (3) respectively carrying out ultrasonic treatment on the two solutions to completely dissolve the two solutions, transferring the mixed solution into a microwave synthesis tube, and reacting for 30 minutes at 160 ℃ in a microwave synthesizer. And after the reaction is finished, removing the mixture, centrifuging the mixture for 10 minutes at 10000 rpm, removing the precipitate, performing ultrafiltration, and storing the mixture into solution A, or performing spin drying on the mixture to store powder, and dissolving the powder according to the use concentration when in use.
The invention has the beneficial effects that:
(1) The method comprises the steps of taking the solution A and the solution B according to a certain proportion, adding a certain amount of ciprofloxacin into PBS buffer solution, and then carrying out fluorescence spectrum test. According to the established working curve, the content of ciprofloxacin can be calculated.
(2) The prepared carbon dot is used for preparing the kit, a fluorescence titration experiment is carried out, and the change of fluorescence intensity after ciprofloxacin with different concentrations is added is tested. After the ciprofloxacin is added, green fluorescence generated after the liquid A and the liquid B of the kit are mixed is weakened, the fluorescence intensity of the solution is reduced along with the increase of the concentration of the ciprofloxacin, and the rapid and quantitative detection of the ciprofloxacin can be realized.
Drawings
In order to more clearly illustrate the embodiments of the present invention or the technical solutions in the prior art, the drawings used in the description of the embodiments or the prior art will be briefly described below, it is obvious that the drawings in the following description are only some embodiments of the present invention, and for those skilled in the art, other drawings can be obtained according to the drawings without creative efforts.
FIG. 1 is a graph showing the change of fluorescence spectrum with time after mixing of the solutions A and B in example 1.
FIG. 2 shows the fluorescence spectra of the system after 5 minutes, when ciprofloxacin (0-100. Mu.M) was added at various concentrations after 15 minutes from the addition of copper ions (5. Mu.M).
FIG. 3 is a photograph of a system under UV irradiation (365 nm) after addition of copper ions of different concentrations.
FIG. 4 is a photograph of a system under UV irradiation (365 nm) after 5 minutes of addition of copper ions (5 μ M) for 15 minutes and then ciprofloxacin (0-100 μ M) at various concentrations.
FIG. 5 is a UV-Vis spectrum of the system after adding copper ions (5. Mu.M) for 15 minutes and then ciprofloxacin (0-100. Mu.M) at different concentrations for 5 minutes.
Detailed Description
The technical solutions of the present invention will be described clearly and completely below with reference to embodiments of the present invention, and it should be apparent that the described embodiments are only a part of the embodiments of the present invention, and not all of the embodiments. All other embodiments, which can be obtained by a person skilled in the art without inventive effort based on the embodiments of the present invention, are within the scope of the present invention.
Example 1
The preparation method of the fluorescent carbon dot comprises the following steps:
0.0100 g (0.062 mmol) of 1, 3-dihydroxynaphthalene and 0.0118 g (0.062 mmol) of dopamine hydrochloride were weighed out and dissolved in 5 mL of absolute ethanol. And (3) respectively carrying out ultrasonic treatment on the two solutions to completely dissolve the two solutions, transferring the mixed solution into a microwave synthesis tube, and reacting for 30 minutes at 160 ℃ in a microwave synthesizer. And (3) after the reaction is finished, removing the mixture, centrifuging the mixture for 10 minutes at 10000 rpm, removing the precipitate, performing ultrafiltration, and storing the mixture as solution A, or performing spin-drying on the mixture to store the powder, and dissolving the powder according to the use concentration when in use.
Example 2
A kit for detecting ciprofloxacin comprising:
(1) Solution A prepared in example 1 at a concentration of 40. Mu.g/ml;
(2) The solution B is a copper sulfate solution: weighing CuSO 4 •5H 2 0.0125 g of O, dissolved in 5 mL of ultrapure water, and sonicated to dissolve completely.
(3) And (4) adding the solution A into the solution B, reacting for 15 minutes, and testing the fluorescence spectrum.
(4) Ciprofloxacin is added into two mixed solutions of the kit, and due to the fact that ciprofloxacin and divalent copper ions in the solution B have strong complexation, after reaction, the fluorescence of the mixed solution is weakened, and the detection method is a fluorescence off-on-off type.
(5) And calculating the ciprofloxacin content in the sample according to the established working curve.
The above description is only for the purpose of illustrating the preferred embodiments of the present invention and should not be taken as limiting the scope of the present invention, which is intended to cover any modifications, equivalents, improvements, etc. within the spirit and scope of the present invention.

Claims (9)

1. A fluorescence kit for detecting ciprofloxacin, which is characterized in that: the solution A is a fluorescent carbon dot solution obtained by reacting naphthalene derivatives with dopamine or analogues thereof, and the solution B is a copper solution.
2. The fluorescence kit according to claim 1, wherein the solution A is prepared by the steps of: dissolving naphthalene derivative and dopamine or analogue thereof in a solvent, and carrying out microwave reaction.
3. The fluorescence kit of claim 2, wherein: the naphthalene derivative comprises an aminonaphthalene compound and a hydroxynaphthalene compound, and the dopamine or the analogue thereof comprises dopamine or dopaquinone.
4. The fluorescence kit of claim 3, wherein: the amino naphthalene compound is 1, 3-dihydroxy naphthalene and an isomer thereof, and the hydroxy naphthalene compound is 1, 3-dihydroxy naphthalene and an isomer thereof; dopamine is dopamine hydrochloride, and dopaquinone is dopaquinone hydrochloride.
5. The fluorescence kit of claim 1, wherein: the molar ratio of the naphthalene derivative to the dopamine analogue is (100) - (1.
6. Use of the fluorescence kit according to claim 5 for detecting ciprofloxacin, characterized in that: ciprofloxacin was added to the mixed solution of solution a and solution B, and a fluorescence spectrum test was performed.
7. A fluorescent carbon dot is applied to the fluorescent kit of claim 5, and is prepared by the following specific steps: dissolving the naphthalene derivative and the dopamine analogue in a solvent, and carrying out microwave reaction to obtain the product.
8. A fluorescent carbon dot according to claim 7, wherein: the naphthalene derivative is 1, 3-dihydroxynaphthalene, the dopamine analogue is dopamine hydrochloride, the molar ratio of the naphthalene derivative to the dopamine analogue is (100.
9. The use of a fluorescent carbon dot as claimed in claim 7 or 8, wherein the fluorescent carbon dot is mixed with a copper solution and then used as a reagent in a kit for detecting ciprofloxacin.
CN202110641993.0A 2021-06-09 2021-06-09 Fluorescent carbon dot and fluorescence kit for detecting ciprofloxacin prepared by same Active CN113433102B (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN202110641993.0A CN113433102B (en) 2021-06-09 2021-06-09 Fluorescent carbon dot and fluorescence kit for detecting ciprofloxacin prepared by same

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CN202110641993.0A CN113433102B (en) 2021-06-09 2021-06-09 Fluorescent carbon dot and fluorescence kit for detecting ciprofloxacin prepared by same

Publications (2)

Publication Number Publication Date
CN113433102A CN113433102A (en) 2021-09-24
CN113433102B true CN113433102B (en) 2022-12-09

Family

ID=77755557

Family Applications (1)

Application Number Title Priority Date Filing Date
CN202110641993.0A Active CN113433102B (en) 2021-06-09 2021-06-09 Fluorescent carbon dot and fluorescence kit for detecting ciprofloxacin prepared by same

Country Status (1)

Country Link
CN (1) CN113433102B (en)

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN104597018A (en) * 2015-01-22 2015-05-06 广西师范学院 Method for detecting potassium permanganate by virtue of fluorescent carbon point probes
CN105675559A (en) * 2016-01-14 2016-06-15 中国科学院理化技术研究所 Method for detecting dopamine by using carbon dots as fluorescent probes
CN106970061A (en) * 2017-05-10 2017-07-21 青岛大学 The preparation method of carbon point/copper nano-cluster compound ratio fluorescent dopamine probe
CN109294569A (en) * 2018-10-17 2019-02-01 河南大学 A kind of preparation method of the adjustable carbon dots of fluorescence color

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101915844B (en) * 2010-08-03 2013-06-26 中国农业大学 Method and special quantum dot fluorescent immunoassay kit for detecting quinolone compounds
CN106554775B (en) * 2015-09-28 2019-09-03 中国药科大学 A kind of preparation method of the fluorescence aqueous two-phase based on carbon quantum dot
CN108046236B (en) * 2017-05-24 2020-11-06 北京师范大学 Preparation method and application of red carbon quantum dots with high quantum yield
CN107722968B (en) * 2017-11-10 2019-07-16 青岛大学 A kind of preparation method of the Ciprofloxacin ratio fluorescent probe based on nano-complex
CN108659833B (en) * 2018-05-25 2020-11-10 山西大学 Yellow fluorescent carbon dot and preparation method and application thereof
CN108865132B (en) * 2018-07-27 2021-11-16 中国科学院苏州生物医学工程技术研究所 Fluorescent carbon quantum dot and preparation method and application thereof

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN104597018A (en) * 2015-01-22 2015-05-06 广西师范学院 Method for detecting potassium permanganate by virtue of fluorescent carbon point probes
CN105675559A (en) * 2016-01-14 2016-06-15 中国科学院理化技术研究所 Method for detecting dopamine by using carbon dots as fluorescent probes
CN106970061A (en) * 2017-05-10 2017-07-21 青岛大学 The preparation method of carbon point/copper nano-cluster compound ratio fluorescent dopamine probe
CN109294569A (en) * 2018-10-17 2019-02-01 河南大学 A kind of preparation method of the adjustable carbon dots of fluorescence color

Also Published As

Publication number Publication date
CN113433102A (en) 2021-09-24

Similar Documents

Publication Publication Date Title
Zabiszak et al. Carboxyl groups of citric acid in the process of complex formation with bivalent and trivalent metal ions in biological systems
Guilloreau et al. Redox chemistry of copper–amyloid‐β: The generation of hydroxyl radical in the presence of ascorbate is linked to redox‐potentials and aggregation state
Wang et al. Copper in medicine: homeostasis, chelation therapy and antitumor drug design
Smulik et al. Nitroxyl (HNO) reacts with molecular oxygen and forms peroxynitrite at physiological ph: Biological implications
Aiello et al. Study of the coordination of ortho-tyrosine and trans-4-hydroxyproline with aluminum (III) and iron (III)
Marazioti et al. Inhibition of nitric oxide–stimulated vasorelaxation by carbon monoxide-releasing molecules
JPH0715474B2 (en) Endotoxin assay
Xu et al. Ratiometric fluorescence sensing of Fe2+/3+ by carbon dots doped lanthanide coordination polymers
Stefanini et al. Identification of the iron entry channels in apoferritin. Chemical modification and spectroscopic studies
CN113528134A (en) Nano fluorescent probe, preparation method and application thereof
US20110312914A1 (en) Carbon monoxide removal agent
González et al. Iron complexation by phenolic ligands in seawater
Grigorieva et al. Measurement of plasma hemoglobin peroxidase activity
Chan et al. Water-compatible fluorescent [2] rotaxanes for Au 3+ detection and bioimaging
Day et al. Mechanism of fluorometric analysis of tetracycline involving metal complexation
Lee et al. The active species in surface-enhanced Raman scattering of flavins on silver colloids
CN110988067B (en) Electrochemical luminescence method for detecting diethylstilbestrol
CN108078918A (en) A kind of raising processing method of bricalin parenteral solution stability and bricalin parenteral solution
CN113433102B (en) Fluorescent carbon dot and fluorescence kit for detecting ciprofloxacin prepared by same
Buffoni et al. The nature of copper in pig plasma benzylamine oxidase.
CN110699072B (en) Coumarin functionalized graphene quantum dot fluorescent probe and preparation method and application thereof
CN110018146B (en) Method for detecting palladium ions based on fluorescent carbon quantum dots
CN114805826A (en) Eu (Eu) 3+ Functionalized MOF fluorescent probe, preparation method thereof and application of functionalized MOF fluorescent probe in detection of tetracycline drugs
Pladziewicz et al. Metalloprotein-cobalt cage electron transfer and the stereoselective reduction of spinach plastocyanin by. LAMBDA.-and. DELTA.-[Co ((N (CH3) 3) 2-sar)] 4+
US4141856A (en) Reference material for establishing anion concentrations in analytical chemistry tests

Legal Events

Date Code Title Description
PB01 Publication
PB01 Publication
SE01 Entry into force of request for substantive examination
SE01 Entry into force of request for substantive examination
GR01 Patent grant
GR01 Patent grant