CN105001852A - Preparation method and application of magnetic pyrenebutyric acid fluorescent probe detecting ferric ions - Google Patents

Preparation method and application of magnetic pyrenebutyric acid fluorescent probe detecting ferric ions Download PDF

Info

Publication number
CN105001852A
CN105001852A CN201510304316.4A CN201510304316A CN105001852A CN 105001852 A CN105001852 A CN 105001852A CN 201510304316 A CN201510304316 A CN 201510304316A CN 105001852 A CN105001852 A CN 105001852A
Authority
CN
China
Prior art keywords
magnetic
butyric acid
pyrene butyric
fluorescent probe
acid fluorescent
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.)
Granted
Application number
CN201510304316.4A
Other languages
Chinese (zh)
Other versions
CN105001852B (en
Inventor
魏琴
马洪敏
范大伟
闫涛
吴丹
庞雪辉
张勇
胡丽华
杜斌
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.)
University of Jinan
Original Assignee
University of Jinan
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 University of Jinan filed Critical University of Jinan
Priority to CN201510304316.4A priority Critical patent/CN105001852B/en
Publication of CN105001852A publication Critical patent/CN105001852A/en
Application granted granted Critical
Publication of CN105001852B publication Critical patent/CN105001852B/en
Expired - Fee Related legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Landscapes

  • Investigating Or Analysing Materials By The Use Of Chemical Reactions (AREA)
  • Investigating, Analyzing Materials By Fluorescence Or Luminescence (AREA)

Abstract

The invention relates to a preparation method and application of a magnetic pyrenebutyric acid fluorescent probe detecting ferric ions, and belongs to the technical field of novel functional materials and analytical chemistry. Ferroferric oxide has high magnetism, 1-pyrenebutyric acid has good fluorescent performance, when ferroferric oxide and 1-pyrenebutyric acid are composited, magnetism of ferroferric oxide can be kept, the fluorescent performance of 1-pyrenebutyric acid can be kept as well, and therefore detection and separation of ferric ions can be achieved, the detection limit used for analyzing ferric ions is 0.01 mmol/L, and the linear range ranges from 0.5 mmol/L to 300 mmol/L.

Description

A kind of preparation method and application detecting the magnetic pyrene butyric acid fluorescent probe of ferric ion
Technical field
The present invention relates to a kind of preparation method and the application that detect the magnetic pyrene butyric acid fluorescent probe of ferric ion, belong to new function material and chemical analysis technology field.
Background technology
Fe 3+be not only a kind of heavy metal ion, and it is also one of most important trace element in human body.It is present in many enzymes and protein, and as the cofactor that cellular metabolism is reacted.Fe 3+blood can promote the formation of oxyphorase, and iron deficiency can cause people's anaemia.But excessive iron level can damage biological system, this is because its redox form catalysis can produce high activity oxygen, and this material can participate in various diseases, as handkerchief parasol pine syndromes, Alzheimer's and cancer.Therefore, in human body, the assay of iron ion is a very important problem.
Fluorometric analysis measures has simple to operate, highly sensitive and efficiency advantages of higher, has now become one of most popular method.
1-pyrene butyric acid is the fluorescence dye of a kind of Fourth Ring aromatics anionic, and this material is used for Fe 3+detection there is not been reported.
Z 250 Fe 3o 4as the nano particle bought, there is ferromagnetism, the steerable performance of magnetic and good biocompatibility, be widely used in multiple fields, as biomagnetism separation, medicament transport release and nuclear magnetic resonance.
Z 250 is connected by 1-ethyl-(3-dimethylaminopropyl) carbodiimide hydrochloride and N-hydroxy-succinamide with 1-pyrene butyric acid by the present invention, and uses it for the detection of ferric ion.The preparation condition of magnetic pyrene butyric acid fluorescent probe is gentle and environmentally friendly.Magnetic pyrene butyric acid fluorescent probe can not only keep the magnetic of Z 250, can also keep the fluorescence property of 1-pyrene butyric acid, can realize the detection to ferric ion and removal simultaneously, thus make magnetic pyrene butyric acid fluorescent probe have good using value.
Summary of the invention
An object of the present invention is a kind of quick, overdelicate magnetic pyrene butyric acid fluorescent probe of preparation.
Two of object of the present invention is the detection and the removal that magnetic pyrene butyric acid fluorescent probe are used for ferric ion.
technical scheme of the present invention is as follows:
1. the preparation of amination Z 250, step is as follows:
The iron trichloride of 1 ~ 3 g is dissolved in 20 ~ 60 mL ethylene glycol, add the anhydrous sodium acetate of 3 ~ 9 g and the anhydrous ethylenediamine of 10 ~ 30 mL, mixed solution mechanical stirring 30 min, mixed solution is transferred in tetrafluoroethylene reactor, 8 h are reacted at 200 DEG C, product through Magneto separate, and cleans 3 ~ 6 times with dehydrated alcohol and water, vacuum-drying 12 h at 60 DEG C.
2. the preparation of magnetic pyrene butyric acid fluorescent probe, step is as follows:
Take 10 ~ 30 mg amination ferroferric oxide nano granules, be scattered in 4 ~ 12 mL ultrapure waters, ultrasonic 30 min, make it to form uniform dispersion liquid; Add 1-ethyl-(3-dimethylaminopropyl) carbodiimide hydrochloride and N-hydroxy-succinamide mixing solutions that the 1-pyrene butyric acid of 200 mg and 1 ~ 3 mL molar concentration rate are 1:1, under room temperature, shake 12 h; Under the effect of external magnetic field, unconjugated 1-pyrene butyric acid is carried out being separated and cleans 3 ~ 5 times with distilled water, dry 6 h of product vacuum, obtained magnetic pyrene butyric acid fluorescent probe;
Take 10 ~ 30 mg magnetic pyrene butyric acid fluorescent probes, be scattered in 100 ~ 300 mL, volume ratio be 1: 1 dehydrated alcohol and water mixed solution in, the storing solution of obtained magnetic pyrene butyric acid fluorescent probe, saves backup in 4 DEG C of refrigerators.
3. the application of magnetic pyrene butyric acid fluorescent probe in ferric ion detects, step is as follows:
(1) preparation method according to claim 1 prepares a kind of magnetic pyrene butyric acid fluorescent probe detecting ferric ion;
(2) arrange fluorescent instrument parameter: excitation wavelength is 300 nm, and emission wavelength ranges is 350 ~ 480 nm, excite slit width to be 10 nm, launching slit width is 20 nm, and sweep velocity is 1200 nm/min; The magnetic pyrene butyric acid storing solution of 150 ~ 350 μ L is distributed in the PBS buffered soln of 10 mL, 20 mmol/L, pH 5.0 ~ 8.49, detect the fluorescence spectrum of the ferric ion standardized solution of different concns, according to magnetic pyrene butyric acid fluorescent probe relation between the fluorescence intensity and the concentration of ferric ion at 395 nm places, drawing curve;
(3) human serum sample's solution to be measured is replaced ferric ion standardized solution, detect according to the working curve method for drafting of described iron ion.
useful achievement of the present invention
(1) magnetic ferroferric oxide is incorporated in the preparation of magnetic fluorescence probe, utilizes the advantage such as the steerable performance of the ferromagnetism of magnetic ferroferric oxide, magnetic and good biocompatibility, the separation to target compound can be realized.
(2) utilize the good fluorescence property of 1-pyrene butyric acid, use it for preparation magnetic pyrene butyric acid, the analyzing and testing to target compound can be realized.
(3) amino and carboxyl is activated with 1-ethyl-(3-dimethylaminopropyl) carbodiimide hydrochloride and N-hydroxy-succinamide mixing solutions, the preparation process of the magnetic pyrene butyric acid fluorescent probe made is simple to operation, and environmental sound, process green is clean.
(4) the magnetic pyrene butyric acid fluorescent probe prepared of the present invention not only can Selective recognition ferric ion, iron ion can also be removed fast from solution, the advantages such as have the time of response short, detectability is low, and linearity range is wide simultaneously.Detection for analyzing ferric ion is limited to 0.01 mmol/L, linearity range 0.5 ~ 300 mmol/L.
Embodiment
embodiment 1the preparation of amination Z 250
The iron trichloride of 1 g is dissolved in 20 mL ethylene glycol, add the anhydrous sodium acetate of 3 g and the anhydrous ethylenediamine of 10 mL, mixed solution mechanical stirring 30 min, mixed solution is transferred in tetrafluoroethylene reactor, 8 h are reacted at 200 DEG C, product through Magneto separate, and cleans 3 ~ 6 times with dehydrated alcohol and water, vacuum-drying 12 h at 60 DEG C.
embodiment 2the preparation of amination Z 250
The iron trichloride of 2 g is dissolved in 40 mL ethylene glycol, add the anhydrous sodium acetate of 6 g and the anhydrous ethylenediamine of 20 mL, mixed solution mechanical stirring 30 min, mixed solution is transferred in tetrafluoroethylene reactor, 8 h are reacted at 200 DEG C, product through Magneto separate, and cleans 3 ~ 6 times with dehydrated alcohol and water, vacuum-drying 12 h at 60 DEG C.
embodiment 3the preparation of amination Z 250
The iron trichloride of 3 g is dissolved in 60 mL ethylene glycol, add the anhydrous sodium acetate of 9 g and the anhydrous ethylenediamine of 30 mL, mixed solution mechanical stirring 30 min, mixed solution is transferred in tetrafluoroethylene reactor, 8 h are reacted at 200 DEG C, product through Magneto separate, and cleans 3 ~ 6 times with dehydrated alcohol and water, vacuum-drying 12 h at 60 DEG C;
embodiment 4the preparation of magnetic pyrene butyric acid fluorescent probe
Take 10 amination ferroferric oxide nano granules, be scattered in 4mL ultrapure water, ultrasonic 30 min, make it to form uniform dispersion liquid; Add 1-ethyl-(3-dimethylaminopropyl) carbodiimide hydrochloride and N-hydroxy-succinamide mixing solutions that the 1-pyrene butyric acid of 200 mg and 1 mL molar concentration rate are 1:1, under room temperature, shake 12 h; Under the effect of external magnetic field, unconjugated 1-pyrene butyric acid is carried out being separated and cleans 3 ~ 5 times with distilled water, dry 6 h of product vacuum, obtained magnetic pyrene butyric acid fluorescent probe;
Take 10 mg magnetic pyrene butyric acid fluorescent probes, be scattered in 100 mL, volume ratio be 1: 1 dehydrated alcohol and water mixed solution in, the storing solution of obtained magnetic pyrene butyric acid fluorescent probe, saves backup in 4 DEG C of refrigerators.
embodiment 5the preparation of magnetic pyrene butyric acid fluorescent probe
Take 20 mg amination ferroferric oxide nano granules, be scattered in 8 mL ultrapure waters, ultrasonic 30 min, make it to form uniform dispersion liquid; Add 1-ethyl-(3-dimethylaminopropyl) carbodiimide hydrochloride and N-hydroxy-succinamide mixing solutions that the 1-pyrene butyric acid of 200 mg and 2 mL molar concentration rates are 1:1, under room temperature, shake 12 h; Under the effect of external magnetic field, unconjugated 1-pyrene butyric acid is carried out being separated and cleans 3 ~ 5 times with distilled water, dry 6 h of product vacuum, obtained magnetic pyrene butyric acid fluorescent probe;
Take 20 mg magnetic pyrene butyric acid fluorescent probes, be scattered in 200 mL, volume ratio be 1: 1 dehydrated alcohol and water mixed solution in, the storing solution of obtained magnetic pyrene butyric acid fluorescent probe, saves backup in 4 DEG C of refrigerators.
embodiment 6the preparation of magnetic pyrene butyric acid fluorescent probe
Take 30 mg amination ferroferric oxide nano granules, be scattered in 12 mL ultrapure waters, ultrasonic 30 min, make it to form uniform dispersion liquid; Add 1-ethyl-(3-dimethylaminopropyl) carbodiimide hydrochloride and N-hydroxy-succinamide mixing solutions that the 1-pyrene butyric acid of 200 mg and 3 mL molar concentration rates are 1:1, under room temperature, shake 12 h; Under the effect of external magnetic field, unconjugated 1-pyrene butyric acid is carried out being separated and cleans 3 ~ 5 times with distilled water, dry 6 h of product vacuum, obtained magnetic pyrene butyric acid fluorescent probe;
Take 30 mg magnetic pyrene butyric acid fluorescent probes, be scattered in 300 mL, volume ratio be 1: 1 dehydrated alcohol and water mixed solution in, the storing solution of obtained magnetic pyrene butyric acid fluorescent probe, saves backup in 4 DEG C of refrigerators.
embodiment 7magnetic pyrene butyric acid fluorescent probe is used for the detection of ferric ion, and step is as follows:
(1) preparation method according to claim 1 prepares a kind of magnetic pyrene butyric acid fluorescent probe detecting ferric ion;
(2) arrange fluorescent instrument parameter: excitation wavelength is 300 nm, and emission wavelength ranges is 350 ~ 480 nm, excite slit width to be 10 nm, launching slit width is 20 nm, and sweep velocity is 1200 nm/min.The magnetic pyrene butyric acid storing solution of 150 μ L is distributed in the PBS buffered soln of 10 mL, 20 mmol/L, pH 5.0 ~ 8.49, detect the fluorescence spectrum of the ferric ion standardized solution of different concns, according to magnetic pyrene butyric acid fluorescent probe relation between the fluorescence intensity and the concentration of ferric ion at 395 nm places, drawing curve;
(3) human serum sample's solution to be measured is replaced ferric ion standardized solution, detect according to the working curve method for drafting of described iron ion.Its detection is limited to 0.01 mmol/L, linearity range 0.5 ~ 300 mmol/L.
embodiment 8magnetic pyrene butyric acid fluorescent probe is used for the detection of ferric ion, and step is as follows:
(1) preparation method according to claim 1 prepares a kind of magnetic pyrene butyric acid fluorescent probe detecting ferric ion;
(2) arrange fluorescent instrument parameter: excitation wavelength is 300 nm, and emission wavelength ranges is 350 ~ 480 nm, excite slit width to be 10 nm, launching slit width is 20 nm, and sweep velocity is 1200 nm/min.The magnetic pyrene butyric acid storing solution of 250 μ L is distributed in the PBS buffered soln of 10 mL, 20 mmol/L, pH 5.0 ~ 8.49, detect the fluorescence spectrum of the ferric ion standardized solution of different concns, according to magnetic pyrene butyric acid fluorescent probe relation between the fluorescence intensity and the concentration of ferric ion at 395 nm places, drawing curve;
(3) human serum sample's solution to be measured is replaced ferric ion standardized solution, detect according to the working curve method for drafting of described iron ion.
embodiment 9magnetic pyrene butyric acid fluorescent probe is used for the detection of ferric ion, and step is as follows:
(1) preparation method according to claim 1 prepares a kind of magnetic pyrene butyric acid fluorescent probe detecting ferric ion;
(2) arrange fluorescent instrument parameter: excitation wavelength is 300 nm, and emission wavelength ranges is 350 ~ 480 nm, excite slit width to be 10 nm, launching slit width is 20 nm, and sweep velocity is 1200 nm/min.The magnetic pyrene butyric acid storing solution of 350 μ L is distributed in the PBS buffered soln of 10 mL, 20 mmol/L, pH 5.0 ~ 8.49, detect the fluorescence spectrum of the ferric ion standardized solution of different concns, according to magnetic pyrene butyric acid fluorescent probe relation between the fluorescence intensity and the concentration of ferric ion at 395 nm places, drawing curve;
(3) human serum sample's solution to be measured is replaced ferric ion standardized solution, detect according to the working curve method for drafting of described iron ion.

Claims (2)

1. detect a preparation method for the magnetic pyrene butyric acid fluorescent probe of ferric ion, it is characterized in that, step is as follows:
The synthesis of amination Z 250
The iron trichloride of 1 ~ 3 g is dissolved in 20 ~ 60 mL ethylene glycol, add the anhydrous sodium acetate of 3 ~ 9 g and the anhydrous ethylenediamine of 10 ~ 30 mL, mixed solution mechanical stirring 30 min, mixed solution is transferred in tetrafluoroethylene reactor, 8 h are reacted at 200 DEG C, product through Magneto separate, and cleans 3 ~ 6 times with dehydrated alcohol and water, vacuum-drying 12 h at 60 DEG C;
The synthesis of magnetic pyrene butyric acid fluorescent probe
Take 10 ~ 30 mg amination ferroferric oxide nano granules, be scattered in 4 ~ 12 mL ultrapure waters, ultrasonic 30 min, make it to form uniform dispersion liquid; Add 1-ethyl-(3-dimethylaminopropyl) carbodiimide hydrochloride and N-hydroxy-succinamide mixing solutions that the 1-pyrene butyric acid of 200 mg and 1 ~ 3 mL molar concentration rate are 1:1, under room temperature, shake 12 h; Under the effect of external magnetic field, unconjugated 1-pyrene butyric acid is carried out being separated and cleans 3 ~ 5 times with distilled water, dry 6 h of product vacuum, obtained magnetic pyrene butyric acid fluorescent probe;
Take 10 ~ 30 mg magnetic pyrene butyric acid fluorescent probes, be scattered in 100 ~ 300 mL, volume ratio be 1: 1 dehydrated alcohol and water mixed solution in, the storing solution of obtained magnetic pyrene butyric acid fluorescent probe, saves backup in 4 DEG C of refrigerators.
2. a kind of magnetic pyrene butyric acid fluorescent probe detecting ferric ion that prepared by preparation method according to claim 1 detects for ferric ion, and it is characterized in that, step is as follows:
(1) preparation method according to claim 1 prepares a kind of magnetic pyrene butyric acid fluorescent probe detecting ferric ion;
(2) arrange fluorescent instrument parameter: excitation wavelength is 300 nm, and emission wavelength ranges is 350 ~ 480 nm, excite slit width to be 10 nm, launching slit width is 20 nm, and sweep velocity is 1200 nm/min; The magnetic pyrene butyric acid storing solution of 150 ~ 350 μ L is distributed in the PBS buffered soln of 10 mL, 20 mmol/L, pH 5.0 ~ 8.49, detect the fluorescence spectrum of the ferric ion standardized solution of different concns, according to magnetic pyrene butyric acid fluorescent probe relation between the fluorescence intensity and the concentration of ferric ion at 395 nm places, drawing curve;
(3) human serum sample's solution to be measured is replaced ferric ion standardized solution, detect according to the working curve method for drafting of described iron ion.
CN201510304316.4A 2015-06-08 2015-06-08 A kind of preparation method and application of the magnetic pyrene butanoic acid fluorescent probe detecting ferric ion Expired - Fee Related CN105001852B (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN201510304316.4A CN105001852B (en) 2015-06-08 2015-06-08 A kind of preparation method and application of the magnetic pyrene butanoic acid fluorescent probe detecting ferric ion

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CN201510304316.4A CN105001852B (en) 2015-06-08 2015-06-08 A kind of preparation method and application of the magnetic pyrene butanoic acid fluorescent probe detecting ferric ion

Publications (2)

Publication Number Publication Date
CN105001852A true CN105001852A (en) 2015-10-28
CN105001852B CN105001852B (en) 2016-10-12

Family

ID=54374725

Family Applications (1)

Application Number Title Priority Date Filing Date
CN201510304316.4A Expired - Fee Related CN105001852B (en) 2015-06-08 2015-06-08 A kind of preparation method and application of the magnetic pyrene butanoic acid fluorescent probe detecting ferric ion

Country Status (1)

Country Link
CN (1) CN105001852B (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN109439314A (en) * 2018-12-07 2019-03-08 武汉工程大学 The preparation method of the magnetic Nano fluorescence probe of specific recognition Fe (III)
CN109900670A (en) * 2019-04-02 2019-06-18 济南大学 A kind of double function probe and its preparation and the application of identification iron ion and fluorine ion

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102127586A (en) * 2010-12-08 2011-07-20 苏州同科生物材料有限公司 Magnetic fluorescent bifunctional nano biological probe and preparation method thereof
CN103235145A (en) * 2013-04-19 2013-08-07 济南大学 Preparation method and application of two-channel environmental estrogen immunosensor
CN103864640A (en) * 2014-02-27 2014-06-18 华南师范大学 N, N '-bis pyrene butyryl ornithine and application thereof
CN104045857A (en) * 2014-06-16 2014-09-17 安徽师范大学 Silicon dioxide chitosan composite material, and preparation method and application thereof
CN104262811A (en) * 2014-09-19 2015-01-07 哈尔滨工业大学 Preparation method and application of polystyrene fluorescent microspheres

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102127586A (en) * 2010-12-08 2011-07-20 苏州同科生物材料有限公司 Magnetic fluorescent bifunctional nano biological probe and preparation method thereof
CN103235145A (en) * 2013-04-19 2013-08-07 济南大学 Preparation method and application of two-channel environmental estrogen immunosensor
CN103864640A (en) * 2014-02-27 2014-06-18 华南师范大学 N, N '-bis pyrene butyryl ornithine and application thereof
CN104045857A (en) * 2014-06-16 2014-09-17 安徽师范大学 Silicon dioxide chitosan composite material, and preparation method and application thereof
CN104262811A (en) * 2014-09-19 2015-01-07 哈尔滨工业大学 Preparation method and application of polystyrene fluorescent microspheres

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN109439314A (en) * 2018-12-07 2019-03-08 武汉工程大学 The preparation method of the magnetic Nano fluorescence probe of specific recognition Fe (III)
CN109439314B (en) * 2018-12-07 2022-05-10 武汉工程大学 Preparation method of magnetic nano fluorescent probe for specifically recognizing Fe (III)
CN109900670A (en) * 2019-04-02 2019-06-18 济南大学 A kind of double function probe and its preparation and the application of identification iron ion and fluorine ion

Also Published As

Publication number Publication date
CN105001852B (en) 2016-10-12

Similar Documents

Publication Publication Date Title
CN105928914B (en) The qualitative checking method of sulfurated hydrogen detection sensor and preparation method thereof, the quantitative detecting method of hydrogen sulfide and intracellular hydrogen sulfide
Yang et al. Synthesis of highly fluorescent lysine-stabilized Au nanoclusters for sensitive and selective detection of Cu 2+ ion
Liang et al. Hydrothermal growth of nitrogen-rich carbon dots as a precise multifunctional probe for both Fe3+ detection and cellular bio-imaging
Yu et al. Bimetal-organic framework nanocomposite based point-of-care visual ratiometric fluorescence pH microsensor for strong acidity
CN103760145A (en) Ratio fluorescent probe for detecting hydroxyl radical and synthesis method and application of ratio fluorescent probe
CN104880456A (en) Preparation method and application of electrochemiluminescence immunosensor constructed on basis of GO/MWCNTs-COOH/Au @ CeO2
CN104391117B (en) Preparation method and application of gastric cancer antigen electrogenerated chemiluminescence sensor based on PP<y>-NH2GO-Ag2Se@CdSe
CN103616367A (en) Double-ion response type SERS (Surface Enhanced Raman Scattering) probe and preparation method thereof
CN113121513B (en) Carbazole-coumarin hydrazone compound as well as preparation method and application thereof
CN103880853A (en) Rhodamine 6G hydrazide derivative, preparation method of derivative and application of derivative, and method for carrying out fluorescence analysis on hypochlorous acid by using derivative as fluorescence probe
Long et al. Fluorinated near-infrared fluorescent probes for specific detection of Hg 2+ in an aqueous medium and mitochondria of living cells
CN105319192A (en) Method for detecting hypochlorite anions through water-soluble fluorescent silica nanoparticle
Zhang et al. Chemiluminescence chitosan hydrogels based on the luminol analog L-012 for highly sensitive detection of ROS
Li et al. Highly catalysis amplification of MOF Nd-loaded nanogold combined with specific aptamer SERS/RRS assay of trace glyphosate
CN114149369B (en) Fluorescent probe FAL1 for formaldehyde and pH dual-function detection, and preparation method and application thereof
CN110018146B (en) Method for detecting palladium ions based on fluorescent carbon quantum dots
CN105001852A (en) Preparation method and application of magnetic pyrenebutyric acid fluorescent probe detecting ferric ions
Karakuş et al. A guanidinium modified rhodamine-based fluorescent probe for in vitro/vivo imaging of gold ions
CN103439319B (en) Carbon nano-particles modified electrode electrochemiluminescence measures the method for bleomycin
Liang et al. Europium coordination polymer particles based electrospun nanofibrous film for point-of-care testing of copper (II) ions
Wu et al. A rhodamine derivative as a highly sensitive chemosensor for iron (III)
CN108752373B (en) Fluorescent probe for identifying hydrogen peroxide based on phenylboronate
CN107151555B (en) A kind of controllable luminous carbon nano-particles and preparation method and application
Li et al. A non-enzymatic electrochemical biosensor based on SiO 2–Au nanoparticles for hemoglobin detection
Chen et al. Quantitative determination of proteins at nanogram levels by the resonance light-scattering technique with composite nanoparticles of CdS/PAA

Legal Events

Date Code Title Description
C06 Publication
PB01 Publication
C10 Entry into substantive examination
SE01 Entry into force of request for substantive examination
C14 Grant of patent or utility model
GR01 Patent grant
CF01 Termination of patent right due to non-payment of annual fee

Granted publication date: 20161012