CN109870436A - A kind of nano-complex fluorescence probe and preparation method thereof for Visual retrieval Quercetin - Google Patents
A kind of nano-complex fluorescence probe and preparation method thereof for Visual retrieval Quercetin Download PDFInfo
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Abstract
The invention belongs to the preparation technical fields of nano-complex and visualization fluorescence probe, and in particular to a kind of nano-complex fluorescence probe and preparation method thereof for Visual retrieval Quercetin.Quercetin it is excellent the electronic effect electronics transfer that can cause fluorophor under photon excitation that photoinduction occurs and be quenched, in carbon dots/rhodamine 6G nano-complex of Electrostatic Absorption self assembly, Quercetin causes carbon dots green fluorescence and the red fluorescent quenching of rhodamine 6G simultaneously.Increase with quercetin concentration, presents from dark red, Exocarpium Citri Rubrum, orange, deep yellow, yellowish green, light green gradually changed to dark green with Complex Probes solution fluorescence color of the drop coating on filter paper in centrifuge tube.Being associated between Quercetin various concentration and probe solution fluorescence color is established, based on fluorescence color type come Visual retrieval Quercetin.Compared with prior art, its preparation of probe of the present invention is simple, low in cost, high sensitivity, can be used for the fluorescent visual detection of Quercetin in biological sample.
Description
Technical field:
The invention belongs to the preparation technical fields of nano-complex and visualization fluorescence probe, and in particular to one kind is used for can
Nano-complex fluorescence probe and preparation method thereof depending on changing detection Quercetin, the probe of preparation can be used for Mongolian oak in biological sample
The fluorescent visual of Pi Su detects.
Background technique:
Quercetin (3,3', 4', 5,7- quercetin) is a kind of common flavonols, extensive as a kind of native compound
It is present in veterinary antibiotics, beverage and other nutraceutical.In the nutrients obtained by diet, the mankind are to flavonols
Intake be about 2.6~38.2 mg/days.Clinical medicine confirm Quercetin be to human health it is beneficial, sugar can be prevented
Urine is sick, inhibits headache shock, reduces capillary fragility, induces cell apoptosis, have the functions such as the effect of anti-inflammatory drug.Quercetin
Important influence is generated for the activity of sustaining life, has specific biomedical Function, has it at the aspect that promotes health
Unique contribution, therefore develop a kind of simply monitoring with important for human health with efficient Quercetin detection method
Meaning.
The Quercetin detection method currently reported mainly includes spectrophotometry, capillary electrophoresis, high performance liquid chromatography
Method, electrochemical process etc..Lid grain husk etc. analyzes and identifies (the middle promulgated by the State Council of dihydroquercetin in larch using capillary electrophoresis-laser-induced fluorescence
Bright patent publication No. CN108802160A)；Tinkling of pieces of jade etc. is using thin-layered chromatography and high performance liquid chromatography to catching up with yellow freckle-diminishing capsule
Middle Quercetin is detected (Chinese invention patent publication number CN103115974A)；Wu Hongwei etc. is molten using ionic liquid-acceleration
Agent extracting efficient liquid-phase chromatograph chemoluminescence method detects Quercetin (Chinese invention patent publication number CN102539572A)；Wang Zong
It spends etc. and to have developed Quercetin electrochemical detection method (Chinese invention patent publication number using graphene modified electrode
CN102288669A)；Shi Saige etc. has developed measurement Quercetin based on the glass-carbon electrode that valine and multi-walled carbon nanotube are modified
Electrochemical sensor (Chinese invention patent publication number CN106680343A).Kan etc. has constructed carbon dots/Jenner's grain of rice/multi wall
The modified glass-carbon electrode of carbon mano-tube composite is used as Quercetin electrochemical sensor (Xianwen Kan, Tingting
Zhang,Min Zhong,et al.CD/AuNPs/MWCNTs based electrochemical sensor for
quercetin dual-signal detection.Biosens.Bioelectron.2016,77,638)；Chen etc. is based on gold
Nano-cluster develops Quercetin fluorescent optical sensor (Zhanguang Chen, Sihua Qian, Junhui Chen, et
al.Highly fluorescent gold nanoclusters based sensor for the detection of
quercetin.J.Nanopart.Res.2012,14,1264)。
The conventional generally existing some shortcomings of instrument analytical method such as expensive equipment, at high cost, sample pretreatment is complicated, behaviour
Make strictly, sensitivity is not high, poor specificity etc..In contrast, chemistry or biosensor device method especially electrochemistry and glimmering
Optical sensor has easy to operate, sensitivity height, selectively good etc. advantages, before wide application is shown in biochemical analysis field
Scape.Currently, electrochemical sensor has been used for highly sensitive detection Quercetin, and fluorescent optical sensor can realize the Quercetin of Glassless
Detection.Glassless fluorescence detection is a kind of very convenient and fast analysis method, and compared to the power of single fluorescence, human body naked eye is more
It is easy to distinguish the type of fluorescence color, the concentration of object in sample is determined according to the type of fluorescence color, it can be to object
Simply and efficiently detect.By literature search, although having the fluorescence-based power of document report to quantify Quercetin
Method, but there has been no the domestic foreign languages for the fluorescent visual detection method that Quercetin is quantified based on fluorescence color type at present
Offer the report with patent.Based on this, the present invention devise it is a kind of based on carbon dots/rhodamine 6G nano-complex fluorescence probe,
Fluorescence color type based on the probe is come Visual retrieval Quercetin.
Summary of the invention:
It is an object of the invention to overcome the problems of the above-mentioned prior art, design a kind of method it is simple, it is low in cost,
The nano-complex fluorescence probe for Visual retrieval Quercetin of high sensitivity.
To achieve the goals above, a kind of nano-complex fluorescence for Visual retrieval Quercetin of the present invention
The preparation of probe the following steps are included:
1. a kind of nano-complex fluorescence probe and preparation method thereof for Visual retrieval Quercetin, feature exists
In, this method specifically includes the following steps:
(1) preparation of carbon dots: weighing sodium citrate and ammonium carbonate, is dissolved in secondary distilled water, mixed liquor under magnetic stirring
It is transferred in the autoclave with polytetrafluoroethyllining lining, is stirred at room temperature, reacts at a certain temperature.Cooled product is molten
Liquid obtains dark brown suspension, with filtrate is collected after membrane filtration, removes most of solvent, residue filtrate warp using rotary evaporation
Centrifugal treating, precipitates washed with EtOH are dried in vacuo carbon dots after purification, obtain dry carbon dots powder.
(2) carbon dots/rhodamine 6G nano-complex preparation: Phosphate buffered saline is dispersed by dry carbon dots powder
In, rhodamine 6G aqueous solution is added dropwise wherein under ultrasound and magnetic agitation, keeps ultrasound and magnetic agitation for a period of time,
Combine carbon dots sufficiently with rhodamine 6G.
(3) into carbon dots/rhodamine 6G nano-complex aqueous dispersions, the aqueous solution of Quercetin is added dropwise, super
Homogeneous mixed liquor is formed under sound and magnetic agitation, is being protected from light place stationary incubation 10 minutes, is then being measured under different quercetin concentrations
The fluorescence emission spectrum of homogeneous mixed liquor.
(4) one group of compound mixed liquor that concentration coexists in difference containing Quercetin is prepared, pipettes the mixing of certain volume respectively
Liquid is in centrifuge tube and drop coating is on conventional qualitative filter paper, and one group of fluorescence color is presented under 365 nanometers of ultraviolet lamp excitations, uses number
Being associated between concentration and mixed liquor fluorescence color type coexists in code camera shooting, the difference for establishing Quercetin, and building is based on glimmering
Light color type quantifies the fluorescent visual detection method of Quercetin.
The mass concentration ratio of sodium citrate described in step (1) and ammonium carbonate is 1:2~1:10, reaction temperature 120
~200 DEG C, the reaction time is 2~10h；
The mass concentration of carbon dots described in step (2) is 1~10mg mL-1, the molar concentration of rhodamine 6G is 1~50 μ
M, phosphate molarities are 10~50mM, and pH of buffer is 7~8；
Quercetin molar concentration described in step (3) is 1~100 μM；
Fluorescence color type described in step (4) includes dark red, Exocarpium Citri Rubrum, orange, deep yellow, yellowish green, light green, dark green, with
And excessive color between dichromatism etc..
The present invention using Quercetin it is excellent electronic effect, cause fluorophor under photon excitation that the electronics of photoinduction occurs
Fluorophor is quenched in transfer, the fluorescence detection for Quercetin.In carbon dots/rhodamine 6G nanometer of Electrostatic Absorption self assembly
In compound, Quercetin causes carbon dots and rhodamine 6G fluorescent quenching simultaneously, and wherein carbon dots emit green fluorescence, rhodamine 6G transmitting
Red fluorescence.As quercetin concentration increases, complex fluorescence emission spectrum is presented that green fluorescence is synchronous with red fluorescence is gradually quenched, and answers
Polymer solution (in centrifuge tube and drop coating on filter paper) fluorescence color type present from dark red, Exocarpium Citri Rubrum, it is orange, deep yellow, yellowish green,
It is light green to be gradually changed to dark green.Based on the pass between Quercetin various concentration and compound (probe) solution fluorescence color type
Connection, building is based on fluorescence color type come the method for Visual retrieval Quercetin.Compared with prior art, its system of probe of the present invention
Standby simple, low in cost, high sensitivity can be used for the fluorescent visual detection of Quercetin in biological sample.
Detailed description of the invention:
Fig. 1 a kind of preparation and schematic illustration of the nano-complex fluorescence probe for Visual retrieval Quercetin；
The fluorescence emission measured under concentration coexists in different Quercetins for Fig. 2 carbon dots/rhodamine 6G nano-complex probe
Spectrogram；
The Quercetin that concentration coexists in Fig. 3 probe solution containing difference, under 365 nanometers of ultraviolet lamp excitations, probe solution
The fluorescence color presented in centrifuge tube and on filter paper.
Specific embodiment:
The present invention is described in detail with reference to the accompanying drawing and by specific embodiment.
Embodiment 1:
A kind of nano-complex fluorescence probe and preparation method thereof for Visual retrieval Quercetin of the present invention,
Its preparation process and principle are as shown in Figure 1, specific preparation process is as follows:
1g sodium citrate and 2g ammonium carbonate are weighed, is dissolved in 30mL secondary distilled water under magnetic stirring, mixed liquor is transferred to
In autoclave of the 50mL with polytetrafluoroethyllining lining, 30min is stirred at room temperature, reacts 12h after being warming up to 120 DEG C.
Cooled product solution, obtains dark brown suspension, with filtrate is collected after 0.22 μm of membrane filtration, is removed using rotary evaporation most of
Solvent, residue filtrate is through centrifugal treating, and precipitates washed with EtOH, carbon dots after purification are dried in vacuo at 60 DEG C is made carbon dots powder
End.It disperses carbon dots powder in Phosphate buffered saline, rhodamine 6G aqueous solution is added dropwise under ultrasound and magnetic agitation,
Wherein carbon dots mass concentration is 2mg mL-1, rhodamine 6G molar concentration is 10 μM, phosphate concn 10mM, and pH of buffer is
7.0, maintenance ultrasound and magnetic agitation 30min.The water-soluble of Quercetin is added dropwise into the aqueous dispersions of nano-complex
Liquid forms homogeneous mixed liquor under ultrasound and magnetic agitation, is being protected from light place stationary incubation 10 minutes, measures 1~50 μM of Quercetin
The fluorescence emission spectrum (as shown in Figure 2) of homogeneous mixed liquor under concentration.The mixed liquor that concentration coexists in difference containing Quercetin is prepared, point
Part mixed liquor is not pipetted in centrifuge tube and drop coating is on filter paper, is mixed in centrifuge tube and on filter paper under 365 nanometers of excitations
Different fluorescence colors is presented in liquid, shoots (as shown in Figure 3) with digital camera.Increase with quercetin concentration, Complex Probes are glimmering
Light color type, which is presented from dark red, pale red, pale yellow, yellowish green, light green, becomes dark green, and building probe solution fluorescence color type is quantitative
The visible detection method of Quercetin.
Embodiment 2:
1g sodium citrate and 4g ammonium carbonate are weighed, is dissolved in 30mL secondary distilled water under magnetic stirring, mixed liquor is transferred to
In autoclave of the 50mL with polytetrafluoroethyllining lining, 30min is stirred at room temperature, reacts 10h after being warming up to 150 DEG C.
Cooled product solution, obtains dark brown suspension, with filtrate is collected after 0.22 μm of membrane filtration, is removed using rotary evaporation most of
Solvent, residue filtrate is through centrifugal treating, and precipitates washed with EtOH, carbon dots after purification are dried in vacuo at 60 DEG C is made carbon dots powder
End.It disperses carbon dots powder in Phosphate buffered saline, rhodamine 6G aqueous solution is added dropwise under ultrasound and magnetic agitation,
Wherein carbon dots mass concentration is 4mg mL-1, rhodamine 6G molar concentration is 20 μM, phosphate concn 20mM, and pH of buffer is
7.4, maintenance ultrasound and magnetic agitation 30min.The water-soluble of Quercetin is added dropwise into the aqueous dispersions of nano-complex
Liquid forms homogeneous mixed liquor under ultrasound and magnetic agitation, is being protected from light place stationary incubation 10 minutes, measures 1~80 μM of Quercetin
The fluorescence emission spectrum of homogeneous mixed liquor under concentration.The mixed liquor that concentration coexists in difference containing Quercetin is prepared, pipettes part respectively
Mixed liquor is in centrifuge tube and drop coating is on filter paper, different with mixed liquor presentation on filter paper in centrifuge tube under 365 nanometers of excitations
Fluorescence color, shot with digital camera.Increase with quercetin concentration, Complex Probes fluorescence color type present from it is dark red,
Exocarpium Citri Rubrum, it is deep yellow, yellowish, yellowish green, light green become dark green, what building Complex Probes solution fluorescence color type quantified Quercetin can
Depending on changing detection method.
Embodiment 3:
1g sodium citrate and 5g ammonium carbonate are weighed, is dissolved in 30mL secondary distilled water under magnetic stirring, mixed liquor is transferred to
In autoclave of the 50mL with polytetrafluoroethyllining lining, 30min is stirred at room temperature, reacts 8h after being warming up to 180 DEG C.It is cold
But reaction mixture obtains dark brown suspension, with filtrate is collected after 0.22 μm of membrane filtration, is removed using rotary evaporation most of molten
Agent, residue filtrate is through centrifugal treating, and precipitates washed with EtOH, carbon dots after purification are dried in vacuo at 60 DEG C is made carbon dots powder
End.It disperses carbon dots powder in Phosphate buffered saline, rhodamine 6G aqueous solution is added dropwise under ultrasound and magnetic agitation,
Wherein carbon dots mass concentration is 5mg mL-1, rhodamine 6G molar concentration is 50 μM, phosphate concn 30mM, and pH of buffer is
8.0, mixed liquor maintenance ultrasound and magnetic agitation 30min.Quercetin is added dropwise into the aqueous dispersions of nano-complex
Aqueous solution, ultrasound and magnetic agitation under formed homogeneous mixed liquor, be protected from light place stationary incubation 10 minutes, measure 1~100 μM
The fluorescence emission spectrum of homogeneous mixed liquor under quercetin concentration.The mixed liquor that concentration coexists in difference containing Quercetin is prepared, is moved respectively
It takes part mixed liquor in centrifuge tube and drop coating is on filter paper, mixed liquor is in centrifuge tube and on filter paper under 365 nanometers of excitations
Existing different fluorescence color, is shot with digital camera.Increase with quercetin concentration, Complex Probes fluorescence color type present from
Dark red, pale red, Exocarpium Citri Rubrum, it is orange, deep yellow, yellowish, yellowish green become light green, construct the fluorescence color class based on Complex Probes solution
Type quantifies the visible detection method of Quercetin.
Claims (5)
1. a kind of nano-complex fluorescence probe and preparation method thereof for Visual retrieval Quercetin, which is characterized in that should
Method specifically includes the following steps:
(1) preparation of carbon dots: weighing sodium citrate and ammonium carbonate, is dissolved in secondary distilled water under magnetic stirring, and mixed liquor is transferred to
It in autoclave with polytetrafluoroethyllining lining, is stirred at room temperature, reacts at a certain temperature；Cooled product solution,
Dark brown suspension is obtained, with filtrate is collected after membrane filtration, most of solvent is removed using rotary evaporation, residue filtrate is through being centrifuged
Processing, precipitates washed with EtOH are dried in vacuo carbon dots after purification, obtain dry carbon dots powder；
(2) carbon dots/rhodamine 6G nano-complex preparation: dispersing dry carbon dots powder in Phosphate buffered saline,
Rhodamine 6G aqueous solution is added dropwise wherein under ultrasound and magnetic agitation, ultrasound and magnetic agitation is kept for a period of time, makes
Carbon dots are sufficiently combined with rhodamine 6G；
(3) into carbon dots/rhodamine 6G nano-complex aqueous dispersions, the aqueous solution of Quercetin is added dropwise, ultrasound and
Homogeneous mixed liquor is formed under magnetic agitation, is being protected from light place stationary incubation 10 minutes, is then being measured homogeneous under different quercetin concentrations
The fluorescence emission spectrum of mixed liquor；
(4) prepare difference containing Quercetin and one group of compound mixed liquor of concentration coexist, pipette respectively the mixed liquor of certain volume in
In centrifuge tube and drop coating is on conventional qualitative filter paper, one group of fluorescence color is presented under 365 nanometers of ultraviolet lamp excitations, with digital phase
Being associated between concentration and mixed liquor fluorescence color type coexists in machine shooting, the difference for establishing Quercetin, and building is based on fluorescence face
Color type quantifies the fluorescent visual detection method of Quercetin.
2. a kind of nano-complex fluorescence probe and preparation method thereof for Visual retrieval Quercetin, which is characterized in that step
Suddenly the mass concentration ratio of sodium citrate described in (1) and ammonium carbonate is 1:2~1:10, and reaction temperature is 120~200 DEG C, instead
It is 2~10h between seasonable.
3. a kind of nano-complex fluorescence probe and preparation method thereof for Visual retrieval Quercetin, which is characterized in that step
Suddenly the mass concentration of carbon dots described in (2) is 1~10mg mL-1, the molar concentration of rhodamine 6G is 1~50 μM, and phosphate rubs
Your concentration is 10~50mM, and pH of buffer is 7~8.
4. a kind of nano-complex fluorescence probe and preparation method thereof for Visual retrieval Quercetin, which is characterized in that step
Suddenly Quercetin molar concentration described in (3) is 1~100 μM.
5. a kind of nano-complex fluorescence probe and preparation method thereof for Visual retrieval Quercetin, which is characterized in that step
Suddenly fluorescence color type described in (4) includes between dark red, Exocarpium Citri Rubrum, orange, deep yellow, yellowish green, light green, dark green and dichromatism
Excessive color etc..
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| CN201910201441.0A CN109870436A (en) | 2019-03-18 | 2019-03-18 | A kind of nano-complex fluorescence probe and preparation method thereof for Visual retrieval Quercetin |
| PCT/CN2019/078996 WO2020186503A1 (en) | 2019-03-18 | 2019-03-21 | Nanocomposite fluorescent probe for visibly detecting quercetin and preparation method therefor |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113136205A (en) * | 2021-04-12 | 2021-07-20 | 广东石油化工学院 | Fluorescent carbon quantum dot, preparation method and application thereof in detecting superoxide anion |
| CN117025200A (en) * | 2023-10-08 | 2023-11-10 | 吉林农业大学 | Biosensor for detecting flavonoid compounds and preparation method |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| 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 |
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2019
- 2019-03-18 CN CN201910201441.0A patent/CN109870436A/en not_active Withdrawn
- 2019-03-21 WO PCT/CN2019/078996 patent/WO2020186503A1/en active Application Filing
Non-Patent Citations (3)
| Title |
|---|
| ASHISH YADAV ET.AL: "Lasing behavior of surface functionalized carbon quantum dot/RhB composites", 《NANOSCALE》 * |
| HARUPJIT SINGH ET.AL: "A carbon quantum dot and rhodamine-based ratiometric fluorescent complex for the recognition of histidine in aqueous systems", 《MATERIALS CHEMISTRY FRONTIERS》 * |
| 朱欣欣: "碳量子点有机染料复合物比率荧光探针的制备与分析用研究", 《中国优秀硕士学位论文全文数据库 工程科技I辑》 * |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113136205A (en) * | 2021-04-12 | 2021-07-20 | 广东石油化工学院 | Fluorescent carbon quantum dot, preparation method and application thereof in detecting superoxide anion |
| CN117025200A (en) * | 2023-10-08 | 2023-11-10 | 吉林农业大学 | Biosensor for detecting flavonoid compounds and preparation method |
| CN117025200B (en) * | 2023-10-08 | 2023-12-22 | 吉林农业大学 | Biosensor for detecting flavonoid compounds and preparation method |
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Application publication date: 20190611 |