CN105352919A - Preparation of two-color fluorescent gold bearing carbon dot and application of two-color fluorescent gold bearing carbon dot in visual inspection - Google Patents
Preparation of two-color fluorescent gold bearing carbon dot and application of two-color fluorescent gold bearing carbon dot in visual inspection Download PDFInfo
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- CN105352919A CN105352919A CN201510546606.XA CN201510546606A CN105352919A CN 105352919 A CN105352919 A CN 105352919A CN 201510546606 A CN201510546606 A CN 201510546606A CN 105352919 A CN105352919 A CN 105352919A
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- 229910052799 carbon Inorganic materials 0.000 title claims abstract description 78
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 title claims abstract description 77
- 238000002360 preparation method Methods 0.000 title claims abstract description 15
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical group [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 title claims abstract description 13
- 239000010931 gold Substances 0.000 title claims abstract description 13
- 229910052737 gold Inorganic materials 0.000 title claims abstract description 13
- 238000011179 visual inspection Methods 0.000 title abstract description 3
- 239000000243 solution Substances 0.000 claims abstract description 37
- 206010060862 Prostate cancer Diseases 0.000 claims abstract description 32
- 208000000236 Prostatic Neoplasms Diseases 0.000 claims abstract description 32
- 239000000427 antigen Substances 0.000 claims abstract description 23
- 108091007433 antigens Proteins 0.000 claims abstract description 23
- 102000036639 antigens Human genes 0.000 claims abstract description 23
- RWSXRVCMGQZWBV-WDSKDSINSA-N glutathione Chemical compound OC(=O)[C@@H](N)CCC(=O)N[C@@H](CS)C(=O)NCC(O)=O RWSXRVCMGQZWBV-WDSKDSINSA-N 0.000 claims abstract description 16
- 210000002966 serum Anatomy 0.000 claims abstract description 12
- 230000003197 catalytic effect Effects 0.000 claims abstract description 11
- 230000000694 effects Effects 0.000 claims abstract description 11
- 238000000034 method Methods 0.000 claims abstract description 11
- 230000000007 visual effect Effects 0.000 claims abstract description 11
- 108091008102 DNA aptamers Proteins 0.000 claims abstract description 9
- 108010024636 Glutathione Proteins 0.000 claims abstract description 8
- 229960003180 glutathione Drugs 0.000 claims abstract description 8
- 239000011259 mixed solution Substances 0.000 claims abstract description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 8
- 239000000047 product Substances 0.000 claims abstract description 7
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 claims abstract description 6
- 239000008103 glucose Substances 0.000 claims abstract description 6
- 238000010438 heat treatment Methods 0.000 claims abstract description 4
- 238000003756 stirring Methods 0.000 claims abstract description 4
- 239000006228 supernatant Substances 0.000 claims abstract description 4
- 239000008213 purified water Substances 0.000 claims abstract description 3
- 108091023037 Aptamer Proteins 0.000 claims description 20
- 108020004414 DNA Proteins 0.000 claims description 13
- 102000053602 DNA Human genes 0.000 claims description 11
- 108020004682 Single-Stranded DNA Proteins 0.000 claims description 11
- SJUCACGNNJFHLB-UHFFFAOYSA-N O=C1N[ClH](=O)NC2=C1NC(=O)N2 Chemical compound O=C1N[ClH](=O)NC2=C1NC(=O)N2 SJUCACGNNJFHLB-UHFFFAOYSA-N 0.000 claims description 7
- 238000006243 chemical reaction Methods 0.000 claims description 7
- 238000010790 dilution Methods 0.000 claims description 4
- 239000012895 dilution Substances 0.000 claims description 4
- 238000002156 mixing Methods 0.000 claims description 3
- UAIUNKRWKOVEES-UHFFFAOYSA-N 3,3',5,5'-tetramethylbenzidine Chemical compound CC1=C(N)C(C)=CC(C=2C=C(C)C(N)=C(C)C=2)=C1 UAIUNKRWKOVEES-UHFFFAOYSA-N 0.000 claims description 2
- 239000003593 chromogenic compound Substances 0.000 claims description 2
- 102000004190 Enzymes Human genes 0.000 abstract description 5
- 108090000790 Enzymes Proteins 0.000 abstract description 5
- 102000003992 Peroxidases Human genes 0.000 abstract description 4
- 239000003814 drug Substances 0.000 abstract description 4
- 108040007629 peroxidase activity proteins Proteins 0.000 abstract description 4
- 230000035945 sensitivity Effects 0.000 abstract description 2
- 239000002253 acid Substances 0.000 abstract 1
- 238000001514 detection method Methods 0.000 abstract 1
- 238000003384 imaging method Methods 0.000 description 6
- 238000002983 circular dichroism Methods 0.000 description 4
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 3
- 238000000862 absorption spectrum Methods 0.000 description 3
- 229910052802 copper Inorganic materials 0.000 description 3
- 239000010949 copper Substances 0.000 description 3
- 230000009977 dual effect Effects 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 239000002086 nanomaterial Substances 0.000 description 3
- 239000002245 particle Substances 0.000 description 3
- 206010006187 Breast cancer Diseases 0.000 description 2
- 208000026310 Breast neoplasm Diseases 0.000 description 2
- 206010028980 Neoplasm Diseases 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 201000011510 cancer Diseases 0.000 description 2
- 238000000799 fluorescence microscopy Methods 0.000 description 2
- 238000002189 fluorescence spectrum Methods 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 229910021642 ultra pure water Inorganic materials 0.000 description 2
- 239000012498 ultrapure water Substances 0.000 description 2
- 201000009030 Carcinoma Diseases 0.000 description 1
- OUUQCZGPVNCOIJ-UHFFFAOYSA-M Superoxide Chemical compound [O-][O] OUUQCZGPVNCOIJ-UHFFFAOYSA-M 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 150000001721 carbon Chemical class 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 239000012930 cell culture fluid Substances 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 238000003745 diagnosis Methods 0.000 description 1
- 238000000502 dialysis Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000005284 excitation Effects 0.000 description 1
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- 238000011049 filling Methods 0.000 description 1
- 238000001502 gel electrophoresis Methods 0.000 description 1
- 231100000518 lethal Toxicity 0.000 description 1
- 230000001665 lethal effect Effects 0.000 description 1
- 231100000053 low toxicity Toxicity 0.000 description 1
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 1
- 230000003278 mimic effect Effects 0.000 description 1
- 239000002071 nanotube Substances 0.000 description 1
- 229910000510 noble metal Inorganic materials 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- 239000008055 phosphate buffer solution Substances 0.000 description 1
- 239000002096 quantum dot Substances 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000004065 semiconductor Substances 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
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- 238000010183 spectrum analysis Methods 0.000 description 1
- 238000000870 ultraviolet spectroscopy Methods 0.000 description 1
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- Investigating Or Analysing Materials By The Use Of Chemical Reactions (AREA)
- Measuring Or Testing Involving Enzymes Or Micro-Organisms (AREA)
Abstract
The present invention discloses the preparation of a two-color fluorescent gold bearing carbon dot and application of the two-color fluorescent gold bearing carbon dot in visual inspection. The preparation of the gold bearing carbon dot is mainly as follows: a chloroauric acid solution and a glutathione solution are mixed and diluted with pure water; the mixed solution is heated while stirring for 1.5-2h in an oil bath at 80-100 DEG C, the mixed solution is hotly transferred into a conical flask containing glucose for heating for 20-25min at high fire in a domestic microwave oven; the resulting yellowish-brown product is dissolved with purified water, and centrifuged, the supernatant is dialyzed for 24hto obtain the product. Based on the nature of mimetic enzyme of peroxidase of the gold bearing carbon dot, the content of prostate cancer antigen in serum of patients with prostate cancer antigen can be detected by covering of two-color fluorescent gold bearing carbon dot catalytic surface sites by DNA aptamer and prostate cancer antigen specific effects, and fast visual detection of the prostate cancer antigen can be achieved. The method is simple, easy in operation, high in sensitivity, and has important significance in clinical medicine.
Description
Technical field
The invention belongs to applied chemistry technical field, be specifically related to the preparation of a kind of Two Colour Fluorescence containing golden carbon point, based on this catalytic performance containing golden carbon point with peroxidase, realize the Visual retrieval to prostate cancer antigen.
Background technology
Along with the appearance of more and more preparation method of nano material, become a more and more important class material containing golden carbon point.Due to the peculiar property shown compared to one-component nano material, be more and more subject to people's attention containing golden carbon point, and they be widely used, as catalysis, sensing, electronic application, medical diagnosis etc.Up to the present, have and be much found out about the preparation method containing golden carbon point, but these preparation methods of great majority are quite complicated loaded down with trivial details, and they relate to semiconductor material and novel metal usually.So a kind of simple extensive expectation being subject to people containing golden carbon point preparation method can be developed.
Carbon point (CarbonDots, CDs), as a kind of Novel Carbon Nanomaterials found in the last few years, has been a great deal of attention.Carbon point has photoluminescent property, and its particle diameter is less than 10nm usually, chances on, and prepared by Sun in 2006 in Xu in 2004 etc. when using gel electrophoresis preparative separation nanotube.Compared with other quantum dot, carbon point, except having excellent fluorescence property, also has that low-molecular-weight, particle diameter are little, the advantage such as good biocompatibility, nontoxic, environmentally friendly, good catalytic, and the raw material preparing carbon point is plentiful, cheap.
The catalytic performance of noble metal nano cluster is a up-and-coming application.Such as, gold is considered to have catalytically inactive at first, but the gold of Nano grade has been proved to be at present has good catalytic activity in one widely chemical reaction.Another important application of gold nanoclusters is exactly as superoxide artificial mimic enzyme, the sensitivity that there is poor stability and catalytic activity due to native enzyme is the defect such as affected by environment easily, people are slowly devoted to the research of artificial enzyme's simulation, metal nanometre cluster has the intrinsic activity similar to native enzyme, and the advantage such as volume, low toxicity little because of its ultra micro has potential using value at molecular imaging, bio-sensing, medicine and catalytic field.
At present, prostate cancer has exceeded cutaneum carcinoma becomes the modal cancer of the male sex, is number two in the lethal death factors of cancer.Prostate cancer antigen has in prostate cancer patient's serum of clinical meaning at great majority and all can raise, and is also its most important sensitive index.Therefore, detect prostate cancer antigen quickly and accurately, to clinical medicine, there is unusual meaning.
Summary of the invention
An object of the present invention is the preparation providing a kind of novel Two Colour Fluorescence containing golden carbon point, and this Two Colour Fluorescence, containing the preparation of golden carbon point, comprises the steps:
(1) by chlorauric acid solution and glutathione solution mixing, and with pure water, mixed solution is diluted;
(2) previous step gained mixed solution is heated while stirring under 80 ~ 100 DEG C of oil bath conditions, heat time 1.5 ~ 2h, transferred to while hot and fill in the conical flask of glucose, household microwave oven height fire screen heating 20 ~ 25min, generates tawny product;
(3) the tawny product dissolved in purified water, centrifugal will generated, dialyse supernatant 24h, obtains pure in golden carbon point solution.
Concrete, step (1) described chlorauric acid solution and glutathione solution are the chlorauric acid solution of 5mL, 20mM and the glutathione solution of 1.5mL, 100mM respectively, and described dilution is, with pure water, mixed solution is diluted to 50mL; Step (2) described glucose is 2g.
Two Colour Fluorescence of the present invention is simple to operate containing the preparation method of golden carbon point, and phenomenon is obvious, and material is easy to get.The Bicolor-code of biological cell can be carried out by this Two Colour Fluorescence; Based on this catalytic performance containing golden carbon point with peroxidase, the Visual retrieval to prostate cancer antigen (PSA) can be realized.
Two of object of the present invention is to provide above-mentioned Two Colour Fluorescence containing the application of golden carbon point at Visual retrieval, and it comprises the steps:
(1) based on the bonding action between sulfydryl and gold, modify containing golden carbon point solution with the single stranded DNA aptamers of the terminal modified sulfydryl of chain;
(2) the covering catalytic site based on aptamers and prostate cancer antigen specific effect, with 3,3', 5,5'-tetramethyl benzidine and TMB and H
2o
2for chromogenic substrate, at TMB and H
2o
2amount one timing, add with serum of patients with prostate cancer effect after modified single stranded DNA aptamers containing golden carbon point solution, the specific effect of aptamers and prostate cancer antigen can cover the partially catalyzed site containing golden carbon point surface, the amount covered is relevant with the amount of prostate cancer antigen, detect the generation content of blue oxide state TMB, detect the content of prostate cancer antigen with this.
Concrete, step (1) is described with the single stranded DNA aptamers of the terminal modified sulfydryl of chain to the process of modifying containing golden carbon point solution is: 30 μ L, the single stranded DNA aptamers of the terminal modified sulfydryl of chain of 0.1 μM are joined 3mL containing in golden carbon point solution, after reaction 24h, then carry out dialysing to remove unreacted DNA aptamers.
Concrete, the process containing golden carbon point solution of having modified single stranded DNA aptamers described in step (2) and after serum of patients with prostate cancer effect is: by serum of patients with prostate cancer dilution 10
5~ 10
6the containing in golden carbon point solution of DNA aptamers of having modified doubly joining 1 ~ 10mg/L fully reacts 30min.
Two Colour Fluorescence of the present invention is containing the application process of golden carbon point at Visual retrieval, based on the Mimetic Peroxidase character containing golden carbon point, by the specific effect of DNA aptamers and prostate cancer antigen, Two Colour Fluorescence is detected to the content of prostate cancer antigen in prostate cancer antigen patients serum containing the covering of golden carbon point catalytic surface sites, realize detecting the quick visualization of prostate cancer antigen.The method is fast and convenient, be easy to operation, highly sensitive, significant at clinical medicine.
Accompanying drawing explanation
Fig. 1 is the uv-visible absorption spectra figure containing golden carbon point in the embodiment of the present invention 1.
Fig. 2 is the fluorescence spectrum figure containing golden carbon point in the embodiment of the present invention 1, and wherein, curve a is fluorescent exciting spectrogram, and curve b is fluorescence emission spectrogram.
Fig. 3 schemes containing the TEM of golden carbon point in the embodiment of the present invention 1.
Fig. 4 is the energy spectrum analysis figure containing golden carbon point in the embodiment of the present invention 1.
Fig. 5, Fig. 6, Fig. 7, Fig. 8 are containing laser confocal fluorescence microscope dual colour imaging figure in golden carbon point breast cancer cell in the embodiment of the present invention 2; Wherein, Fig. 5 is for containing golden carbon point at cell Green fluorescence imaging, and Fig. 6 is that Fig. 7 is the light field imaging of cell, and Fig. 8 is that Fig. 5, Fig. 6, Fig. 7 merge rear figure containing the red fluorescence imaging of golden carbon point in cell.
Fig. 9, Figure 10 contain golden carbon point with aptamers in conjunction with forward and backward zeta bit map/bitmap in the invention process 3.
Figure 11 is aptamers and aptamers in the invention process 3-containing the circular dichroism spectrogram of golden carbon point; In figure, curve 1 is the circular dichroism spectrogram of aptamers, and curve 2 is aptamers-containing the circular dichroism spectrogram of golden carbon point.
Figure 12, Figure 13 are in the invention process 3 respectively, and the PSA of variable concentrations joins TMB, H
2o
2with modifying DNA aptamers containing the color gradient figure shown in golden carbon point and corresponding visible absorption spectra figure.
Figure 14, Figure 15, Figure 16 are in the invention process 4, change the Visual retrieval figure that the amount containing golden carbon point reaches regulation and control variable concentrations prostate cancer antigen.
Embodiment
Below in conjunction with drawings and Examples, the present invention is described in further detail.Following examples are intended to the present invention instead of limitation of the invention further are described.
Embodiment 1:
Containing preparation and the constituent analysis of golden carbon point.The glutathione solution mixing of chlorauric acid solution 5mL, 20mM newly configured and 1.5mL, 100mM, is diluted to 50mL with ultrapure water.Solution heats while stirring under 80 DEG C of oil bath conditions, heat time 2h, is transferred in the conical flask filling 2g glucose while hot, household microwave oven height fire screen heating 20min.The tawny product 50mL ultrapure water of generation is dissolved again, centrifugal (16,000 rev/min, 30min), supernatant is carried out (molecular cut off is 8000 ~ 14000) 24h that dialyses, can obtain pure in golden carbon point solution.Ultraviolet-visible light spectrogram containing golden carbon point and fluorescence spectrum figure is recorded, as shown in Figure 1 and Figure 2 with ultraviolet-visible spectrophotometer and fluorospectrophotometer; And TEM sign is carried out to it, as shown in Figure 3, the known size containing golden carbon point is at about 2nm, and carried out ultimate analysis to containing golden carbon point particle again, result is as shown in Figure 4.As we know from the figure: to be thisly made up of (copper in spectrogram is from the copper in experiment in copper mesh) carbon and gold element containing golden carbon point.
Embodiment 2:
Containing golden carbon point dual colour imaging in cell.Get containing golden carbon point water-soluble, be mixed with the aqueous solution of 5mg/mL, then the phosphate buffer solution that 1mL contains golden carbon point solution and 1mL breast cancer is got, add 9mL cell culture fluid again, cultivate 4 hours in 37 DEG C, then use laser confocal fluorescence microscope imaging, select 405nm excitation wavelength, obtain the dual colour imaging of cell, as shown in Fig. 5, Fig. 6, Fig. 7, Fig. 8.
Embodiment 3:
The visual inspection of PSA: 30 μ L, the single stranded DNA aptamers of the terminal modified sulfydryl of chain of 0.1 μM are joined prepared by 3mL embodiment 1 containing in golden carbon point solution, after reaction 24h, dialysis (molecular cut off 8000 ~ 14000), to remove unreacted DNA aptamers.Because DNA is electronegative, the zeta current potential containing golden carbon point obviously reduces, as shown in Figure 9, Figure 10; The change of the circular dichroism shown in Figure 11 further illustrates DNA and is successfully connected to containing golden carbon point surface.The PSA (1,5,10,50,100,500,1000ng/mL) getting 10 μ L variable concentrations join 90 μ L connect DNA aptamers containing in golden carbon point solution, 37 DEG C of reaction 2h, then add the TMB of 100 μ L, 5mM and 100 μ L, the H of 400 μMs
2o
2reaction 15min, occurs that the color gradient with concentration change changes, as shown in figure 12; And detect its uv-visible absorption spectra, as shown in figure 13.
Embodiment 4:
Regulate and control the Visual retrieval of variable concentrations PSA containing the amount of golden carbon point in change system.The serum of patients with prostate cancer of known prostate cancer antigen concentration is diluted, makes prostate cancer antigen concentration be respectively 49 and 50ng/mL, 19 and 20ng/mL, 9 and 10ng/mL.By 10 μ L containing 49 and the PSA serum of 50ng/mL join 90 μ L, 0.138mg/mL containing in golden carbon point solution, equally, by containing 19 and 20ng/mL, 9 and the PSA serum of 10ng/mL join respectively concentration be 0.0579mg/mL and 0.0264mg/mL containing in golden carbon point solution, join the TMB of 100 μ L, 5mM and the H of 100 μ L, 0.1M again after 37 DEG C of reaction 2h
2o
2react 15min in mixed liquor, occur different colours, as shown in Figure 14, Figure 15, Figure 16.
Claims (5)
1. Two Colour Fluorescence is containing a preparation for golden carbon point, it is characterized in that comprising the steps:
(1) by chlorauric acid solution and glutathione solution mixing, and with pure water, mixed solution is diluted;
(2) previous step gained mixed solution is heated while stirring under 80 ~ 100 DEG C of oil bath conditions, heat time 1.5 ~ 2h, transferred to while hot and fill in the conical flask of glucose, household microwave oven height fire screen heating 20 ~ 25min, generates tawny product;
(3) the tawny product dissolved in purified water, centrifugal will generated, dialyse supernatant 24h, obtains pure in golden carbon point solution.
2. Two Colour Fluorescence contains the preparation of golden carbon point according to claim 1, it is characterized in that: step (1) described chlorauric acid solution and glutathione solution are the chlorauric acid solution of 5mL, 20mM and the glutathione solution of 1.5mL, 100mM respectively, described dilution is, with pure water, mixed solution is diluted to 50mL; Step (2) described glucose is 2g.
3. Two Colour Fluorescence contains golden carbon point in an application for Visual retrieval as claimed in claim 1, it is characterized in that comprising the steps:
(1) based on the bonding action between sulfydryl and gold, modify containing golden carbon point solution with the single stranded DNA aptamers of the terminal modified sulfydryl of chain;
(2) the covering catalytic site based on aptamers and prostate cancer antigen specific effect, with 3,3', 5,5'-tetramethyl benzidine and TMB and H
2o
2for chromogenic substrate, at TMB and H
2o
2amount one timing, add with serum of patients with prostate cancer effect after modified single stranded DNA aptamers containing golden carbon point solution, the specific effect of aptamers and prostate cancer antigen can cover the partially catalyzed site containing golden carbon point surface, the amount covered is relevant with the amount of prostate cancer antigen, detect the generation content of blue oxide state TMB, detect the content of prostate cancer antigen with this.
4. Two Colour Fluorescence contains the application of golden carbon point at Visual retrieval according to claim 3, it is characterized in that: step (1) is described with the single stranded DNA aptamers of the terminal modified sulfydryl of chain to the process of modifying containing golden carbon point solution is: 30 μ L, the single stranded DNA aptamers of the terminal modified sulfydryl of chain of 0.1 μM are joined 3mL containing in golden carbon point solution, after reaction 24h, then carry out dialysing to remove unreacted DNA aptamers.
5. Two Colour Fluorescence contains golden carbon point in the application of Visual retrieval according to claim 3, it is characterized in that: the process containing golden carbon point solution of having modified single stranded DNA aptamers described in step (2) and after serum of patients with prostate cancer effect is: by serum of patients with prostate cancer dilution 10
5~ 10
6the containing in golden carbon point solution of DNA aptamers of having modified doubly joining 1 ~ 10mg/L fully reacts 30min.
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- 2015-08-31 CN CN201510546606.XA patent/CN105352919B/en not_active Expired - Fee Related
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| CN116970584A (en) * | 2023-09-19 | 2023-10-31 | 中国石油大学(华东) | Polypeptide peroxidase mimic, and preparation method and application thereof |
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