CN112972705A - Indocyanine green hydrogel fluorescent calibration plate and preparation method and application thereof - Google Patents
Indocyanine green hydrogel fluorescent calibration plate and preparation method and application thereof Download PDFInfo
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- CN112972705A CN112972705A CN202110202185.4A CN202110202185A CN112972705A CN 112972705 A CN112972705 A CN 112972705A CN 202110202185 A CN202110202185 A CN 202110202185A CN 112972705 A CN112972705 A CN 112972705A
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- indocyanine green
- calibration plate
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- fluorescent calibration
- hydrogel
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- MOFVSTNWEDAEEK-UHFFFAOYSA-M indocyanine green Chemical compound [Na+].[O-]S(=O)(=O)CCCCN1C2=CC=C3C=CC=CC3=C2C(C)(C)C1=CC=CC=CC=CC1=[N+](CCCCS([O-])(=O)=O)C2=CC=C(C=CC=C3)C3=C2C1(C)C MOFVSTNWEDAEEK-UHFFFAOYSA-M 0.000 title claims abstract description 70
- 229960004657 indocyanine green Drugs 0.000 title claims abstract description 70
- 239000000017 hydrogel Substances 0.000 title claims abstract description 46
- 238000002360 preparation method Methods 0.000 title claims abstract description 15
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims abstract description 18
- 239000011259 mixed solution Substances 0.000 claims abstract description 13
- 239000004372 Polyvinyl alcohol Substances 0.000 claims abstract description 11
- 229920002451 polyvinyl alcohol Polymers 0.000 claims abstract description 11
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 8
- 238000000034 method Methods 0.000 claims abstract description 6
- 230000001276 controlling effect Effects 0.000 claims abstract description 5
- 230000001105 regulatory effect Effects 0.000 claims abstract description 5
- 238000000799 fluorescence microscopy Methods 0.000 claims abstract description 4
- 239000000243 solution Substances 0.000 claims description 15
- 238000002156 mixing Methods 0.000 claims description 5
- 238000001816 cooling Methods 0.000 claims description 4
- 238000010438 heat treatment Methods 0.000 claims description 3
- 238000003756 stirring Methods 0.000 claims description 3
- 230000035484 reaction time Effects 0.000 claims description 2
- 238000000465 moulding Methods 0.000 claims 1
- 238000002604 ultrasonography Methods 0.000 claims 1
- 238000002834 transmittance Methods 0.000 abstract description 3
- 238000001917 fluorescence detection Methods 0.000 description 14
- 230000035945 sensitivity Effects 0.000 description 13
- 238000001514 detection method Methods 0.000 description 12
- 239000012086 standard solution Substances 0.000 description 6
- 206010028980 Neoplasm Diseases 0.000 description 3
- 230000008859 change Effects 0.000 description 3
- 238000010586 diagram Methods 0.000 description 3
- 238000001356 surgical procedure Methods 0.000 description 3
- 108010043121 Green Fluorescent Proteins Proteins 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000003384 imaging method Methods 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 239000000700 radioactive tracer Substances 0.000 description 2
- 238000011160 research Methods 0.000 description 2
- 238000009210 therapy by ultrasound Methods 0.000 description 2
- 210000001519 tissue Anatomy 0.000 description 2
- 238000005303 weighing Methods 0.000 description 2
- 102000004506 Blood Proteins Human genes 0.000 description 1
- 108010017384 Blood Proteins Proteins 0.000 description 1
- 206010057249 Phagocytosis Diseases 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 239000008280 blood Substances 0.000 description 1
- 210000004369 blood Anatomy 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 239000008367 deionised water Substances 0.000 description 1
- 229910021641 deionized water Inorganic materials 0.000 description 1
- 239000007850 fluorescent dye Substances 0.000 description 1
- 238000005286 illumination Methods 0.000 description 1
- 210000001165 lymph node Anatomy 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 230000008782 phagocytosis Effects 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 238000006862 quantum yield reaction Methods 0.000 description 1
- 230000003307 reticuloendothelial effect Effects 0.000 description 1
- 239000013589 supplement Substances 0.000 description 1
- 230000008685 targeting Effects 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 230000005748 tumor development Effects 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
Images
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K49/00—Preparations for testing in vivo
- A61K49/001—Preparation for luminescence or biological staining
- A61K49/0013—Luminescence
- A61K49/0017—Fluorescence in vivo
- A61K49/0019—Fluorescence in vivo characterised by the fluorescent group, e.g. oligomeric, polymeric or dendritic molecules
- A61K49/0021—Fluorescence in vivo characterised by the fluorescent group, e.g. oligomeric, polymeric or dendritic molecules the fluorescent group being a small organic molecule
- A61K49/0032—Methine dyes, e.g. cyanine dyes
- A61K49/0034—Indocyanine green, i.e. ICG, cardiogreen
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K49/00—Preparations for testing in vivo
- A61K49/001—Preparation for luminescence or biological staining
- A61K49/0013—Luminescence
- A61K49/0017—Fluorescence in vivo
- A61K49/005—Fluorescence in vivo characterised by the carrier molecule carrying the fluorescent agent
- A61K49/0054—Macromolecular compounds, i.e. oligomers, polymers, dendrimers
Abstract
The invention provides an indocyanine green hydrogel fluorescent calibration plate and a preparation method and application thereof, wherein the indocyanine green hydrogel fluorescent calibration plate is prepared by the following method: (1) preparing a mixed solution of polyvinyl alcohol, water and dimethyl sulfoxide; (2) dissolving indocyanine green in the mixed solution prepared in the step (1) to generate a stable three-dimensional reticular structure, and preparing the long-acting stable indocyanine green hydrogel fluorescent calibration plate with a certain shape by regulating and controlling the temperature. The indocyanine green hydrogel fluorescent calibration plate has the advantages of high fluorescence intensity stability, reusability, high light transmittance, convenience in use and the like, and has great application potential in near-infrared fluorescence imaging.
Description
Technical Field
The invention relates to the field of near-infrared surgical navigation imaging, and particularly relates to an indocyanine green hydrogel fluorescent calibration plate and a preparation method and application thereof.
Background
Indocyanine green (ICG) is a hydrophilic fluorescent tracer with a molecular weight of about 776 Da. Under the irradiation of near infrared fluorescence with the wavelength of 780nm, the fluorescent probe can emit fluorescence with the wavelength of 830nm, has good penetrability, and can be used for fluorescence detection of some deep tissues by using ICG. After ICG enters blood, the ICG can be rapidly combined with plasma protein to form protein-encapsulated ICG nano molecules, and the protein-encapsulated ICG nano molecules can be enriched in tumor tissues through an EPR effect and phagocytized by a reticuloendothelial phagocytosis system, so that the ICG nano molecules can participate in tumor development and lymph node tracing. However, before tumor navigation operation is performed by using a fluorescence navigation device, an ICG concentration gradient solution needs to be prepared to test the fluorescence detection function and sensitivity of the instrument.
ICG is used as the only near-infrared fluorescent tracer clinically approved at present, the fluorescence quantum yield in aqueous solution is 0.5%, and under the conditions of illumination of indocyanine green solution and oxygen, the ICG is easy to be oxidized and photobleached, so that the fluorescence signal disappears. Because the ICG solution has the problems of photobleaching, degradation and the like, and the ICG concentration gradient solution cannot be stably stored and reused, the ICG concentration gradient solution needs to be prepared before each navigation operation, and the ICG waste and the complexity of operation preparation are inevitably caused.
Therefore, the research on the long-acting stable indocyanine green system can make up the defects of indocyanine green in practical use, and the indocyanine green system has high scientific research and clinical application values, and an effective scheme is not available in the industry at present.
Disclosure of Invention
The purpose of the invention is as follows: in order to make up for the blank of the prior art, the invention provides an indocyanine green hydrogel fluorescent calibration plate and a preparation method and application thereof. The indocyanine green fluorescent lamp can keep the long-acting stable fluorescence intensity of indocyanine green, has a fixed shape, can be used at any time, and brings convenience to fluorescent navigation surgery.
The technical scheme is as follows: in order to achieve the above purpose, the invention provides a preparation method of an indocyanine green hydrogel fluorescent calibration plate, which comprises the following steps:
(1) preparing a mixed solution of polyvinyl alcohol, water and dimethyl sulfoxide;
(2) dissolving indocyanine green in the mixed solution prepared in the step (1) to generate a stable three-dimensional reticular structure, and generating the indocyanine green hydrogel fluorescent calibration plate by regulating and controlling the temperature.
The invention utilizes the characteristics of the polyvinyl alcohol hydrogel to dissolve indocyanine green in a mixed solution of polyvinyl alcohol, water and dimethyl sulfoxide, and prepares the long-acting stable indocyanine green hydrogel fluorescent calibration plate which has a polymer network system, is soft in property and can keep a certain shape by a physical crosslinking method.
Several alternatives are provided below for the above-mentioned preparation method, but not as an additional limitation to the above-mentioned general solution, but merely as a further supplement or preference, each alternative can be combined individually for the above-mentioned general solution or among several alternatives without technical or logical contradictions.
Optionally, in the step (1), the specific steps of preparing the mixed solution are as follows: mixing polyvinyl alcohol, water and dimethyl sulfoxide, stirring, heating to 140 ℃, fully reacting, and cooling to room temperature to obtain a transparent solution.
Optionally, the reaction time is 2 h.
Optionally, in the step (2), after the indocyanine green is dissolved in the mixed solution, bubbles are removed by ultrasonic waves, and then the indocyanine green hydrogel is placed in a mold to be cooled and molded, so as to obtain the indocyanine green hydrogel fluorescent calibration plate with a fixed shape.
On the other hand, the invention also provides an indocyanine green hydrogel fluorescence calibration plate prepared by the method.
On the other hand, the invention also provides application of the indocyanine green hydrogel fluorescence calibration plate in near-infrared fluorescence imaging.
Has the advantages that: compared with the prior art, the invention has the following advantages:
the indocyanine green is dissolved in the polyvinyl alcohol solution, and the indocyanine green hydrogel fluorescent calibration plate which has a certain shape and is long-acting and stable is prepared by regulating and controlling the temperature. The active targeting near-infrared fluorescent molecule has the advantages of high fluorescence intensity stability, reusability, high light transmittance, convenience in use and the like, and has great application potential in fluorescence navigation surgery.
Drawings
FIG. 1 is a flow chart of an embodiment of the present invention;
FIG. 2 is 10-3The fluorescence performance diagram of the M indocyanine green hydrogel fluorescence calibration plate in 30 days shows that the fluorescence performance of the fluorescence calibration plate fluctuates slightly in one interval in 30 days, does not influence the fluorescence detection function and sensitivity detection of the fluorescence navigation equipment, and can be used for the fluorescence detection function and sensitivity detection of the preoperative fluorescence navigation equipment for a long time.
FIG. 3 is 10-3The change chart of the fluorescence intensity peak value of the M indocyanine green hydrogel fluorescence calibration plate in 30 days shows 10-3The fluorescence intensity of the hydrogel calibration plate fluctuates slightly in an interval in M, so that the fluorescence detection function and sensitivity detection of the fluorescence navigation equipment cannot be influenced, and the hydrogel calibration plate can be used for the fluorescence detection function and sensitivity detection of the preoperative fluorescence navigation equipment for a long time.
FIG. 4 is 10-4The fluorescence performance diagram of the M indocyanine green hydrogel fluorescence calibration plate in 30 days shows that the fluorescence performance of the fluorescence calibration plate fluctuates slightly in one interval in 30 days, does not influence the fluorescence detection function and sensitivity detection of the fluorescence navigation equipment, and can be used for the fluorescence detection function and sensitivity detection of the preoperative fluorescence navigation equipment for a long time.
FIG. 5 is 10-4The change chart of the fluorescence intensity peak value of the M indocyanine green hydrogel fluorescence calibration plate in 30 days shows 10-4The fluorescence intensity of the hydrogel calibration plate fluctuates slightly in an interval in M, so that the fluorescence detection function and sensitivity detection of the fluorescence navigation equipment cannot be influenced, and the hydrogel calibration plate can be used for the fluorescence detection function and sensitivity detection of the preoperative fluorescence navigation equipment for a long time.
FIG. 6 is 10-5The fluorescence performance diagram of the M indocyanine green hydrogel fluorescence calibration plate in 30 days shows that the fluorescence performance of the fluorescence calibration plate fluctuates slightly in one interval in 30 days, does not influence the fluorescence detection function and sensitivity detection of the fluorescence navigation equipment, and can be used for the fluorescence detection function and sensitivity detection of the preoperative fluorescence navigation equipment for a long time.
FIG. 7 is 10-5The change chart of the fluorescence intensity peak value of the M indocyanine green hydrogel fluorescence calibration plate in 30 days shows 10-5The fluorescence intensity of the hydrogel calibration plate fluctuates slightly in an interval in M, so that the fluorescence detection function and sensitivity detection of the fluorescence navigation equipment cannot be influenced, and the hydrogel calibration plate can be used for the fluorescence detection function and sensitivity detection of the preoperative fluorescence navigation equipment for a long time.
Detailed Description
The invention will be further described with reference to the accompanying drawings and specific embodiments. It is to be understood that the present invention may be embodied in various forms, and that there is no intention to limit the invention to the specific embodiments illustrated, but on the contrary, the intention is to cover some exemplary and non-limiting embodiments shown in the attached drawings and described below.
It is to be understood that the features listed above for the different embodiments may be combined with each other to form further embodiments within the scope of the invention, where technically feasible. Furthermore, the particular examples and embodiments of the invention described are non-limiting, and various modifications may be made in the structure, steps, and sequence set forth above without departing from the scope of the invention.
The invention aims to provide a long-acting stable indocyanine green hydrogel fluorescent calibration plate, a preparation method and application thereof, so that stable existence of indocyanine green fluorescent intensity is realized, and higher light transmittance is kept. In view of the above, the invention provides an indocyanine green hydrogel fluorescent calibration plate and a preparation method and application thereof.
The preparation method comprises the following steps: (1) preparing a mixed solution of polyvinyl alcohol, water and dimethyl sulfoxide; (2) dissolving indocyanine green in the mixed solution prepared in the step (1) to generate a stable three-dimensional reticular structure, and generating the indocyanine green hydrogel fluorescent calibration plate by regulating and controlling the temperature.
The indocyanine green hydrogel fluorescent calibration plate prepared by the preparation method can be applied to near-infrared fluorescence imaging, such as tumor surgery navigation imaging and the like.
In order to fully illustrate the technical solution and the technical effect thereof, the following is a further description through a specific embodiment.
Example (b):
in this example, 3 indocyanine green hydrogel fluorescence calibration plates with different concentrations are prepared, and a specific process is shown in fig. 1, and includes the following steps:
1. weighing 3g of polyvinyl alcohol, adding the polyvinyl alcohol into 20g of deionized water and 40g of dimethyl sulfoxide (DMSO), mixing, stirring, heating to 140 ℃, reacting for 2h, and cooling to room temperature to generate a transparent solution.
2. Weighing 7.75mg indocyanine green, dissolving in 10ml of the transparent solution prepared in step 1, removing bubbles by ultrasonic wave to obtain 10-3And (5) standard solution of M.
3. Accurately remove 1ml 10-3Adding the M standard solution into a PE tube, adding 9ml of the transparent solution prepared in the step 1, uniformly mixing, removing bubbles by ultrasonic treatment, and preparing into 10-4M in standard solution.
4. Accurately remove 1ml 10-4Adding the M standard solution into a PE tube, adding 9ml of the transparent solution prepared in the step 1, uniformly mixing, removing bubbles by ultrasonic treatment, and preparing into 10-5M in standard solution.
5. Sequentially suck 2ml 10-3M、10-4M、10-5And respectively injecting the M standard solutions into 6-hole plates, refrigerating at the temperature of-20 ℃ for 10h for forming, taking out, storing at room temperature for 5-9h, and repeating for six times to obtain 3 indocyanine green hydrogel fluorescent calibration plates with different concentrations.
In order to verify the fluorescence performance of the indocyanine green hydrogel fluorescence calibration plate, we observed the indocyanine green hydrogel fluorescence calibration plate with the same size and the above 3 concentrations for 30 days by an FLI-10A fluorescence navigator, and the observation results are shown in fig. 2 to fig. 7.
The technical features of the embodiments described above may be arbitrarily combined, and for the sake of brevity, all possible combinations of the technical features in the embodiments described above are not described, but should be considered as being within the scope of the present specification as long as there is no contradiction between the combinations of the technical features.
The above-mentioned embodiments only express several embodiments of the present invention, and the description thereof is more specific and detailed, but not construed as limiting the scope of the invention. It should be noted that, for a person skilled in the art, several variations and modifications can be made without departing from the inventive concept, which falls within the scope of the present invention. Therefore, the protection scope of the present patent shall be subject to the appended claims.
Claims (6)
1. The preparation method of the indocyanine green hydrogel fluorescent calibration plate is characterized by comprising the following steps:
(1) preparing a mixed solution of polyvinyl alcohol, water and dimethyl sulfoxide;
(2) dissolving indocyanine green in the mixed solution prepared in the step (1) to generate a stable three-dimensional reticular structure, and generating the indocyanine green hydrogel fluorescent calibration plate by regulating and controlling the temperature.
2. The preparation method of the indocyanine green hydrogel fluorescence calibration plate according to claim 1, wherein in the step (1), the specific steps of preparing the mixed solution are as follows:
mixing polyvinyl alcohol, water and dimethyl sulfoxide, stirring, heating to 140 ℃, fully reacting, and cooling to room temperature to obtain a transparent solution.
3. The preparation method of the indocyanine green hydrogel fluorescent calibration plate as claimed in claim 2, wherein the reaction time is 2 h.
4. The method for preparing the indocyanine green hydrogel fluorescent calibration plate according to claim 1, wherein in the step (2), the indocyanine green is dissolved in the mixed solution, bubbles are removed by ultrasound, and then the indocyanine green hydrogel fluorescent calibration plate is placed in a mold for cooling and molding, so that the indocyanine green hydrogel fluorescent calibration plate with a fixed shape is obtained.
5. A fluorescent calibration plate of indocyanine green hydrogel, which is prepared by the method of any one of claims 1 to 4.
6. The application of the indocyanine green hydrogel fluorescent calibration plate in near-infrared fluorescence imaging.
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| CN202110202185.4A CN112972705A (en) | 2021-02-23 | 2021-02-23 | Indocyanine green hydrogel fluorescent calibration plate and preparation method and application thereof |
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| CN202110202185.4A CN112972705A (en) | 2021-02-23 | 2021-02-23 | Indocyanine green hydrogel fluorescent calibration plate and preparation method and application thereof |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN115554419A (en) * | 2022-11-03 | 2023-01-03 | 南京诺源医疗器械有限公司 | Application of medical adhesive and indocyanine green in preparation of lung nodule preoperative positioning material |
| CN117534851A (en) * | 2024-01-10 | 2024-02-09 | 南京诺源医疗器械有限公司 | Indocyanine green hydrogel fluorescence calibration plate and preparation method and application thereof |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105985599A (en) * | 2016-06-17 | 2016-10-05 | 燕山大学 | Fluorescent high-polymer composite and preparation methods thereof |
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2021
- 2021-02-23 CN CN202110202185.4A patent/CN112972705A/en active Pending
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105985599A (en) * | 2016-06-17 | 2016-10-05 | 燕山大学 | Fluorescent high-polymer composite and preparation methods thereof |
Non-Patent Citations (2)
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| 孙琪等: "近红外聚乙烯醇荧光高分子材料的制备及性能", 《应用化学》 * |
| 王欢欢等: "纳米吲哚菁绿酶响应水凝胶的合成及体外抗肿瘤实验研究", 《中华老年口腔医学杂志》 * |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN115554419A (en) * | 2022-11-03 | 2023-01-03 | 南京诺源医疗器械有限公司 | Application of medical adhesive and indocyanine green in preparation of lung nodule preoperative positioning material |
| CN117534851A (en) * | 2024-01-10 | 2024-02-09 | 南京诺源医疗器械有限公司 | Indocyanine green hydrogel fluorescence calibration plate and preparation method and application thereof |
| CN117534851B (en) * | 2024-01-10 | 2024-03-22 | 南京诺源医疗器械有限公司 | Indocyanine green hydrogel fluorescence calibration plate and preparation method and application thereof |
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