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A sort of 18 Method for labeling cys‑annexin V and its application

A 18f-fbem-cys-annexinv and 18F technology, applied in the field of PET imaging, can solve the problems of AnnexinV positioning labeling, low labeling rate, and inability to guarantee the affinity between AnnexinV and PS, and achieve intuitive and accurate labeling results with simple steps easy effect

Active Publication Date: 2017-02-01
JIANGSU INST OF NUCLEAR MEDICINE +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] The first technical problem to be solved by the present invention is the 18 The method of F labeling Annexin V cannot realize the problem of positioning and marking Annexin V, the labeling rate is low, and the better affinity between AnnexinV and PS cannot be guaranteed, and then a method that can be realized is provided. 18 F localized labeling of Cys-Annexin V, after labeling, Cys-Annexin V and PS maintain a good affinity and high labeling rate 18 Method for labeling Cys-Annexin V

Method used

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  • A sort of <sup>18</sup> Method for labeling cys‑annexin V and its application
  • A sort of <sup>18</sup> Method for labeling cys‑annexin V and its application
  • A sort of <sup>18</sup> Method for labeling cys‑annexin V and its application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 118

[0038] Example 1 takes 18 F-FBEM labeled Cys-Annexin V

[0039] In this example, Cys-Annexin V was provided by Jiangsu Target Biomedical Research Institute Co., Ltd.

[0040] use 18 Cys-Annexin V by F-FBEM 18 F mark, specifically include the following steps:

[0041] (1) 18 The preparation of F-FBEM: take 4-trimethylaminobenzoic acid ethyl trifluorosulfonate as raw material, and 18 After the substitution reaction of F, the ethyl 4-trimethylamine benzoate tri[ 18 F] fluorine sulfonate, adding 0.5mL concentration wherein is the NaOH solution of 0.5mol / L, makes its basic hydrolysis, then adds 0.7mL concentration and is the hydrochloric acid solution of 1mol / L, it is acidified, obtains 4-[ 18 F] fluorobenzoic acid; The 4-[ 18 F] fluorobenzoic acid is mixed with N-(2-aminoethyl)maleimide, diethyl cyanophosphonate and N,N-diisopropylethylamine, and reacted to obtain 18 F-FBEM.

[0042] (2) 18 F mark: the obtained in step (1) 18 F-FBEM is converted into 18 F-FBEM ethanol ...

Embodiment 218

[0047] Example 2 takes 18 F-FBEM labeled Cys-Annexin V

[0048] In this example, Cys-Annexin V was prepared by the method described in Chinese patent document CN102690345A.

[0049] use 18 Cys-Annexin V by F-FBEM 18 F mark, specifically include the following steps:

[0050] (1) 18 Preparation of F-FBEM: It was prepared by the same method as in Example 1.

[0051] (2) 18 F mark: take the one obtained in step (1) 18 F-FBEM was prepared as an ethanol solution with a radioactivity of 1MBq / mL, and 100 μL of 18 Add F-FBEM ethanol solution to 1000 μL of Cys-Annexin V aqueous solution with a concentration of 0.2 mg / mL, and mix well to obtain a reaction solution, which is placed in a water bath at 30°C for 30 minutes to obtain the labeled product 18 F-FBEM-Cys-Annexin V.

[0052] According to the same method as in Example 1, the labeled product obtained 18 F-FBEM-Cys-Annexin V was measured, and the calculated labeling rate was 82.0%.

Embodiment 318

[0053] Example 3 with 18 F-FBEM labeled Cys-Annexin V

[0054] In this example, Cys-Annexin V was provided by Jiangsu Target Biomedical Research Institute Co., Ltd.

[0055] use 18 Cys-Annexin V by F-FBEM 18 F mark, specifically include the following steps:

[0056] (1) 18 Preparation of F-FBEM: It was prepared by the same method as in Example 1.

[0057] (2) 18 F mark: take the one obtained in step (1) 18 Prepare F-FBEM as an ethanol solution with a radioactivity of 1000MBq / mL, take 100μL 18 Add the F-FBEM solution to 1000 μL of Cys-Annexin V citrate buffer solution with a concentration of 20 mg / mL, mix well, adjust the pH value to 5 to obtain a reaction solution, and place the reaction solution in a 40°C water bath React for 30min in medium to get the labeled product 18 F-FBEM-Cys-Annexin V.

[0058] According to the same method as in Example 1, the labeled product obtained 18 F-FBEM-Cys-Annexin V was measured, and the calculated labeling rate was 81.7%.

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Abstract

The invention relates to a method for marking Cys-Annexin V with <18>F. According to the method, <18>F-FBEM is adopted for labeling Cys-Annexin V, the labeling rate is high, positioning labeling of Cys-Annexin V with <18>F can be achieved, and the labeled <18>F-FBEM-Cys-Annexin V keeps good affinity with PS, realizes a good imaging effect when used as a PET imaging agent, and has ideal imaging specificity.

Description

technical field [0001] The invention belongs to the field of PET imaging, in particular to a 18 The method of F labeling Annexin V and its application. Background technique [0002] Apoptosis, also known as programmed cell death (PCD), is an active cell death process regulated by genes, which is different from necrosis and accidental death. As an important part of the cell life cycle, the process of apoptosis is accompanied by a series of changes in biomolecules and cell morphology. Among them, the phosphatidylserine (PS) in the lipid bilayer of the cell membrane is flipped from the inner layer of the cell membrane to the outer layer, and then exposed to the cell surface. The initial event of the death cascade. The eversion of PS, as a sign of recognition of apoptotic cells by phagocytes, will further cause the shrinkage of cytoplasm, the concentration of chromatin and the degradation of DNA in the nucleus. Therefore, as the target of apoptosis detection, the everted PS ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07K14/705C07K1/13A61K51/08A61K101/02
CPCA61K51/087C07K14/47
Inventor 陆春雄蒋泉福俞惠新华子春胡敏进谭成
Owner JIANGSU INST OF NUCLEAR MEDICINE
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