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Multifunctional imaging probe and preparation method and application thereof

A multifunctional and functional technology, applied in the preparation method of peptides, chemical instruments and methods, X-ray contrast agent preparation, etc., can solve the problems of insufficient development of optical probes and achieve good tumor-targeted fluorescence imaging functions

Active Publication Date: 2017-03-29
NANTONG SHIMEIKANG PHARMA CHEM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the development of optical probes that can cooperate with surgical navigation systems, have tumor targeting and are suitable for human body is not enough.

Method used

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  • Multifunctional imaging probe and preparation method and application thereof
  • Multifunctional imaging probe and preparation method and application thereof
  • Multifunctional imaging probe and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0069] Prepare a polypeptide compound (compound 5) with tumor-targeted optical imaging function, and its synthetic route is as follows:

[0070]

[0071] Concrete preparation process comprises the following steps:

[0072] 1) Synthesis of Compound 2:

[0073] Add 9.5mg of Fmoc-Lys(Boc)-OH (lysine protected by Fmoc and Boc), 25μL of diisopropylethylamine (DIPEA) and 5μL of diethylphosphoric acid chloride (DECP) mixture into 27.5mg BBN (commercially available tumor-targeting polypeptide dissolved in 2.6 mL of dimethylformamide (DMF)) in a 20 mL glass vial. After mixing and dissolving, it was stirred at room temperature for 2 h, and then analyzed by liquid chromatography and mass spectrometry (LC-MS), the results showed that the target compound 1 was generated. Immediately after adding 0.6 mL of piperidine to the compound 1 solution and continuing to stir at room temperature for 1 h, the Fmoc protecting group was removed to obtain the target product (compound 2). After sepa...

Embodiment 2

[0088] 1. Radioactivity 64 Cu and 68 Preparation of freeze-dried kits for Ga labeling (take the preparation of 100 as an example)

[0089] Weigh 4 mg of compound 5 (or 9) prepared in Example 1 and dissolve it in 10 mL of 0.5 mol / L acetic acid-sodium acetate buffer solution (pH 4), and distribute it in 100 cryopreservation tubes after sterile filtration, and then Place it in a freeze dryer for freeze-drying for 24 hours, and seal it with a stopper to obtain the freeze-dried medicine box I. According to the molding conditions of the freeze-dried powder of the kit, excipients, such as mannitol, ascorbic acid, etc., can be added to the kit, and the dosage of compound 5 (or 9) and excipients can be adjusted to achieve the best molding of the kit.

[0090] 2. Radioactivity 18 Preparation of freeze-dried kits for F labeling (take the preparation of 100 as an example)

[0091] Weigh 4mg of compound 5 (or 9) prepared in Example 1 and dissolve it in 10mL of 0.5mol / L tartaric acid-po...

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Abstract

The invention provides a multifunctional imaging probe. The multifunctional imaging probe is a radionuclide labelled peptide complex and takes a peptide compound which has the structure as shown in the formula (I) defined in the description and has the tumor targeting fluorescence imaging function, wherein X is a NOTA radical group or-CH2-, R is targeting peptide BBN with the structure as shown in the formula (II) defined in the description or targeting peptide RM26 with the structure as shown in the formula (III). The multifunctional imaging probe can be used for positron emission computer tomography (PET) and optical imaging simultaneously. The invention further provides a preparation method of the functional probe and application in preparation of a human or animal organ or tissue imaging agent, precise positioning on the tumor boundary can be achieved through application, and the advantages of real-time performance, high precision, high specificity, high sensitivity and high resolution are brought to preoperative and intraoperative imaging navigation.

Description

technical field [0001] The invention relates to a class of multifunctional imaging probes, a preparation method thereof and the application of the probes as tumor targeting optics and PET imaging, intraoperative image navigation and precise positioning of tumor borders. Background technique [0002] The cyanine dye IRDye800 has the advantages of small molecular weight, low toxicity, wide tunable wavelength range, and large molar extinction coefficient, making it widely used in the field of fluorescent labeling. At present, by modifying the structure of IRDye800, it is connected with an active reactive group, and then reacts with the amino group or carboxyl group in specific target molecules such as antibodies, proteins, short peptides, small molecules or activatable enzymes to form a stable covalent bonds to form target-specific fluorescent molecular probes for in vivo imaging of fluorescent molecules. Qi Shibo et al. used IRDye800CW to label epidermal growth factor ligands...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07K7/02C07K1/16C07K1/13C07K1/06C07K1/02A61K49/00A61K49/04
CPCY02P20/55C07K7/02A61K49/0021A61K49/0056A61K49/04
Inventor 陈小元郎立新张静静朱朝晖张现忠李方
Owner NANTONG SHIMEIKANG PHARMA CHEM
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