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Modified indocyanine green and preparation method thereof

A modified technology of indocyanine green, which is applied in the field of modified indocyanine green and its preparation, can solve the problems of short half-life and difficulty, and achieve the effects of prolonging half-life, optimizing application and prolonging residence time

Inactive Publication Date: 2018-12-21
NORTHEASTERN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] However, due to the very short half-life of ICG in plasma, the application of ICG as a near-infrared fluorescence imaging material is limited, and clinical practice is currently based on the use of multiple injections or slow injections to obtain accurate fluorescence detection results for the clinic. difficulty

Method used

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  • Modified indocyanine green and preparation method thereof
  • Modified indocyanine green and preparation method thereof
  • Modified indocyanine green and preparation method thereof

Examples

Experimental program
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Effect test

preparation example 1

[0046] Preparation method: ICG derivatives modified by -CO-NHS ester group (structural formula B, purchased from Intrace Medical SA ) and mPEG-NH with a molecular weight of 500 2 (Structural formula A) According to the molar ratio of 1:5, in PBS with pH = 7.4, reacted on a shaking table at room temperature for 12 hours, and purified by HPLC to obtain PEG-ICG (structural formula C), as shown in Figure 1B shown.

preparation example 2

[0048] This example is the same as Preparation Example 1, except that mPEG-NH with a molecular weight of about 2000 is used 2 Reacted. The product was designated as PEG2000-ICG.

preparation example 3

[0050] This example is the same as Preparation Example 1, except that mPEG-NH with a molecular weight of about 5000 is used 2 Reacted. The product is designated as PEG5000-ICG.

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Abstract

The invention relates to modified indocyanine green. One of two sulfonic groups of the molecular structure of indocyanine green is substituted by a modified PEG (polyethylene glycol) group. By modifying the ICG (indocyanine green), the plasma half-life of the ICG can be prolonged, so that the retention time of the ICG in blood is notably prolonged, and thereby application in multiple aspects, suchas angiography, intraoperative navigation and detection and treatment of tumors, is optimized. The modified ICG and the original ICG show similar good fluorescent property and spectral absorption capability, moreover, the stability is better, and therefore the modified indocyanine green has a good application prospect. The invention further relates to a preparation method for the modified ICG.

Description

technical field [0001] The invention relates to a method for modifying vascular fluorescence contrast agent, in particular to indocyanine green modified with PEG and its preparation method. Background technique [0002] Indocyanine Green is a tricarbocyanine dye with a molecular weight of 751.4Da. It is a negatively charged ion belonging to the family of macrocyanine dyes. The structural formula of indocyanine green refers to the accompanying drawing Figure 1A , is a dye drug commonly used to check liver function and liver effective blood flow. After intravenous injection into the body, it will immediately combine with plasma protein, rapidly distribute in the blood vessels of the whole body along with the blood circulation, be efficiently and selectively taken up by liver cells, and then excreted into bile in a free form from liver cells, enter the intestine through the biliary tract, and be excreted with feces in vitro. Due to the rapid excretion, about 97% of normal p...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G65/334A61K49/00A61K47/60
CPCA61K49/0034A61K49/0054C08G65/3348C08G2650/04C08G2650/50
Inventor 程震娄宏跃刘弘光索永宽
Owner NORTHEASTERN UNIV
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