Amphipathy tri-block polypeptide ICG (Indocyanine Green) loaded micelle and preparation method thereof

A polypeptide and tri-block technology, applied in the field of nanomaterials, achieves the effects of less damage to organisms, excellent fluorescence performance, and enhanced half-life

Active Publication Date: 2013-09-18
SHENZHEN INST OF ADVANCED TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, there is no report on the application of natural or unnatural amino acid-based polypeptide polymer materials in biodegradable micellar drug delivery systems.

Method used

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  • Amphipathy tri-block polypeptide ICG (Indocyanine Green) loaded micelle and preparation method thereof
  • Amphipathy tri-block polypeptide ICG (Indocyanine Green) loaded micelle and preparation method thereof
  • Amphipathy tri-block polypeptide ICG (Indocyanine Green) loaded micelle and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0047] (1) Synthesis of amino acid anhydride (NCA), including the synthesis of lysine anhydride Lys(Z)-NCA and leucine anhydride Leu-NCA:

[0048] Synthesis of Lys(Z)-NCA: Add Lys(Z) (10g, 33.56mmol) and 100mL tetrahydrofuran THF to a dry reaction flask, stir, and heat the oil bath to 50°C, and triphosgene (4.6g, 97.71mmol) is completely dissolved After adding 20mL of THF into the constant pressure dropping funnel, after the temperature of the reaction solution was stabilized, dropwise (1 drop / second) the triphosgene solution, the reactant immediately became gelatinous, and could not be stirred at this time. After 30 minutes, the gel was slowly dissolved with the dripping of the triphosgene solution, and at this time, it began to stir slowly at a frequency of 100 rpm. During the reaction, the N 2 , reacted for 3 hours, and continued to react for 30 minutes after the reaction solution completely turned into a clear and slightly yellow solution, so as to allow the reaction to c...

Embodiment 2

[0054] (1) Synthesis of amino acid anhydride (NCA), including the synthesis of lysine anhydride Lys(Z)-NCA and leucine anhydride Leu-NCA: the same as (1) in Example 1.

[0055] (2) MPEG-b-PZLL 20 Synthesis: By combining amino-containing PEG (MPEG-NH 2 ) and lysine anhydride Lys(Z)-NCA react with a molar ratio of 1:20 to obtain MPEG-b-PZLL 20 : First MPEG-NH 2 (0.33g, 0.16mmol) was dissolved in 10mL of dry DMF as a macroinitiator to obtain reaction solution A; Lys(Z)-NCA (1g, 3.2mmol) from step (1) was dissolved in 10mL of DMF , to obtain the reaction solution B; then the reaction solution A and the reaction solution B are mixed, in N 2 , heated in an oil bath and stirred at a rate of 300rpm, reacted at 30°C for 72 hours, and the reaction solution became a colorless transparent viscous liquid; after the reaction was completed, the product was dropped dropwise into 100mL of anhydrous ether stirred at 400rpm, and a white precipitate was obtained. Centrifuge at 25°C and 5000rp...

Embodiment 3

[0059] (1) Synthesis of amino acid anhydride (NCA), including the synthesis of lysine anhydride Lys(Z)-NCA and leucine anhydride Leu-NCA: the same as (1) in Example 1.

[0060] (2) MPEG-b-PZLL 30 Synthesis: By combining amino-containing PEG (MPEG-NH 2 ) and lysine anhydride Lys(Z)-NCA react with a molar ratio of 1:30 to obtain MPEG-b-PZLL 30 : First MPEG-NH 2 (0.33g, 0.16mmol) was dissolved in 10mL of dry DMF as a macroinitiator to obtain reaction solution A; Lys(Z)-NCA (1.5g, 4.8mmol) from step (1) was dissolved in 10mL of DMF In, the reaction solution B is obtained; then the reaction solution A and the reaction solution B are mixed, and in N 2 , heated in an oil bath and stirred at a rate of 300rpm, reacted at 32°C for 60h, and the reaction solution became a colorless transparent viscous liquid; after the reaction was completed, the product was dropped dropwise into 100mL of anhydrous ether stirred at 400rpm, and a white precipitate was obtained. Centrifuge at 25°C and 5...

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Abstract

The invention discloses an amphipathy tri-block polypeptide ICG (Indocyanine Green) loaded micelle and a preparation method thereof. The amphipathy tri-block polypeptide ICG loaded micelle comprises a core, a middle layer and a shell, wherein the core is formed by polyleucine; the middle layer surrounds the core and is formed by polylysine; the shell is inserted into the middle layer and is formed by polyethylene glycol; and indocyanine green is dispersed in the core. By forming the core-shell structure to wrap the indocyanine green in polyethylene glycol-b-polylysine-b-polyleucine tri-block hybridized polypeptide, the indocyanine green is effectively prevented from being accumulated to decompose, so that the stability is enhanced. The prepared amphipathy tri-block polypeptide ICG loaded micelle has the characteristics of spatial stability, long circulation and the like, and has excellent fluorescence property, photothermal conversion capability as well as good passive targeting property, biocompatibility and degradability; optical imaging and photo-thermal treatment on tumor cells or tissues can be realized.

Description

【Technical field】 [0001] The invention belongs to the technical field of nanomaterials, in particular to an amphiphilic triblock polypeptide-loaded ICG micelle and a preparation method thereof. 【Background technique】 [0002] Indocyanine green (ICG) is a functional dye molecule with a series of unique photophysical, photochemical and photobiological properties. It is the only optical diagnostic factor with near-infrared properties approved by the US FDA. Ideal light absorber for laser-mediated photothermal therapy. This near-infrared dye can be used as an ideal contrast agent for the development of dual-functional targeting probes integrating optical imaging and photothermal therapy. Currently, the application of indocyanine green is greatly limited because of its inherent defects, including concentration-dependent aggregation, poor molecular stability, nonspecific binding to proteins, and lack of targeting specificity. Therefore, researchers have conducted a lot of resear...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): A61K49/00A61K41/00A61K47/34A61K9/107C08G69/48C08G69/40A61P35/00
Inventor 蔡林涛吴蕾方胜涛师帅邓吉喆
Owner SHENZHEN INST OF ADVANCED TECH
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