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Degradable nano-micelle capable of performing MR-fluorescence bimodal imaging as well as preparation method and application of degradable nano-micelle

A nanomicelle and fluorescence technology, applied in the field of nanomedicine and biomedical engineering, can solve the problems of difficult to achieve effective labeling of stem cells, complex reporter gene operation, proliferation, differentiation and other abilities, and achieve real-time dynamic MR-fluorescence dual mode state localization monitoring, high-efficiency dual-modal labeling, and the effect of improving drug loading efficiency

Active Publication Date: 2017-06-13
SUN YAT SEN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, most of these nanocarriers are based on silica or gadolinium agents, have poor biocompatibility or degradability, and are potentially toxic to stem cells and the human body, making it difficult to be used clinically; or only through surface modification of magnetic nanoparticles (SPIO) , linking fluorescent molecules or radionuclide contrast agents, the contrast agent load is low, it is difficult to achieve effective labeling of stem cells; or by genetically modifying stem cells and inserting reporter genes to achieve the purpose of stem cell optical imaging tracking, rather than the real multiple Modal nanocarriers with complex reporter gene manipulation
The reporter gene will lead to the accumulation of gene products in NSCs, which may affect their proliferation, differentiation and other abilities

Method used

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  • Degradable nano-micelle capable of performing MR-fluorescence bimodal imaging as well as preparation method and application of degradable nano-micelle
  • Degradable nano-micelle capable of performing MR-fluorescence bimodal imaging as well as preparation method and application of degradable nano-micelle
  • Degradable nano-micelle capable of performing MR-fluorescence bimodal imaging as well as preparation method and application of degradable nano-micelle

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0036] The synthesis of embodiment 1 amphiphilic block polymer

[0037] (1) Synthesis of benzyloxycarbonyl aspartic anhydride (BLA-NCA), the reaction mechanism and process are as follows:

[0038]

[0039] Benzyl alcohol and L-aspartic acid are used to synthesize β-aspartic acid benzyl ester; then bis(trichloromethyl) carbonate is added to synthesize benzyloxycarbonyl aspartic anhydride (BLA-NCA). Refer to the literature for specific steps 1 .

[0040] (2) Synthesis of n-butylamine-polybenzylaspartic acid (BA-PBLA), the reaction mechanism and process are as follows:

[0041]

[0042] Initiated by dodecanol, BLA-NCA was ring-opened and polymerized to n-butylamine-polybenzylaspartic acid (BA-PBLA). Weigh 73.14mg of n-butylamine (1.0nmol, 0.74g / mL) into a 50mL reaction flask, add 30mL of anhydrous CH 2 Cl 2 Fully dissolve. After weighing 2.49g BLA-NCA (10mmol) and dissolving it in 20mL of anhydrous dimethylformamide, under the protection of nitrogen, it was added into...

Embodiment 2

[0053] Synthesis of embodiment 2 amphiphilic block polymer

[0054] Synthetic amphiphilic block polymer with reference to embodiment 1, change the molecular weight of n-butylamine-polybenzyl aspartic acid (BA-PBLA), design degree of polymerization is respectively 5 and 20 (embodiment 1 is 10), and the rest The reaction steps are all consistent with Example 1, and the block polymer PAsp(DMA)-Lys-CA with different lengths of positively charged blocks is obtained. 2 , The molecular weights of polyaspartame dimethyl ethylene diamine (PAsp (DMA)) are 900Da and 3600Da, respectively.

Embodiment 3

[0055] Synthesis of embodiment 3 amphiphilic block polymer

[0056] With reference to Example 1, the amphiphilic block polymer was synthesized to obtain polybenzylaspartic acid-lysine (PBLA-Lys), and its terminal two amino groups were combined with two (tert-butoxycarbonyl)-L-lysine After amino acid (Boc-Lys(Boc)-OH) coupling and deprotection, PBLA-Lys with four amino groups at the end can be obtained 3 , PBLA-Lys 3 One more Boc-Lys(Boc)-OH and deprotection can obtain PBLA-Lys with 8 amino groups at the end 7 . PBLA-Lys 3 and PBLA-Lys 7 According to the method of Example 1, cholic acid was grafted and ammolyzed to obtain amphiphilic polymers with different numbers of cholic acid grafted at the end, and the number of cholic acid grafted was 4 and 8 respectively.

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Abstract

The invention belongs to the field of nano medicine and biomedical engineering and particularly discloses degradable nano-micelle capable of performing MR (magnetic resonance)-fluorescence bimodal imaging as well as a preparation method and an application of the degradable nano-micelle. The nano-micelle is based on amphipathic block polymer support PAsp(DMA)-CA2. A hydrophobic core of the micelle is used for supporting hydrophobic SPIO (superparamagnetic iron oxide) and fluorescent dye Nile red, neutral stem cells can be labeled in vitro safely and efficiently, after in-vivo transplantation of the neutral stem cells, distribution and migration conditions of the neutral stem cells in vivo can be traced in real time, safe and efficient MR-fluorescence bimodal imaging tracing of the stem cells can be realized, and the nano-micelle has broad application prospects.

Description

technical field [0001] The present invention relates to the field of nanomedicine and biomedical engineering, in particular to the field of nanomicelle technology, and more specifically to a degradable nanomicelle capable of MR-fluorescence dual-modal imaging and its preparation method and application. Background technique [0002] Acute ischemic stroke (AIS) is the infarction of brain tissue caused by the occlusion of cerebral arteries, inevitably accompanied by the death of neurons, astrocytes, oligodendrocytes and neural pathways. destruction. At present, clinical treatment mainly adopts measures such as ultra-early thrombolysis, brain nerve protection, and later rehabilitation exercises. Although some patients recover better in neurological function, 50% to 70% of survivors still have severe disabilities such as paralysis and aphasia. Although studies have shown that after cerebral infarction, endogenous neural stem cells (neural stem cells, NSCs) located in the subepen...

Claims

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Application Information

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IPC IPC(8): A61K49/00A61K49/12A61K49/18C08G69/48
CPCA61K49/0054A61K49/0082A61K49/126A61K49/1809C08G69/48
Inventor 沈君卢烈静帅心涛王勇
Owner SUN YAT SEN UNIV
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