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Oligoarginine modified phospholipid, nanoparticles assembled by oligoarginine modified phospholipid, preparation method of oligoarginine modified phospholipid and application of nanoparticles

A technology of oligoarginine and nanoparticles, which is applied in the preparation method of peptides, other methods of inserting foreign genetic materials, nanotechnology, etc., and can solve the problems of reducing delivery efficiency

Active Publication Date: 2016-07-27
天津渤化讯创科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Due to the acidic environment of endosomes and lysosomes and the action of various enzymes, biological drugs such as genes and nucleic acids are often degraded, greatly reducing the delivery efficiency

Method used

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  • Oligoarginine modified phospholipid, nanoparticles assembled by oligoarginine modified phospholipid, preparation method of oligoarginine modified phospholipid and application of nanoparticles
  • Oligoarginine modified phospholipid, nanoparticles assembled by oligoarginine modified phospholipid, preparation method of oligoarginine modified phospholipid and application of nanoparticles
  • Oligoarginine modified phospholipid, nanoparticles assembled by oligoarginine modified phospholipid, preparation method of oligoarginine modified phospholipid and application of nanoparticles

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Experimental program
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Effect test

Embodiment 1

[0025] Preparation of distearoylphosphatidylethanolamine (DSPE-A4) modified by arginine tetramer (A4): 1 mol of A4 whose terminal amino group is capped with acetic acid is dissolved in 1 ml of DMSO solution, and 0.4 g of dicyclohexylcarbodiethylene is added Amine (DCC) DCC and 0.4g / N-hydroxysuccinimide (NHS), 25 ° C, activated for 1 hour, then added DSPE1mol (purchased from Shanghai Xibao Company), reacted for 24 hours, and purified through the preparative liquid phase, get the product. The structure of the product was characterized by mass spectrometry, such as figure 1 .

Embodiment 2-9

[0027] According to the method of Example 1, the difference is that different oligoarginines capped with acetic acid are used to react with different phosphatidylethanolamines to prepare various oligoarginine-modified phosphatidylethanolamines, as shown in Table 1.

[0028] Table 1 The phosphatidylethanolamine modified by oligoarginine prepared by the present invention

[0029]

[0030] Note: n in An represents the unit number of oligoarginine.

Embodiment 10

[0032] Preparation of oligoarginine-modified phosphatidylglycerol DMPG-A4:

[0033] 1mol A4 in DMSO solution, add DCC (0.4g), 4-dimethylaminopyridine (DMAP) (0.4g), 25°C, activate the reaction for 1 hour, add 1mol of phosphatidylglycerol, continue the reaction for 24 hours, and then prepare the liquid phase Purification and separation were carried out to obtain the product DMPG-A4.

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Abstract

The invention relates to oligoarginine modified phospholipid, nanoparticles assembled by the oligoarginine modified phospholipid, a preparation method of the oligoarginine modified phospholipid and an application of the nanoparticles. After oligoarginine peptide chains are activated by DCC (dicyclohexylcarbodiimide) / NHS (N-hydroxysuccinimide), the oligoarginine peptide chains react with phosphatidyl ethanolamine, purification is performed, and oligoarginine modified phosphatidyl ethanolamine is obtained; or the oligoarginine peptide chains react with DCC / NHS activated phosphatidic acid, and oligoarginine modified phosphatidic acid is obtained through purification; or the oligoarginine peptide chains react with nitrophenyl chloroformate activated phosphatidylcholine, and oligoarginine modified phosphatidylcholine is obtained through purification. The nanoparticles assembled by the oligoarginine modified phospholipid is used for supporting genes, small-interfering RNA, polypeptides or proteinic drugs, antibodies and chemical drugs, and the formed aqueous dispersion of the drug-carrying nanoparticles is used for delivering drugs for in-vitro cells or in-vivo local intravenous injection. The nanoparticles are effectively promoted to enter the cells, and the intracellular drug delivery efficiency is improved.

Description

technical field [0001] The invention relates to an oligoarginine-modified phospholipid and its assembled nanoparticle, as well as its preparation method and application. The function of internal delivery efficiency belongs to the field of nanocarrier technology. Background technique [0002] Drugs such as chemical drugs, genes, proteins, peptides, and antibodies usually need to be delivered into cells by carriers to function. Although viral vectors have high transfection efficiency, their application is limited due to their own immunogenicity and biosafety issues. Nanocarriers have broad development prospects in the field of drug delivery and are the hope of targeted drug delivery. However, obstacles such as cell membranes and drug resistance make efficient drug delivery in target cells, especially the delivery of genes, nucleic acids, peptides, antibodies and other drugs, there are still huge challenges. The delivery of drugs such as genes and polypeptides by non-viral v...

Claims

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Application Information

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IPC IPC(8): C07K5/11C07K7/06C07K1/113C07K1/08B82Y40/00C12N15/87A61K9/51A61K47/24
CPCA61K9/5123A61K9/5146B82Y40/00C07K5/1019C07K7/06C12N15/87
Inventor 董岸杰邓宏章邓联东
Owner 天津渤化讯创科技有限公司
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