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Polymer compound for nucleic acid delivery

A technology of polymers and homopolymers, applied in medical preparations with non-active ingredients, medical preparations containing active ingredients, organic active ingredients, etc.

Pending Publication Date: 2020-09-11
THE UNIV OF TOKYO
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, even if mRNA monomers are administered systemically, it is necessary to develop mRNA delivery vehicles (e.g., non-patented Document 2)

Method used

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  • Polymer compound for nucleic acid delivery
  • Polymer compound for nucleic acid delivery
  • Polymer compound for nucleic acid delivery

Examples

Experimental program
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Embodiment 1

[0221] Synthesis of various polymers

manufacture example 1

[0222] Production Example 1: Synthesis of polyethylene glycol-block-poly(L-lysine)

[0223] Composite icon:

[0224] [chemical formula 21]

[0225]

[0226] Polyethylene glycol having an amino group at the end was dehydrated by vacuum drying, and ε-trifluoroacetic acid-L-lysine (Lysine)-N-carboxylic acid anhydride (Lys(TFA)-NCA) as a polymerizable monomer was dissolved in In N,N-dimethylformamide (DMF), the polymerization reaction was performed overnight at 35°C. After the reaction, purification was performed by a reprecipitation method using diethyl ether, and a powdery polymer was obtained by vacuum drying. Next, the polymer was dissolved in methanol, and an aqueous sodium hydroxide solution was added to react overnight at room temperature. After the reaction, purification was performed by performing dialysis against water, and a powdery polymer was obtained by freeze-drying. The obtained polymer (hereinafter also referred to as PEG-PLL) is a polymer represented by th...

manufacture example 2

[0229] Production Example 2: Synthesis of polyethylene glycol-block-poly(glycidylbutylamine)

[0230] Composite icon:

[0231] [chemical formula 23]

[0232]

[0233] Polyethylene glycol having a hydroxyl group at the terminal was dissolved in toluene, and heated at 180° C. for 1 hour to dehydrate the polyethylene glycol. 1,2-epoxy-5-hexene as a polymerization monomer and triisobutylaluminum as a catalyst were added, and polymerization reaction was performed overnight at room temperature. After the reaction, purification was performed by a reprecipitation method using diethyl ether, and a powdery polymer was obtained by vacuum drying. Next, the polymer was dissolved in tetrahydrofuran, and borane was added to reflux overnight at 66°C. Powdered hydroxylamine-O-sulfonic acid was added and reacted overnight at room temperature. After the reaction, purification was performed by performing dialysis against water, and a powdery polymer was obtained by freeze-drying. The obta...

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Abstract

[Problem] To provide a polymer for nucleic acid delivery. [Solution] A polymer compound selected from a homopolymer of (a) and a block copolymer of (b). (a) A homopolymer comprising a polyglycidyl chain having a side chain including a primary amine. (b) A block copolymer of a polyglycidyl chain having a side chain including a primary amino acid, and a polyethylene glycol chain.

Description

technical field [0001] The present invention belongs to the technical field related to the delivery of nucleic acid to target cells or tissues, and more specifically, the present invention relates to the use of polycationic charged polymers as carriers for nucleic acid delivery and novel polycationic charged polymers. Background technique [0002] From the viewpoint of translation of therapeutic proteins in the cytoplasm, mRNA has attracted attention as a nucleic acid drug. In addition, regarding plasmid DNA as one of nucleic acid drugs, the superiority of mRNA over plasmid DNA has been confirmed from the viewpoint of the necessity of insertion into host genomic DNA and delivery to the nucleus (for example, Non-Patent Document 1). However, even if mRNA monomers are administered systemically, it is necessary to develop mRNA delivery vehicles (e.g., non-patented Document 2). [0003] As one of the mRNA delivery carriers, the development of polyion complex (PIC) polymer micel...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G65/28A61K31/7088A61K47/34C08G65/328
CPCC08G65/328A61K31/7105A61K47/6455A61K47/60A61K47/59C08G65/14C08G65/24C08G65/325C08G65/33396A61K31/7088A61K47/34C08G65/33306C08L53/005
Inventor H.卡布拉尔内田智士宫崎拓也
Owner THE UNIV OF TOKYO
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