Check patentability & draft patents in minutes with Patsnap Eureka AI!

Antibacterial polyamino acid derivatives or copolymers having alternating structures and preparation method of antibacterial polyamino acid derivatives or copolymers

A polyamino acid, alternating structure technology, applied in the fields of botanical equipment and methods, chemicals for biological control, biocides, etc., can solve the problem of inability to effectively control the hydrophilicity and hydrophobicity of polymers, the degradation rate of material strength, antibacterial activity and biosafety problems, such as the inability to precisely adjust the structure of polyamino acid copolymers, and exploration

Active Publication Date: 2020-02-18
TECHNICAL INST OF PHYSICS & CHEMISTRY - CHINESE ACAD OF SCI
View PDF3 Cites 1 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, most polyamino acids are obtained by anionic polymerization to obtain block copolymers composed of two or more amino acid repeating units. The polyamino acid copolymers obtained by this method have different amino acids in different segments on any main chain. The sequence of repeating units, by adding different amino acids, the structure of the polyamino acid copolymer cannot be precisely adjusted, and the properties of the polymer such as hydrophilicity and hydrophobicity, material strength, degradation rate, antibacterial activity, and biological safety cannot be effectively controlled.
When the polyamino acid copolymer obtained by this type of method is degraded in vivo or in vitro, the structures of the degraded fragments are different, and the exploration of its antibacterial mechanism cannot be carried out.

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Antibacterial polyamino acid derivatives or copolymers having alternating structures and preparation method of antibacterial polyamino acid derivatives or copolymers
  • Antibacterial polyamino acid derivatives or copolymers having alternating structures and preparation method of antibacterial polyamino acid derivatives or copolymers
  • Antibacterial polyamino acid derivatives or copolymers having alternating structures and preparation method of antibacterial polyamino acid derivatives or copolymers

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0070] This embodiment prepares a kind of alternate structure degradable antibacterial polyamino acid copolymer

[0071] 1) Polymerization reaction: Add 0.01moL of 5-(benzyloxycarbonylamino)pentanal and 0.01moL of benzylamine in sequence to 10mL of tetrahydrofuran for reaction at room temperature. After stirring for 3 days, the solvent was evaporated from the solution under reduced pressure to obtain a yellow oily intermediate. Dissolve 0.01 mol of potassium isocyanate in 5 mL of methanol at 0°C, and add 0.01 mol of hydrofluoric acid and the yellow oily intermediate in sequence. The above mixture was warmed to room temperature and stopped after stirring for 4 days. Add distilled water, extract the purified water layer, and obtain amino acid derivatives with protective groups.

[0072] 2) Deprotection group reaction: dissolve the polyamino acid derivative containing benzyloxycarbonyl protecting group in 20 mL of trifluoroacetic acid, add 5 mL of 33% hydrobromic acid in acetic...

Embodiment 2

[0083] This embodiment prepares a kind of alternate structure degradable antibacterial polyamino acid copolymer

[0084] 1) Polymerization reaction: Add 0.01moL 4-methoxybenzylamine, 0.01moL methanesulfonic acid, 0.01moL potassium isocyanate, 0.01moL 4-(benzyloxycarbonylamino)butyraldehyde to 5mL tetrahydrofuran in sequence at 0°C , then the mixture was heated to room temperature, stirred for 15 days, the reaction was stopped, distilled water was added, and the purified water layer was extracted to obtain amino acid derivatives with protective groups.

[0085] 2) Deprotection reaction: dissolve the polyamino acid derivative containing benzyloxycarbonyl protecting group in 5 mL of methanesulfonic acid, react at 50°C for 3 days, the product is precipitated with methyl tert-butyl ether, washed three times with ethanol, and dialyzed at 1000 molecular weight The bag was dialyzed for 3 days to obtain polyamino acid derivatives with deprotected groups.

[0086] The reaction scheme i...

Embodiment 3

[0090] This embodiment prepares a kind of alternate structure degradable antibacterial polyamino acid copolymer

[0091] 1) Polymerization reaction: Add 0.01moL 4-methoxybenzylamine, 0.01moL methanesulfonic acid, 0.01moL potassium isocyanate, 0.01moL 4-(trifluoroacetylamino)butyraldehyde to 5mL in sequence at 0°C Then heat the mixture to room temperature, stir for 15 days, stop the reaction, add distilled water, dry the organic layer, remove water, evaporate the solvent, dry the obtained product, and purify to obtain an amino acid derivative with a protecting group.

[0092] 2) Deprotection group reaction: dissolve polyamino acid derivatives containing trifluoroacetyl group protection groups in 40 mL of 1mol / L sodium hydroxide solution, react at 50°C for 5 hours, and dialyze the product for 3 days with a 1000 molecular weight dialysis bag to obtain Deprotected polyamino acid derivatives.

[0093] The number-average molecular weight of the polyamino acid derivatives that this ...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The invention discloses antibacterial polyamino acid derivatives or copolymers having alternating structures and a preparation method of the antibacterial polyamino acid derivatives or copolymers. Thepolyamino acid derivatives or copolymers have alternating structural units and a same conformation, in the alternating repeating structural units, one is a basic amino acid or a derivative of the basic amino acid, and the polyamino antibacterial materials with different hydrophobicity, material strength, degradation rates and antibacterial activity are obtained by changing the type of another amino acid. At the same time, small molecule fragments obtained by degradation of the polyamino acid derivatives or copolymers synthesized by the method have a same conformation, still have alternating structural repeat units, and are finally degraded by human bodies to obtain small amino acid molecules, and the structural feature guarantees the biocompatibility and degradability of the materials andthe structural clarity and controllability, and is conducive to exploring biological activity and antibacterial mechanisms.

Description

technical field [0001] The invention relates to the field of antibacterial materials. More specifically, it relates to an alternating structure antibacterial polyamino acid derivative or copolymer and a preparation method thereof. Background technique [0002] With the continuous improvement of people's health awareness and medical and health level, people's demand and requirements for antibacterial materials are also increasing. In addition to antibacterial properties, antibacterial materials often require high biological safety and environmental safety, such as antibacterial materials. Medical devices not only need to effectively inhibit the growth and reproduction of bacteria, but also need good safety. At present, most antibacterial materials are mainly materials that can release antibacterial metal ions and antibacterial materials of quaternary ammonium salts. These materials all have strong antibacterial properties, but due to the disadvantages of certain cytotoxicit...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
IPC IPC(8): C08G69/08A01N37/46A01P1/00
CPCA01N37/46C08G69/08
Inventor 张维刘富强曲巍
Owner TECHNICAL INST OF PHYSICS & CHEMISTRY - CHINESE ACAD OF SCI
Features
  • R&D
  • Intellectual Property
  • Life Sciences
  • Materials
  • Tech Scout
Why Patsnap Eureka
  • Unparalleled Data Quality
  • Higher Quality Content
  • 60% Fewer Hallucinations
Social media
Patsnap Eureka Blog
Learn More