Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Porphyrin terminal group-containing amphiphilic polypeptide segmented copolymer and preparation and application methods thereof

A block copolymer and amphiphilic technology, applied in the field of amphiphilic temperature-sensitive polypeptide hybrid block copolymer and its preparation, can solve the limitation of research on polypeptide hybrid block copolymer and product distribution index Wide and small molecular weight, etc., to achieve the effect of large application potential, narrow distribution index and high selectivity

Active Publication Date: 2019-05-10
EAST CHINA NORMAL UNIVERSITY
View PDF5 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] In the synthesis of polypeptide copolymers, hybrid block polypeptides are mostly, but there are few reports on hybrid block polypeptides containing porphyrin end groups, and the obtained products have a wide distribution index, small molecular weight, and few have Optical activities such as UV and fluorescence, which limit the research on peptide hybrid block copolymers

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
  • Porphyrin terminal group-containing amphiphilic polypeptide segmented copolymer and preparation and application methods thereof
  • Porphyrin terminal group-containing amphiphilic polypeptide segmented copolymer and preparation and application methods thereof
  • Porphyrin terminal group-containing amphiphilic polypeptide segmented copolymer and preparation and application methods thereof

Examples

Experimental program
Comparison scheme
Effect test

preparation example Construction

[0058] i) The preparation process of the oil-soluble polypeptide is:

[0059]

[0060] Wherein, n=50-100; preferably, n=100.

[0061] Using L-glutamic acid-γ-benzyl ester-N-carboxy-cyclic acid anhydride as raw material, in organic solvent, 5-(4-aminophenyl)-10,15,20-triphenylporphyrin as Initiator, the reaction temperature is controlled at 20-40°C, and the reaction time is 72-96 hours; preferably, the reaction temperature is 25°C, and the reaction time is 72 hours. Then react with azidobutyric acid, the reaction temperature is controlled at 60-80°C, and the reaction time is 72-96 hours, preferably, the reaction temperature is 70°C, and the reaction time is 84 hours. The oil-soluble polypeptide represented by formula (a) is obtained.

[0062] Among them, the raw materials L-glutamic acid-γ-benzyl ester-N-carboxy-cyclic anhydride, 5-(4-aminophenyl)-10,15,20-triphenylporphyrin, azidobutyric acid The molar ratio is 50-100:1:1.5; preferably, it is 100:1:1.5.

[0063] Wherein...

Embodiment 1

[0078] Preparation of Amphiphilic Polypeptide Block Copolymers Containing Porphyrin Terminal Groups

[0079] Conversion of L-glutamic acid-γ-benzyl ester to monomeric L-glutamic acid-γ-benzyl ester-N-carboxy-cyclic anhydride via the triphosgene method to monomethyl ether polyethylene glycol methacrylate With L-glutamic acid-γ-benzyl ester-N-carboxyl-in-ring anhydride as a monomer, use atom transfer radical polymerization (ATRP), amino acid anhydride ring-opening polymerization (NCA-ROP), active Amidation reaction yielded a hydrophilic poly(monomethyl ether polyethylene glycol methacrylate) (PEGMA) temperature-sensitive homopolymer and a hydrophobic poly(L-glutamic acid-γ-benzyl ester) containing porphyrin end groups. ) (PBLG) homopolypeptide. Then click chemistry is used to link the two block chains to form an amphiphilic polypeptide block copolymer containing porphyrin end groups.

[0080] Under the protection of nitrogen, 6.02g (25.2mmol) of benzyl L-glutamate, 2.64g (8.4m...

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

PropertyMeasurementUnit
Average lengthaaaaaaaaaa
Average widthaaaaaaaaaa
Login to View More

Abstract

The invention discloses a porphyrin terminal group-containing amphiphilic polypeptide segmented copolymer and preparation and application methods thereof. The porphyrin terminal group-containing amphiphilic polypeptide segmented copolymer is composed of oil-soluble polypeptide segments and water-soluble thermosensitive segments. The preparation method of the porphyrin terminal group-containing amphiphilic polypeptide segmented copolymer comprises, through N-carboxylanhydride ring-opening polymerization) and active amination, preparing oil-soluble homopolymerized peptides with the chain containing porphyrin terminal groups at one end and azide groups at the other end; through atom transfer radical polymerization, preparing water-soluble thermosensitive homopolymerized peptides with alkynylgroups at the high-molecular-weight end; through click chemical processes, preparing the porphyrin terminal group-containing amphiphilic polypeptide segmented copolymer. The invention also discloses aself-assembly produced from the prepared porphyrin terminal group-containing amphiphilic polypeptide segmented copolymer. The preparation method of the porphyrin terminal group-containing amphiphilicpolypeptide segmented copolymer is simple in operation, easy to implement and high in success rate; the prepared porphyrin terminal group-containing amphiphilic polypeptide segmented copolymer has agreat application prospect in the fields of drug release, photodynamic therapy and tissue functional materials.

Description

technical field [0001] The invention belongs to the technical field of polymer peptide synthesis, and in particular relates to a novel amphiphilic temperature-sensitive polypeptide hybrid block copolymer containing porphyrin end groups and its preparation method and application. Background technique [0002] Amphiphilic block copolymer (block copolymer) refers to a single linear macromolecular polymer molecule with two different blocks arranged at both ends of the main chain with large differences in solubility in solvents. "Oil" type diblock copolymer, composed of a hydrophilic chain segment (Hydrophilic Chain) and a hydrophobic chain segment (Hydrophobic Chain). Such polymers tend to form an ordered assembly structure with the hydrophilic segment as the shell and the lipophilic segment as the core in poor solvents. Nanoreactors have a wide range of applications. [0003] Polypeptides are high molecular polymers obtained by the dehydration condensation of amino acid monom...

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): C08F293/00C08F2/50A61K47/42
Inventor 贺小华贺子花刘振舒文超施鑫杰
Owner EAST CHINA NORMAL UNIVERSITY
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com