Catalyst for preparing polypeptide through ring-opening polymerization of amino acid N-carboxy anhydride, and method for preparing polypeptide by catalyst

An intracyclic acid anhydride and ring-opening polymerization technology is applied in the field of polypeptide catalysis, which can solve the problems of poor molecular weight controllability, low initiation efficiency of metal complexes, low nucleophilicity of primary amine hydrochloride, etc. Application value, beneficial to separation and purification, the effect of fast polymerization reaction rate

Active Publication Date: 2019-03-22
SHAANXI UNIV OF SCI & TECH
View PDF5 Cites 3 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

But the serious deficiency of this initiation system is: the initiation efficiency of the metal complex is low, and an expensive metal complex in the system can initiate the polymerization of one polymer chain at most, so the catalyst concentration is high, and the metal residue in the obtained polymer is high.
However, due to the low nucleophilicity of primary amine hydrochloride, the polymerization activity is extremely low (TOF value is only at 2.7h -1 About), even if the polymerization reaction is carried out at 40-80°C, it generally takes about three days to complete, so the controllability of molecular weight is not very good
The TOF value of the trimethylsilylamino compound-initiated system is comparable to that of the transition metal-initiated system, at about 13.3h -1 around, but the molecular weight distribution of the resulting polymer is broad (1.19-1.26)

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
  • Catalyst for preparing polypeptide through ring-opening polymerization of amino acid N-carboxy anhydride, and method for preparing polypeptide by catalyst
  • Catalyst for preparing polypeptide through ring-opening polymerization of amino acid N-carboxy anhydride, and method for preparing polypeptide by catalyst
  • Catalyst for preparing polypeptide through ring-opening polymerization of amino acid N-carboxy anhydride, and method for preparing polypeptide by catalyst

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0035] Catalyst component A has the structure of formula I, the above catalyst component B has the structure of formula (1), and the acid anhydride monomer in the amino acid ring is γ-benzyl-L-glutamic acid ring acid anhydride monomer. At room temperature, add 37.99 μmol of catalyst component A, 379.87 μmol of catalyst component B and 4ml of organic solvent in a 25mL polymerization bottle after anhydrous treatment, after stirring for 5min, add 1.90mmol of an acid anhydride monomer in the amino acid ring, and then After the polymerization reaction at room temperature for 6 minutes, add an ethanol solution of hydrochloric acid with a volume fraction of 10% to the polymerization bottle to terminate the reaction, pour the reaction solution into ethanol for sedimentation, filter to obtain a white solid, place the gained white solid in a drying oven, and After drying at 40° C. for 24 h, a polypeptide with a net weight of 0.41 g was obtained.

[0036] The conversion rate of α-amino a...

Embodiment 2

[0038] The catalyst component A has the structure of formula I, the catalyst component B has the structure of formula (3), and the amino acid anhydride monomer is N(ε)-benzyloxycarbonyl-L-lysine anhydride monomer. At room temperature, add 32.65 μmol of catalyst component A, 326.46 μmol of catalyst component B and 4 ml of organic solvent into a 25 mL polymerization bottle after anhydrous treatment, after stirring for 5 min, add 1.63 mmol of amino acid anhydride monomer in the ring, and then After the polymerization reaction at room temperature for 6 minutes, add an ethanol solution of hydrochloric acid with a volume fraction of 10% to the polymerization bottle to terminate the reaction, pour the reaction solution into ethanol for sedimentation, filter to obtain a white solid, place the gained white solid in a drying oven, and After drying at 40° C. for 24 h, a polypeptide with a net weight of 0.42 g was obtained.

[0039] The conversion rate of α-amino acid-N-carboxy anhydride ...

Embodiment 3

[0041] Catalyst component A has the structure of formula I, the catalyst component B has the structure of formula (4), and the above-mentioned amino acid anhydride monomer is γ-benzyl-L-glutamic acid anhydride monomer. At room temperature, add 3.80 μmol of catalyst component A, 18.99 μmol of catalyst component B and 4 ml of organic solvent into a 25 mL polymerization bottle after anhydrous treatment. After stirring for 5 minutes, add 1.90 mmol of amino acid anhydride monomer in the ring, and then After the polymerization reaction at room temperature for 30 minutes, add a volume fraction of 10% ethanol solution of hydrochloric acid to the polymerization bottle to terminate the reaction, pour the reaction solution into ethanol for sedimentation, filter to obtain a white solid, place the gained white solid in a drying oven, and After drying at 40° C. for 24 h, a polypeptide with a net weight of 0.41 g was obtained.

[0042] The conversion rate of α-amino acid-N-carboxy anhydride ...

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

Disclosed are a catalyst for preparing polypeptide through ring-opening polymerization of amino acid N-carboxy anhydride, and a method for preparing the polypeptide by the catalyst. The catalyst comprises a component A and a component B, both of which are non-metal compounds; the component A is used for initiating ring-opening polymerization of an amino acid N-carboxy anhydride monomer, the molecular weight of the obtained polypeptide is controlled, the component B is used for activating the amino acid N-carboxy anhydride monomer, the polymerization reaction rate is controlled, and the component B can greatly reduce the reaction activation energy and accelerate the polymerization reaction. The method includes the steps of adding the component A and the component B of the catalyst and an organic solvent into an anhydrously treated polymerization bottle at the room temperature, adding the amino acid N-carboxy anhydride monomer after stirring, carrying out a polymerization reaction at theroom temperature, adding a hydrochloric acid alcohol solution to stop the reaction, pouring reaction liquid into ethyl alcohol for precipitation, performing filtration to obtain white solids, and drying the white solids to obtain the polypeptide. The method has the advantages of environment protection, high efficiency and accuracy.

Description

technical field [0001] The invention relates to the technical field of polypeptide catalysis, in particular to a catalyst for preparing polypeptide by ring-opening polymerization of acid anhydride in an amino acid ring and a method for preparing polypeptide by using the catalyst. Background technique [0002] Polypeptide is a kind of amino acid polymer, and the polypeptide can have certain specific functions through molecular structure design. Since the polypeptide can be degraded into small molecular amino acids for metabolism and absorption under the action of corresponding enzymes in the body, it has high biocompatibility and biomedical prospects. Peptides can effectively self-assemble into a stable and orderly high-level structure, which is the characteristic and advantage of peptides different from other biomedical materials, and this self-assembly ability just gives peptides unique life functions. The self-assembly ability of the polypeptide comes from its precise mai...

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
Patent Type & Authority Applications(China)
IPC IPC(8): C08G69/10C07K1/02C07K1/08C07K1/36C07K1/30C07K1/34
CPCC07K1/02C07K1/084C07K1/086C07K1/30C07K1/34C07K1/36C08G69/10
Inventor 赵伟吕岩凤冯子昊向富康
Owner SHAANXI UNIV OF SCI & TECH
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Try Eureka
PatSnap group products

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

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap