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Oligo-polyamino acid and sodium alginate combined hybrid antibacterial hydrogel

An amino acid and oligomerization technology, applied in the field of biodegradable materials and biomedical materials, can solve problems such as the decline of antibacterial properties, and achieve the effects of short synthesis cycle, short preparation cycle and easy large-scale production.

Inactive Publication Date: 2016-06-22
INST OF CHEM CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] The object of the present invention is to provide a kind of oligomeric amino acid amphiphile molecule containing lysine complexed with sodium alginate to form a stable hybrid hydrogel with antibacterial properties itself, and the hybrid hydrogel does not need to add additional antibacterial agents It can realize its own antibacterial performance, and the mechanical properties of its hydrogel can be adjusted by changing the molecular structure parameters and component ratio. The problem

Method used

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  • Oligo-polyamino acid and sodium alginate combined hybrid antibacterial hydrogel
  • Oligo-polyamino acid and sodium alginate combined hybrid antibacterial hydrogel
  • Oligo-polyamino acid and sodium alginate combined hybrid antibacterial hydrogel

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0067] Example 1. Preparation of amphiphilic molecule based on polyamino acid of formula III and its hybrid hydrogel

[0068]

[0069] (1) Take 10g of γ-benzyl-L-glutamate and 5g of triphosgene into the reaction flask, dissolve the two with 200ml of tetrahydrofuran under nitrogen protection, and raise the temperature to 50℃ to react for 4 hours, the system changes from turbidity After clarification, the solvent was drained to obtain a pale yellow solid, which was recrystallized three times with tetrahydrofuran and n-hexane to obtain white needle-like crystals of γ-benzyl-L-glutamic acid N-carboxy-cyclic anhydride compound (BLG-NCA ) 8.93g, the yield is 80.47%. The same method was used to prepare the N-carboxy-cyclic anhydride compound (ZLL-NCA) of ε-benzyloxycarbonyl-lysine.

[0070] (2) The polymerization reaction in this step is carried out in a reaction flask under the protection of nitrogen: 5.26g (20mmol) of BLG-NCA and 1.53g (5mmol) of ZLL-NCA in step (1) are taken and disso...

Embodiment 2

[0078] Example 2. Preparation of amphiphilic molecules and hybrid hydrogels based on polyamino acids of formula IV

[0079]

[0080] (1) Take 10g of γ-benzyl-L-glutamate and 5g of triphosgene into the reaction flask, dissolve the two with 200ml of tetrahydrofuran under nitrogen protection, and raise the temperature to 50℃ to react for 4 hours, the system changes from turbidity After clarification, the solvent was drained to obtain a pale yellow solid, which was recrystallized three times with tetrahydrofuran and n-hexane to obtain white needle-like crystals of γ-benzyl-L-glutamic acid N-carboxy-cyclic anhydride compound (BLG-NCA ) 8.93g, the yield is 80.47%. The same method was used to prepare the N-carboxy-cyclic anhydride compound (ZLL-NCA) of ε-benzyloxycarbonyl-lysine.

[0081] (2) The polymerization reaction in this step is carried out in a reaction flask under the protection of nitrogen: 3.95g (15mmol) of BLG-NCA and 3.06g (10mmol) of ZLL-NCA in step (1) are taken and dissol...

Embodiment 3

[0089] Example 3. Antibacterial performance test of a polyamino acid-based amphiphilic molecule and sodium alginate hybrid hydrogel of formula III

[0090] (1) The amphiphilic molecule based on polyamino acid shown in formula III is dissolved in pure water with a mass fraction of 1%, and sodium alginate with a mass fraction of 0.2% (molecular weight is 5000 Da) is added to make the two fully mixed Dissolve to obtain an aqueous mixture of the two;

[0091] (2) The obtained mixture aqueous solution is added to a petri dish and allowed to stand at room temperature for 12 hours to form a thin hydrogel layer spontaneously;

[0092] (3) Add a concentration of 10 to the surface of the hydrogel obtained above. 4 CFU / ml, 10 5 CFU / ml, 10 6 CFU / ml and 10 7 CFU / ml E. coli culture solution, culture for 24 hours (cultivation conditions: 37°C, 180rpm), suck the upper bacterial culture solution, and test the OD of the corresponding sample by UV spectrophotometer 600nm The value characterizes the i...

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Abstract

The invention discloses oligo-polyamino acid and sodium alginate combined hybrid antibacterial hydrogel. The invention provides an amphiphilic molecule based on oligo-polyamino acid as shown by formula I or II and a preparation method of the amphiphilic molecule based on oligo-polyamino acid. In the invention, the hybrid hydrogel prepared by combining the amphiphilic molecule based on polyamino acid with sodium alginate has the characteristics of biocompatibility, biodegradability and the like. A cationic lysine residue is introduced into the polyamino acid segment and experiences static combination with carboxyl on the sodium alginate to generate crosslinking, and the mechanical strength of the hydrogel is improved; and moreover, the cationic lysine has antibacterial activity, and thus the hybrid hydrogel has excellent antibacterial property. Moreover, compared with other types of antibacterial hydrogel materials, the hybrid antibacterial hydrogel has the advantages of low preparation cost, simplicity in preparation method, short preparation cycle, easiness in large-scale production, intrinsic antibacterial activity and the like and has a remarkably broad application prospect in the field of biomedical materials.

Description

Technical field [0001] The invention relates to a hybrid antibacterial hydrogel composed of oligomeric amino acids and sodium alginate, which belongs to the fields of biodegradable materials and biomedical materials. Background technique [0002] Hydrogel is a gel system with water as the dispersion medium, and its water content can exceed 80%. Due to its excellent properties and characteristics, hydrogels are widely used in food engineering, environmental engineering and biomedicine fields. According to its formation mechanism, hydrogels can be divided into chemical gels and physical gels. The chemical gel is formed by chemical cross-linking between molecules, and has excellent mechanical properties and stable performance. The physical gel is formed by physical cross-linking through the force of non-covalent bonds (hydrogen bonds, hydrophilic-hydrophobic interactions, and electrostatic interactions). Such gels generally can undergo reversible sol-gel transitions without involv...

Claims

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Application Information

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IPC IPC(8): C08G69/48C08G69/10C08L77/04C08L5/04C08J3/075
CPCC08G69/10C08G69/48C08J3/075C08J2305/04C08J2377/04C08L77/04C08L5/04
Inventor 万耀明李志波
Owner INST OF CHEM CHINESE ACAD OF SCI
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