Antibacterial Micelles Self-assembled from Copolypeptides through a One-step Acidification Process

Jin-hui Jiang; Yu-ying Yang; Liu-jie Fan; Yun-qing Zhu; Jian-zhong Du

doi:10.11777/j.issn1000-3304.2021.21135

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Antibacterial Micelles Self-assembled from Copolypeptides through a One-step Acidification Process

Research Article | 更新时间：2023-05-22

- Antibacterial Micelles Self-assembled from Copolypeptides through a One-step Acidification Process
  增强出版
- ACTA POLYMERICA SINICA Vol. 52, Issue 12, Pages: 1559-1567(2021)
- 作者机构：
  
  1.同济大学附属第十人民医院骨科上海 200072
  2.同济大学材料科学与工程学院高分子材料系上海 201804
- 作者简介：
  
  Yun-qing Zhu, E-mail: 1019zhuyq@tongji.edu.cn
  Jian-zhong Du, E-mail: jzdu@tongji.edu.cn
- 基金信息：
- DOI：10.11777/j.issn1000-3304.2021.21135
  CLC：
- Published：20 December 2021，
  
  Published Online：02 September 2021，
  
  Received：11 May 2021，
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江金辉,杨雨嬴,凡刘杰等.一步酸化法制备抗菌肽胶束及其抗菌性能研究[J].高分子学报,2021,52(12):1559-1567.

Jiang Jin-hui,Yang Yu-ying,Fan Liu-jie,et al.Antibacterial Micelles Self-assembled from Copolypeptides through a One-step Acidification Process[J].ACTA POLYMERICA SINICA,2021,52(12):1559-1567.
江金辉,杨雨嬴,凡刘杰等.一步酸化法制备抗菌肽胶束及其抗菌性能研究[J].高分子学报,2021,52(12):1559-1567. DOI： 10.11777/j.issn1000-3304.2021.21135.

Jiang Jin-hui,Yang Yu-ying,Fan Liu-jie,et al.Antibacterial Micelles Self-assembled from Copolypeptides through a One-step Acidification Process[J].ACTA POLYMERICA SINICA,2021,52(12):1559-1567. DOI： 10.11777/j.issn1000-3304.2021.21135.

摘要

提出了简化抗菌肽纳米粒子制备流程的“一步酸化法”. 利用[1-(4-氨基苯基)-1

2-三苯基]乙烯(TPE-NH

)引发

-三氟乙酰基-l-赖氨酸环内酸酐[Lys(Tfa) NCA]和l-谷氨酸-

-苄酯环内酸酐(BLG NCA)单体的开环共聚，然后选择性脱除三氟乙酰保护基，制备了无规共聚多肽TPE-P(Lys

stat

-BLG

). 随后，采取一步酸化法直接制备了共聚多肽胶束溶液. 抗菌实验结果表明，该抗菌肽胶束对大肠杆菌及金黄色葡萄球菌的最低抑菌浓度分别为256和64 μg/mL，最低杀菌浓度分别为400和100 μg/mL. 此外，由于其四苯乙烯(TPE)端基具有聚集诱导发光效应，该抗菌肽胶束还有望用于可视化探究抗菌机理.

Abstract

We propose a one-step acidification method for facile preparation of antibacterial micelles. The random copolypeptide TPE-P(Lys

stat

-BLG

) was obtained by selective deprotection of the trifluoroacetyl groups from a TPE-P[Lys(Tfa)

stat

-BLG

] precursor. This initial random copolypeptide was synthesized by ring-opening copolymerization of

-trifluoroacetyl-l-lysine

-carboxyanhydride [Lys(Tfa) NCA] and

-benzyl-l-glutamate

-carboxyanhydride (BLG NCA) using 4-‍(1

2-triphenylvinyl)aniline (TPE-NH

) as initiator. After polymerization and deprotection

polymer micelles were formed by acidification of the crude aqueous TPE-P(Lys

stat

-BLG

) reaction mixture. Thus

this method is called a "one-step acidification process". The obtained micelles should have good antibacterial properties

given that this random copolypeptide comprises a large number of aromatic and amino groups. The antibacterial properties of these micelles were evaluated using the broth microdilution method and the plate paint method

to determine the minimum inhibitory concentration (MIC) and the minimum bactericidal concentration (MBC). These tests showed that these polymer micelles have indeed antibacterial properties: the determined MICs for

coli

and

aureus

were 256 and 64 μg/mL; the determined MBCs for these bacteria were 400 and 100 μg/mL

respectively. Interestingly

these antibacterial micelles produce bright blue fluorescence light under UV exposure

owing to the aggregation-induced emission (AIE) effect of the TPE end groups. Herein

this property was used to optically explore the antibacterial mechanism of these polymer micelles. This approach indicated that these polymer micelles kill bacteria by piercing their membrane

via

a physically damaging process.

关键词

聚多肽一步酸化法胶束自组装抗菌

Keywords

PolypeptidesOne-step acidificationMicellesSelf-assemblyAntibacterial

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Shanghai Key Laboratory of Advance Polymeric Materials, School of Materials Science and Engineering, East China University of Science and Technology

School of Chemistry and Chemical Engineering, Shanghai Jiao Tong University

Department of Polymer Science and Engineering, Zhejiang University

State Key Laboratory of Chemical Resource Engineering, Beijing Advanced Innovation Center for Soft Matter Science and Engineering, Beijing University of Chemical Technology

Department of Polymer Science and Engineering, University of Massachusetts, Amherst

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