Home

Citation: CAI Zhaosheng, SUN Yueming, YANG Chunsheng, ZHU Xuemei. Preparation of Quaternized N，O-(2-Carboxyethyl) Chitosans and Their Antibacterial Activity[J]. Chinese Journal of Applied Chemistry, ;2011, 28(9): 1017-1021. doi: 10.3724/SP.J.1095.2011.00489 shu

Preparation of Quaternized N，O-(2-Carboxyethyl) Chitosans and Their Antibacterial Activity

1.
a School of Materials Science and Engineering, Southeast University, Nanjing 211189;
2.
b Department of Chemical and Biological Engineering, Yancheng Institute of Technology, Yancheng

Corresponding author: SUN Yueming,
Received Date: 23 August 2010
Available Online: 30 October 2010
Fund Project: 国家973基础研究项目资助(2007CB936300) (2007CB936300)江苏省自然科学基金项目资助(BK2009293) (BK2009293)

A series of amphoteric polymeric electrolyte was prepared and their antibacterial activities and dissolving behaviour in water were investigated. A series of quaternized N,O-2-carboxyethyl chitosans(QCECs), which exhibit typical behaviour as amphoteric electrolyte, were obtained through the chemical modifications of N,O-(2-carboxyethyl) chitosan(N,O-2-CEC) by 2, 3-epoxypropyl trialkyl ammonium chlorides including glycidyl trimethyl ammonium chloride(GTMA), glycidyl triethyl ammonium chloride(GTEA), glycidyl tripropyl ammonium chloride(GTPA), glycidyl tributyl ammonium chloride(GTBA) and glycidyl dimethylbenzyl ammonium chloride(GDMBA). Substitution degree of quaternization(DQ) of QCECs was determined by the potentiometry, in which the variations of potential of solution with the volume of AgNO₃ aqueous solution were measured. The isoeletric points(pH_iep) of N,O-2-CEC and its quaternized derivatives were determined by spectrometry method. The antibacterial activities of chitosan derivatives including N,O-2-CEC and QCECs were evaluated according to their minimum inhibition concentrations(MICs) against E.coli, a typical Gram-negative bacterium, and S.aureus, a typical Gram-positive bacterium, determined by agar plate method. DQ values of QCECs were estimated in the range of 51.3%~59.1%, the pH_iep of N,O-2-CEC and QCECs were in the range of 6.44~7.30 and the introduction of quaternizing group resulted in the accretion of pH_iep. Except the product obtained from the modification of N,O-2-CEC by GTMA, the pH_iep values of all other QCECs increased along with their DQ contents. All N,O-2-CEC and their quaternized derivatives showed improved antibacterial activity against E.coli and S.aureus. The MIC values of QCECs were lower than those of N,O-2-CEC. The increase of carbon chain length of alkyl and the presence of dimethyl benzyl in the quaternary ammonium groups could endow QCECs with much better antimicrobial activity.
- N,O-(carboxyethyl) chitosan,
- quaternizing modification,
- isoeletric point,
- minimum inhibition concentration
1. [1]
  Xinting XIONG , Zhiqiang XIONG , Panlei XIAO , Xuliang NIE , Xiuying SONG , Xiuguang YI . Synthesis, crystal structures, Hirshfeld surface analysis, and antifungal activity of two complexes Na(Ⅰ)/Cd(Ⅱ) assembled by 5-bromo-2-hydroxybenzoic acid ligands. Chinese Journal of Inorganic Chemistry, 2024, 40(9): 1661-1670. doi: 10.11862/CJIC.20240145
2. [2]
  Dong-Bing Cheng , Junxin Duan , Haiyu Gao . Experimental Teaching Design on Chitosan Extraction and Preparation of Antibacterial Gel. University Chemistry, 2024, 39(2): 330-339. doi: 10.3866/PKU.DXHX202308053
3. [3]
  Lijuan Wang , Yuping Ning , Jian Li , Sha Luo , Xiongfei Luo , Ruiwen Wang . Enhancing the Advanced Nature of Natural Product Chemistry Laboratory Courses with New Research Findings: A Case Study of the Application of Berberine Hydrochloride in Photodynamic Antimicrobial Films. University Chemistry, 2024, 39(11): 241-250. doi: 10.12461/PKU.DXHX202403017
4. [4]
  Jihua Deng , Xinshi Wu , Dichang Zhong . Exploration of Green Teaching and Ideological and Political Education in Chemical Experiment of “Preparation of Ammonium Ferrous Sulfate”. University Chemistry, 2024, 39(10): 325-329. doi: 10.12461/PKU.DXHX202405046
5. [5]
  Hao BAI , Weizhi JI , Jinyan CHEN , Hongji LI , Mingji LI . Preparation of Cu₂O/Cu-vertical graphene microelectrode and detection of uric acid/electroencephalogram. Chinese Journal of Inorganic Chemistry, 2024, 40(7): 1309-1319. doi: 10.11862/CJIC.20240001
6. [6]
  Xuejiao Wang , Suiying Dong , Kezhen Qi , Vadim Popkov , Xianglin Xiang . Photocatalytic CO₂ Reduction by Modified g-C₃N₄. Acta Physico-Chimica Sinica, 2024, 40(12): 2408005-. doi: 10.3866/PKU.WHXB202408005
7. [7]
  Yang YANG , Pengcheng LI , Zhan SHU , Nengrong TU , Zonghua WANG . Plasmon-enhanced upconversion luminescence and application of molecular detection. Chinese Journal of Inorganic Chemistry, 2024, 40(5): 877-884. doi: 10.11862/CJIC.20230440
8. [8]
  Xinpeng LIU , Liuyang ZHAO , Hongyi LI , Yatu CHEN , Aimin WU , Aikui LI , Hao HUANG . Ga₂O₃ coated modification and electrochemical performance of Li_1.2Mn_0.54Ni_0.13Co_0.13O₂ cathode material. Chinese Journal of Inorganic Chemistry, 2024, 40(6): 1105-1113. doi: 10.11862/CJIC.20230488
9. [9]
  Ming ZHENG , Yixiao ZHANG , Jian YANG , Pengfei GUAN , Xiudong LI . Energy storage and photoluminescence properties of Sm³⁺-doped Ba_0.85Ca_0.15Ti_0.90Zr_0.10O₃ lead-free multifunctional ferroelectric ceramics. Chinese Journal of Inorganic Chemistry, 2024, 40(4): 686-692. doi: 10.11862/CJIC.20230388
10. [10]
  Miaomiao He , Zhiqing Ge , Qiang Zhou , Jiaqing He , Hong Gong , Lingling Li , Pingping Zhu , Wei Shao . Exploring the Fascinating Realm of Quantum Dots. University Chemistry, 2024, 39(6): 231-237. doi: 10.3866/PKU.DXHX202310040
11. [11]
  Lei Shi . Nucleophilicity and Electrophilicity of Radicals. University Chemistry, 2024, 39(11): 131-135. doi: 10.3866/PKU.DXHX202402018
12. [12]
  Hongyi LI , Aimin WU , Liuyang ZHAO , Xinpeng LIU , Fengqin CHEN , Aikui LI , Hao HUANG . Effect of Y(PO₃)₃ double-coating modification on the electrochemical properties of Li[Ni_0.8Co_0.15Al_0.05]O₂. Chinese Journal of Inorganic Chemistry, 2024, 40(7): 1320-1328. doi: 10.11862/CJIC.20230480
13. [13]
  Guangming YIN , Huaiyao WANG , Jianhua ZHENG , Xinyue DONG , Jian LI , Yi'nan SUN , Yiming GAO , Bingbing WANG . Preparation and photocatalytic degradation performance of Ag/protonated g-C₃N₄ nanorod materials. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1491-1500. doi: 10.11862/CJIC.20240086
14. [14]
  Shicheng Yan . Experimental Teaching Design for the Integration of Scientific Research and Teaching: A Case Study on Organic Electrooxidation. University Chemistry, 2024, 39(11): 350-358. doi: 10.12461/PKU.DXHX202408036
15. [15]
  Yifeng TAN , Ping CAO , Kai MA , Jingtong LI , Yuheng WANG . Synthesis of pentaerythritol tetra(2-ethylthylhexoate) catalyzed by h-MoO₃/SiO₂. Chinese Journal of Inorganic Chemistry, 2024, 40(11): 2155-2162. doi: 10.11862/CJIC.20240147
16. [16]
  Siyi ZHONG , Xiaowen LIN , Jiaxin LIU , Ruyi WANG , Tao LIANG , Zhengfeng DENG , Ao ZHONG , Cuiping HAN . Targeting imaging and detection of ovarian cancer cells based on fluorescent magnetic carbon dots. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1483-1490. doi: 10.11862/CJIC.20240093
17. [17]
  Weina Wang , Fengyi Liu , Wenliang Wang . “Extracting Commonality, Delving into Typicals, Deriving Individuality”: Constructing a Knowledge Graph of Crystal Structures. University Chemistry, 2024, 39(3): 36-42. doi: 10.3866/PKU.DXHX202308029
18. [18]
  Liangyu Gong , Jie Wang , Fengyu Du , Lubin Xu , Chuanli Ma , Shihai Yan , Zhuwei Song , Fuheng Liu , Xiuzhong Wang . Construction and Practice of “One-Point, Two-Lines and Three-Sides” Innovative Experimental Platform. University Chemistry, 2024, 39(4): 26-32. doi: 10.3866/PKU.DXHX202308023
19. [19]
  Jianjun Liu , Xue Yang , Chi Zhang , Xueyu Zhao , Zhiwei Zhang , Yongmei Chen , Qinghong Xu , Shao Jin . Preparation and Fluorescence Characterization of CdTe Semiconductor Quantum Dots. University Chemistry, 2024, 39(7): 307-315. doi: 10.3866/PKU.DXHX202311031
20. [20]
  Hongyan Feng , Weiwei Li . Reflections on the Safety of Chemical Science Popularization Activities. University Chemistry, 2024, 39(9): 379-384. doi: 10.12461/PKU.DXHX202404087

Get Citation

PDF

XML

Metrics

PDF Downloads(0)
Abstract views(186)
HTML views(4)

通讯作者: 陈斌, bchen63@163.com

1.
沈阳化工大学材料科学与工程学院沈阳 110142

Address：Zhongguancun North First Street 2,100190 Beijing, PR China Tel: +86-010-82449177-888

DownLoad: Full-Size Img PowerPoint

Return