Synthesis and antibacterial activities of quaternary ammonium salt of chitosan

被引:633
作者
Jia, ZS [1 ]
Shen, DF [1 ]
Xu, WL [1 ]
机构
[1] Zhejiang Univ, Dept Chem, Hangzhou 310029, Peoples R China
关键词
quaternary ammonium salt; chitosan; antibacterial activity; synthesis;
D O I
10.1016/S0008-6215(01)00112-4
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Chitosan derivatives with quaternary ammonium salt, such as N,N,N-trimethyl chitosan, N-N-propyl-N,N-dimethyl chitosan and N-furfuryl-N,N-dimethyl chitosan were prepared using different 96% deacetylated chitosan of M-v 2.14 x 10(5), 1.9 x 10(4), 7.8 x 10(3). Amino groups on chitosan react with aldehydes to from a Schiff base intermediate. Quaternized chitosan were obtained by reaction of a Schiff base with methyl iodide. The yields, degree of quaternization and water-solubility of quaternized chitosan were influenced by the molecular weight of the chitosan sample. The antibacterial activities of quaternized chitosan against Escherichia coli were explored by calculation of the minimum inhibitory concentration (MIC) and minimum bactericidal concentration (MBC) in water, 0.25 and 0.50% acetic acid medium. Results show the antibacterial activities of quaternized chitosan against E. coli is related to its molecular weight. Antibacterial activities of quaternized chitosan in acetic acid medium is stronger than that in water. Their antibacterial activities is increased as the concentration of acetic acid is increased. It was also found that the antibacterial activity of quaternized chitosan against E. coli is stronger than that of chitosan. (C) 2001 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:1 / 6
页数:6
相关论文
共 24 条
[1]  
Ahamed E. G., 1992, PHYTOPATHOLOGY, V82, P398
[2]  
Chen T., 1998, RELATIONSHIP SPECIFI, P282
[3]   NEW METHOD FOR THE QUATERNIZATION OF CHITOSAN [J].
DOMARD, A ;
RINAUDO, M ;
TERRASSIN, C .
INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, 1986, 8 (02) :105-107
[4]   ANTIFUNGAL ACTIVITY OF CHITOSAN AND ITS PRESERVATIVE EFFECT ON LOW-SUGAR CANDIED KUMQUAT [J].
FANG, SW ;
LI, CF ;
SHIH, DYC .
JOURNAL OF FOOD PROTECTION, 1994, 57 (02) :136-+
[5]  
Franklin T. J., 1981, BIOCH ANTIMICROBIAL
[6]   PREPARATION OF LOW-MOLECULAR-WEIGHT CHITOSAN USING PHOSPHORIC-ACID [J].
HASEGAWA, M ;
ISOGAI, A ;
ONABE, F .
CARBOHYDRATE POLYMERS, 1993, 20 (04) :279-283
[7]   N-ACYL DERIVATIVES OF CHITOSAN AND THEIR HYDROLYSIS BY CHITINASE [J].
HIRANO, S ;
MATSUMURA, T .
CARBOHYDRATE RESEARCH, 1987, 165 (01) :120-122
[8]  
Kim CH, 1997, POLYM ADVAN TECHNOL, V8, P319, DOI 10.1002/(SICI)1099-1581(199705)8:5<319::AID-PAT645>3.3.CO
[9]  
2-7
[10]   Synthesis of chitosan derivatives with quaternary ammonium salt and their antibacterial activity [J].
Kim, CH ;
Choi, JW ;
Chun, HJ ;
Choi, KS .
POLYMER BULLETIN, 1997, 38 (04) :387-393