Preparation and antibacterial properties of benzisothiazolinone quaternized chitosan derivatives for sustainable fuel preservation

IF 12.5 1区化学 Q1 CHEMISTRY, APPLIED Carbohydrate Polymers Pub Date : 2025-05-15 Epub Date: 2025-02-19 DOI:10.1016/j.carbpol.2025.123379

Lijia Liu , Mengyao Yuan , Jingli Huang , Lihua Geng , Ning Wu , Yang Yue , Jing Wang , Quanbin Zhang

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Abstract

1,2-Benzisothiazol-3(2H)-one (BIT) has strong antibacterial activity, but its water insolubility and skin toxicity effects hinder its application in the antibacterial domain of the fuel system. In this study, benzisothiazolinone quaternized chitosan derivative (HACCBIT) was synthesized by intercalated quaternized chitosan with 1,2-benzisothiazolin-3-one-based anions (BIT-COO−) via ion-exchange reactions. HACCBIT exhibits enhanced aqueous solubility and remarkable biocompatibility. It exhibited significant antibacterial and antibiofilm effects against gram-negative bacteria (Escherichia coli), gram-positive bacteria (Staphylococcus aureus) as well as microbial contaminants isolated from stored aviation fuels (Sediminibacterium salmoneum and Lysinibacillus sphaericus) by induced cytoplasmic leakage and membrane permeability. Furthermore, HACCBIT also inhibited the corrosion of the 7050‑aluminum alloy used in fuel tanks for >84 h. This study demonstrated that covalently linking BIT to chitosan via electronic splicing techniques, effectively mitigates the deficiencies of BIT while demonstrating a unique bactericidal action against bacteria in aviation fuel. It also safeguards metal components within fuel tanks, thereby enhancing the potential of polysaccharide derivatives as effective antibacterial agents in fuel systems.

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苯并异噻唑啉酮季铵盐壳聚糖衍生物的制备及其抗菌性能

1,2-苯并异噻唑-3(2H)- 1 （BIT）具有较强的抗菌活性，但其水溶性和皮肤毒性阻碍了其在燃料体系抗菌领域的应用。本研究以季铵化壳聚糖与1,2-苯并噻唑啉-3- 1基阴离子（BIT-COO−）插层为原料，通过离子交换反应合成了苯并噻唑啉酮季铵化壳聚糖衍生物（HACCBIT）。HACCBIT具有增强的水溶性和显著的生物相容性。对革兰氏阴性菌（大肠杆菌）、革兰氏阳性菌（金黄色葡萄球菌）以及从贮存的航空燃料中分离的微生物污染物（salmonesediminibacterium and Lysinibacillus sphaericus）通过诱导胞质渗漏和膜通透性表现出明显的抗菌和抗生物膜作用。此外，HACCBIT还抑制了用于油箱的7050铝合金的腐蚀84小时。本研究表明，通过电子拼接技术将BIT与壳聚糖共价连接，有效减轻了BIT的缺陷，同时展示了对航空燃料中细菌的独特杀菌作用。它还保护油箱内的金属部件，从而提高了多糖衍生物在燃料系统中作为有效抗菌剂的潜力。

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来源期刊

Carbohydrate Polymers 化学-高分子科学

CiteScore

22.40

自引率

8.00%

发文量

1286

审稿时长

47 days

期刊介绍： Carbohydrate Polymers stands as a prominent journal in the glycoscience field, dedicated to exploring and harnessing the potential of polysaccharides with applications spanning bioenergy, bioplastics, biomaterials, biorefining, chemistry, drug delivery, food, health, nanotechnology, packaging, paper, pharmaceuticals, medicine, oil recovery, textiles, tissue engineering, wood, and various aspects of glycoscience. The journal emphasizes the central role of well-characterized carbohydrate polymers, highlighting their significance as the primary focus rather than a peripheral topic. Each paper must prominently feature at least one named carbohydrate polymer, evident in both citation and title, with a commitment to innovative research that advances scientific knowledge.