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Controllable Targeted Accumulation of Fluorescent Conjugated Polymers on Bacteria Mediated by a Saccharide Bridge

共轭体系 细菌 聚合物 铜绿假单胞菌 组合化学 共价键 化学 高分子化学 生物 有机化学 遗传学
作者
Lu Liu,Xiaoyu Wang,Shuxian Zhu,Chuang Yao,Dongdong Ban,Ronghua Liu,Lidong Li,Shu Wang
出处
期刊:Chemistry of Materials [American Chemical Society]
卷期号:32 (1): 438-447 被引量:58
标识
DOI:10.1021/acs.chemmater.9b04034
摘要

Current antibacterial systems face challenges associated with limited targeting ability and low antibacterial efficiency. Here, we used a "saccharide bridge" to promote accumulation of fluorescent-conjugated polymer nanoparticles (CNPs) around Pseudomonas aeruginosa (P. aeruginosa). The CNPs contained bifunctional surface groups, including phenylboronic acid (PBA) and quaternary ammonium (QA) salts. Interactions between galactose moieties in lactulose and surface LecA of P. aeruginosa promoted specific binding of lactulose to the surface of P. aeruginosa. Lactulose on the bacterial surface in turn promoted CNP adhesion through CH−π interactions between the PBA group and fructose moieties of lactulose. In addition, the electrostatic interactions between positive QA salts and negative P. aeruginosa was preserved. This dual binding mode promoted the formation of covalent bonds between the CNPs and lactulose. Molecular docking studies have shown that cis-diols in the fructose structures of lactulose provide many binding sites for multivalent covalent bond formation in CNPs. Thus, through the use of lactulose as a saccharide bridge, a large amount of CNPs are actively and tightly bound to the P. aeruginosa surface. This effective accumulation of CNPs on P. aeruginosa was leveraged to efficiently kill the bacteria through reactions with toxic singlet oxygen from photosensitized CNPs. Notably, this killing mode is not subject to drug resistance. Hence, we demonstrate the ability to control the accumulation of antibacterial agents on a bacterial surface at the molecular scale. The saccharide bridge strategy offers a simple approach to improving bacterial disinfection efficiency.
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