Department of Chemistry and Biochemistry, Center for Polymers and Organic Solids, University of California at Santa Barbara, Santa Barbara, CA, 93106, USA.
Department of Materials, University of California at Santa Barbara, Santa Barbara, CA, 93106, USA.
Adv Mater. 2015 May 20;27(19):2958-73. doi: 10.1002/adma.201500487. Epub 2015 Apr 7.
Conjugated oligoelectrolytes (COEs), molecules that are defined by a π-delocalized backbone and terminal ionic pendant groups, have been previously demonstrated to effectively reduce charge-injection/extraction barriers at metal/organic interfaces in thin-film organic-electronic devices. Recent studies demonstrate a spontaneous affinity of certain COEs to intercalate into, and align within, lipid bilayers in an ordered orientation, thereby allowing modification of membrane properties and the functions of microbes in bioelectrochemical and photosynthetic systems. Several reports have provided evidence of enhanced current generation and bioproduction. Mechanistic approaches suggest that COEs influence microbial extracellular electron transport to abiotic electrode surfaces via more than one proposed pathway, including direct electron transfer and meditated electron transfer. Molecular dynamics simulations as a function of molecular structure suggest that insertion of cationic COEs results in membrane thinning as the lipid phosphate head groups are drawn toward the center of the bilayer. Since variations in molecular structures, especially the length of the conjugated backbone, distribution of ionic groups, and hydrophobic substitutions, show an effect on their antimicrobial properties, preferential cell localization, and microbial selection, it is promising to further design novel membrane-intercalating molecules based on COEs for practical applications, including energy generation, environmental remediation, and antimicrobial treatment.
共轭寡聚物(COEs)是一类分子,其特征是具有离域的π 骨架和末端离子侧基。先前的研究表明,COEs 可有效降低薄膜有机电子器件中金属/有机界面的电荷注入/提取势垒。最近的研究表明,某些 COEs 具有自发的亲脂性,可在有序排列的情况下插入并排列在脂质双层中,从而改变膜的性质并影响生物电化学和光合作用系统中微生物的功能。已有多项研究报道表明,COEs 可以增强电流生成和生物生产。机理研究表明,COEs 通过多种途径影响微生物的细胞外电子向非生物电极表面的传输,包括直接电子转移和介导的电子转移。作为分子结构函数的分子动力学模拟表明,阳离子 COE 的插入会导致膜变薄,因为脂质磷酸盐头基团被拉向双层的中心。由于分子结构的变化,尤其是共轭骨架的长度、离子基团的分布和疏水性取代基的变化,都会影响其抗菌性能、细胞选择性和微生物选择性,因此有望进一步基于 COE 设计新型的膜插入分子,用于实际应用,包括能源产生、环境修复和抗菌处理。