Dane Eric L, Ballok Alicia E, O'Toole George A, Grinstaff Mark W
Departments of Chemistry and Biomedical Engineering, Boston University, Boston, MA.
Department of Microbiology & Immunology, Geisel School of Medicine at Dartmouth, Hanover, NH.
Chem Sci. 2014 Feb 1;5(2). doi: 10.1039/C3SC52777H.
The synthesis and characterization of a new class of bioinspired carbohydrate amphiphiles that modulate biofilm formation are reported. The carbohydrate head is an enantiopure poly-amido-saccharide (PAS) prepared by a controlled anionic polymerization of β-lactam monomers derived from either glucose or galactose. The supramolecular assemblies formed by PAS amphiphiles are investigated in solution using fluorescence assays and dynamic light scattering. Dried samples are investigated using X-ray, infrared spectroscopy, and transmission electron microscopy. Additionally, the amphiphiles are evaluated for their ability to modulate biofilm formation by the Gram-negative bacterium . Remarkably, from a library of eight amphiphiles, we identify a structure that promotes biofilm formation and two structures that inhibit biofilm formation. Using biological assays and electron microscopy, we relate the chemical structure of the amphiphiles to the observed activity. Materials that modulate the formation of biofilms by bacteria are important both as research tools for microbiologists to study the process of biofilm formation and for their potential to provide new drug candidates for treating biofilm-associated infections.
报道了一类新型的可调节生物膜形成的仿生碳水化合物两亲物的合成与表征。碳水化合物头部是一种对映体纯的聚酰胺糖（PAS），它是通过对源自葡萄糖或半乳糖的β-内酰胺单体进行可控阴离子聚合制备而成。使用荧光测定法和动态光散射在溶液中研究了由PAS两亲物形成的超分子组装体。使用X射线、红外光谱和透射电子显微镜对干燥样品进行了研究。此外，还评估了两亲物调节革兰氏阴性菌生物膜形成的能力。值得注意的是，从一个包含八种两亲物的文库中，我们鉴定出一种促进生物膜形成的结构和两种抑制生物膜形成的结构。通过生物学测定和电子显微镜，我们将两亲物的化学结构与观察到的活性联系起来。调节细菌生物膜形成的材料，对于微生物学家研究生物膜形成过程的研究工具以及为治疗生物膜相关感染提供新候选药物的潜力而言都很重要。
