title: Syntheses and structure-membrane active antimicrobial activity relationship of alkylamino-modified glucose, maltooligosaccharide, and amylose.
abstract: Antimicrobial alkylamine-modified sugars were prepared. Microwave-assisted click reaction efficiently achieved poly-functionalization of oligo- and polysaccharides. The sugars exhibited a unique relationship of their bacterial membrane permeabilization and antimicrobial activity with the number of functional groups and the structure of the molecular scaffold. It shows that the assembly of the functional groups is necessary for being antimicrobial. The amylose derivatives also exhibited synergy to minimize the necessary dose of conventional antibiotics and increase their antimicrobial potency.
authors.affiliation: Life and Applied Chemistry, Graduate School of Engineering, Nagoya Institute of Technology, Nagoya, Japan.|Materials Science and Engineering, Graduate School of Engineering, Nagoya Institute of Technology, Nagoya, Japan.
authors.forename: Hatsuo
authors.identifier: http://orcid.org/0000-0003-3137-6230
authors.initials: H
authors.lastname: Yamamura
authors.affiliation: Materials Science and Engineering, Graduate School of Engineering, Nagoya Institute of Technology, Nagoya, Japan.
authors.forename: Takahiro
authors.initials: T
authors.lastname: Mabuchi
authors.affiliation: Life and Applied Chemistry, Graduate School of Engineering, Nagoya Institute of Technology, Nagoya, Japan.
authors.forename: Tomoki
authors.initials: T
authors.lastname: Ishida
authors.affiliation: Life and Applied Chemistry, Graduate School of Engineering, Nagoya Institute of Technology, Nagoya, Japan.|Materials Science and Engineering, Graduate School of Engineering, Nagoya Institute of Technology, Nagoya, Japan.
authors.forename: Atsushi
authors.initials: A
authors.lastname: Miyagawa
mesh_terms: D000688:Amylose / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology*; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D001419:Bacteria / Q000187:drug effects*; D001424:Bacterial Infections / Q000188:drug therapy; D057930:Click Chemistry; D005947:Glucose / Q000031:analogs & derivatives / Q000138:chemical synthesis / Q000494:pharmacology; D006801:Humans; D008872:Microwaves; D009844:Oligosaccharides / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*
chemical_list: D000900:Anti-Bacterial Agents; D009844:Oligosaccharides; C021705:maltooligosaccharides; D000688:Amylose; D005947:Glucose
keywords: amylose; antimicrobial activity; maltooligosaccharide; microwave-assisted click reaction; synergistic activity