title: Amphiphilic molecular gels from omega-aminoalkylated L-glutamic acid derivatives with unique chiroptical properties.
abstract: Self-assembling amphiphiles with unique chiroptical properties were derived from L-glutamic acid through omega-aminoalkylation and double long-chain alkylation. These amphiphiles can disperse in various solvents ranging from water to n-hexane. TEM and SEM observations indicate that the improvement in dispersity is induced by the formation of tubular and/or fibrillar aggregates with nanosized diameters, which makes these amphiphiles similar to aqueous lipid membrane systems. Spectroscopic observations, such as UV-visible and CD spectroscopies indicate that the aggregates are constructed on the basis of S- and R-chirally ordered structures through interamide interactions in water and organic media, respectively, and that these chiroptical properties can be controlled thermotropically and lyotropically. It is also reported that the chiral assemblies provide specific binding sites for achiral molecules and then induce chirality for the bonded molecules. Further, the applicability of the amphiphiles to template polymerization is discussed.
authors.affiliation: Department of Applied Chemistry and Biochemistry, Kumamoto University, 2-39-1 Kurokami, Kumamoto, 860-8555, Japan.
authors.forename: Yoshiko
authors.initials: Y
authors.lastname: Kira
authors.forename: Yutaka
authors.initials: Y
authors.lastname: Okazaki
authors.forename: Tsuyoshi
authors.initials: T
authors.lastname: Sawada
authors.forename: Makoto
authors.initials: M
authors.lastname: Takafuji
authors.forename: Hirotaka
authors.initials: H
authors.lastname: Ihara
mesh_terms: D002942:Circular Dichroism; D005782:Gels / Q000737:chemistry*; D018698:Glutamic Acid / Q000031:analogs & derivatives* / Q000737:chemistry; D006586:Hexanes; D046529:Microscopy, Electron, Transmission; D012997:Solvents; D013056:Spectrophotometry, Ultraviolet; D013237:Stereoisomerism; D013501:Surface-Active Agents / Q000737:chemistry*; D014867:Water
chemical_list: D005782:Gels; D006586:Hexanes; D012997:Solvents; D013501:Surface-Active Agents; D014867:Water; C026385:n-hexane; D018698:Glutamic Acid