title: Nanostructures from self-assembling triazine tertiary amine N-oxide amphiphiles.
abstract: A new set of amphiphilic tertiary amine N-oxides has been prepared and their self-assembly properties observed in aqueous solution by tensiometry, dynamic and static light scattering. X-ray crystallographic analysis of parent amines and sulfoxide congeners indicates the formation of hydrogen-bonded dimers as the primary assembly unit for formation of vesicles in preference to the compact micelles typical of lauryl dimethylamine N-oxide (LDAO). 6-Benzyloxy-N,N'-bis(5-diethylaminopentylamine oxide)[1,3,5]triazine-2,4-diamine forms a 1 μm vesicle observed to entrap fluorescein. The [1,3,5]triazine core thus allows variation of the new self-assembled structures from nano- to micrometre length scales.
authors.affiliation: Department of Chemistry, University of Warwick, Coventry, CV4 7AL (UK), Fax: (+44) 24 7652 4112.
authors.forename: Matthew P
authors.initials: MP
authors.lastname: Beecham
authors.forename: Guy J
authors.initials: GJ
authors.lastname: Clarkson
authors.forename: Gareth
authors.initials: G
authors.lastname: Hall
authors.forename: Andrew
authors.initials: A
authors.lastname: Marsh
mesh_terms: D018360:Crystallography, X-Ray; D019281:Dimerization; D004123:Dimethylamines / Q000737:chemistry*; D006860:Hydrogen Bonding; D008958:Models, Molecular; D049329:Nanostructures / Q000737:chemistry*; D013501:Surface-Active Agents / Q000737:chemistry*; D014227:Triazines / Q000737:chemistry*
chemical_list: D004123:Dimethylamines; D013501:Surface-Active Agents; D014227:Triazines; C014518:dodecyldimethylamine oxide
keywords: amphiphiles; hydrogen bonds; protein folding; self-assembly; tertiary amine N-oxide