title: Tuning methyl 4,6-O-benzylidene α-D-glucopyranosides' gelation ability by minor group modifications.
abstract: Ten methyl 4,6-O-benzylidene α-D-glucopyranosides were synthesized for the purpose of studying systematically the effect of small group changes at position 4 of the aromatic ring on the ability to gelate organic solvents. The gelation properties are discussed on the basis of small angle X-ray scattering (SAXS), Fourier transform infrared spectroscopy (FTIR), differential scanning calorimetry (DSC) measurements, and scanning electron microscopy (SEM) observations. Sol-gel transition temperatures were determined simultaneously by DSC and temperature-dependent FTIR measurements. The current study emphasizes that carbohydrates furnish not only valuable information about structural requirements for organogelator design, but also for molecular assembly systems in general.
authors.affiliation: Institute of Chemistry, State University of Campinas, UNICAMP, Cidade Universitária Zeferino Vaz, Barão Geraldo, Campinas, P.O. Box: 6154, SP 13083-970, Brazil.
authors.forename: Marlon F
authors.initials: MF
authors.lastname: Abreu
authors.forename: Vítor T
authors.initials: VT
authors.lastname: Salvador
authors.forename: Letícia
authors.initials: L
authors.lastname: Vitorazi
authors.forename: Carlos E N
authors.initials: CE
authors.lastname: Gatts
authors.forename: Denise R
authors.initials: DR
authors.lastname: dos Santos
authors.forename: Rosana
authors.initials: R
authors.lastname: Giacomini
authors.forename: Sergio L
authors.initials: SL
authors.lastname: Cardoso
authors.forename: Paulo C M L
authors.initials: PC
authors.lastname: Miranda
mesh_terms: D000433:1-Propanol / Q000737:chemistry; D004121:Dimethyl Sulfoxide / Q000737:chemistry; D005782:Gels / Q000737:chemistry*; D000432:Methanol / Q000737:chemistry; D012997:Solvents / Q000737:chemistry*
chemical_list: D005782:Gels; D012997:Solvents; D000433:1-Propanol; D000432:Methanol; D004121:Dimethyl Sulfoxide