title: Trehalose-based Janus cyclooligosaccharides: the "Click" synthesis and DNA-directed assembly into pH-sensitive transfectious nanoparticles.
abstract: The convergent preparation of Janus molecular nanoparticles by thiourea-"clicking" of α,α'-trehalose halves has been implemented; the strategy allows access to macrocyclic derivatives with seggregated cationic and lipophilic domains that in the presence of DNA undergo pH-dependent self-assembly into lamellar superstructures, as established by electrochemical, structural (SAXS), microscopical (TEM) and computational techniques, that mediate transfection in vitro and in vivo.
authors.affiliation: Department of Organic Chemistry, University of Sevilla, E-41012 Sevilla, Spain.
authors.forename: J L
authors.initials: JL
authors.lastname: Jiménez Blanco
authors.affiliation: Department of Organic Chemistry, University of Sevilla, E-41012 Sevilla, Spain.
authors.forename: F
authors.initials: F
authors.lastname: Ortega-Caballero
authors.affiliation: Department of Pharmacy and Pharmaceutical Technology, University of Navarra, E-31008 Pamplona, Spain.
authors.forename: L
authors.initials: L
authors.lastname: Blanco-Fernández
authors.affiliation: Department of Analytical Chemistry, Physical Chemistry and Chemical Engineering, Universidad de Alcalá, E-28871 Alcalá de Henares, Spain.
authors.forename: T
authors.initials: T
authors.lastname: Carmona
authors.affiliation: Department of Analytical Chemistry, Physical Chemistry and Chemical Engineering, Universidad de Alcalá, E-28871 Alcalá de Henares, Spain.
authors.forename: G
authors.initials: G
authors.lastname: Marcelo
authors.affiliation: Department of Physical Chemistry I, Universidad Complutense, E-28040 Madrid, Spain.
authors.forename: M
authors.initials: M
authors.lastname: Martínez-Negro
authors.affiliation: Department of Physical Chemistry I, Universidad Complutense, E-28040 Madrid, Spain.
authors.forename: E
authors.initials: E
authors.lastname: Aicart
authors.affiliation: Department of Physical Chemistry I, Universidad Complutense, E-28040 Madrid, Spain.
authors.forename: E
authors.initials: E
authors.lastname: Junquera
authors.affiliation: Department of Analytical Chemistry, Physical Chemistry and Chemical Engineering, Universidad de Alcalá, E-28871 Alcalá de Henares, Spain.
authors.forename: F
authors.initials: F
authors.lastname: Mendicuti
authors.affiliation: Department of Pharmacy and Pharmaceutical Technology, University of Navarra, E-31008 Pamplona, Spain.
authors.forename: C
authors.initials: C
authors.lastname: Tros de Ilarduya
authors.affiliation: Department of Organic Chemistry, University of Sevilla, E-41012 Sevilla, Spain.
authors.forename: C
authors.initials: C
authors.lastname: Ortiz Mellet
authors.affiliation: Instituto de Investigaciones Químicas (IIQ), CSIC - Universidad de Sevilla, E-41092 Sevilla, Spain. jogarcia@iiq.csic.es.
authors.forename: J M
authors.initials: JM
authors.lastname: García Fernández
mesh_terms: D000818:Animals; D019556:COS Cells; D002522:Chlorocebus aethiops; D057930:Click Chemistry / Q000379:methods*; D004247:DNA / Q000737:chemistry* / Q000378:metabolism; D006863:Hydrogen-Ion Concentration; D053758:Nanoparticles / Q000737:chemistry* / Q000378:metabolism; D009844:Oligosaccharides / Q000737:chemistry* / Q000378:metabolism; D053838:Scattering, Small Angle; D014199:Trehalose / Q000737:chemistry* / Q000378:metabolism; D014961:X-Ray Diffraction
chemical_list: D009844:Oligosaccharides; D004247:DNA; D014199:Trehalose