title: Preparation of luminescent chemosensors by post-functionalization of vesicle surfaces.
abstract: Surface-reactive luminescent vesicles were prepared by self-assembly of phospholipids, amphiphilic maleimides and fluorophors in aqueous solution. Those preformed liposomes were functionalized with various thiolated receptor units using a thiol-click reaction. As recognition elements, a bis-Zn(2+)-cyclen derivative for the detection of phosphate moieties or a DNA aptamer for the specific binding of the antibiotic ampicillin were utilized. A FRET-based assay revealed the close spatial proximity of the membrane-embedded dansyl molecules with the subsequently immobilized thiols, which is the origin for the signaling mechanism of the obtained vesicular sensors. Those receptor-functionalized liposomes indicate the binding of the targets to their surface by changes of the fluorescence emission properties of the membrane co-embedded carboxyfluorescein dyes. The post-functionalization concept can also be used for molecular imprinting on vesicle surfaces. The template-guided patterning of receptors based on bis-Zn(2+)-cyclen resulted in fluorescent sensors suitable for the specific recognition of a bivalent peptide.
authors.affiliation: Institut für Organische Chemie, Universität Regensburg, 93040 Regensburg, Germany. burkhard.koenig@ur.de.
authors.forename: Andreas
authors.initials: A
authors.lastname: Müller
authors.forename: Burkhard
authors.initials: B
authors.lastname: König
mesh_terms: D049449:Luminescence; D049408:Luminescent Agents / Q000138:chemical synthesis* / Q000737:chemistry; D008301:Maleimides / Q000737:chemistry; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D010743:Phospholipids / Q000737:chemistry; D013499:Surface Properties
chemical_list: D049408:Luminescent Agents; D008301:Maleimides; D009942:Organometallic Compounds; D010743:Phospholipids