title: Cholesterol-based tethers and markers for model membranes investigation.
abstract: A series of new bifunctional cholesterol compounds for tethered bilayer membrane (tBLM) systems were synthesized and tested. The compounds containing cyclic disulfide group may be used as molecular anchors for phospholipid bilayers. Anchoring occurs through the insertion of the cholesterol moiety into the hydrophobic slab of the phospholipid layer, while the surface density of anchor molecules may be adjusted using disulfides terminated spacers. Five ethylene oxide segments between the disulfide group and the cholesteryl provide hydration of the layer separating solid support and model membrane. Another group of cholesterol derivatives described in this work contains either fluorescence probe or electroactive functional groups. We demonstrated the practical utility of these compounds for visualization of cholesterol extraction from and loading to tBLMs. We demonstrated that electroactive group containing cholesterol derivatives can be reconstituted either into vesicles or tBLMs. In both cases an electrochemical signal can be generated on electrodes from these probes. In general, the newly synthesized compound may be utilized in a variety of applications involving tethered bilayer systems and vesicles.
authors.affiliation: Institute of Chemistry, Center for Physical Sciences and Technology, A. Goštauto St. 9, LT-01108 Vilnius, Lithuania. Electronic address: lorka@ktl.mii.lt.
authors.forename: O
authors.initials: O
authors.lastname: Eicher-Lorka
authors.affiliation: Institute of Chemistry, Center for Physical Sciences and Technology, A. Goštauto St. 9, LT-01108 Vilnius, Lithuania.
authors.forename: T
authors.initials: T
authors.lastname: Charkova
authors.affiliation: Institute of Chemistry, Center for Physical Sciences and Technology, A. Goštauto St. 9, LT-01108 Vilnius, Lithuania.
authors.forename: A
authors.initials: A
authors.lastname: Matijoška
authors.affiliation: Institute of Chemistry, Center for Physical Sciences and Technology, A. Goštauto St. 9, LT-01108 Vilnius, Lithuania.
authors.forename: Z
authors.initials: Z
authors.lastname: Kuodis
authors.affiliation: Institute of Chemistry, Center for Physical Sciences and Technology, A. Goštauto St. 9, LT-01108 Vilnius, Lithuania.
authors.forename: G
authors.initials: G
authors.lastname: Urbelis
authors.affiliation: Institute of Biochemistry, Vilnius University, Mokslininkų St. 12, LT-08662 Vilnius, Lithuania.
authors.forename: T
authors.initials: T
authors.lastname: Penkauskas
authors.affiliation: Institute of Biochemistry, Vilnius University, Mokslininkų St. 12, LT-08662 Vilnius, Lithuania.
authors.forename: M
authors.initials: M
authors.lastname: Mickevičius
authors.affiliation: Institute of Biochemistry, Vilnius University, Mokslininkų St. 12, LT-08662 Vilnius, Lithuania.
authors.forename: A
authors.initials: A
authors.lastname: Bulovas
authors.affiliation: Institute of Biochemistry, Vilnius University, Mokslininkų St. 12, LT-08662 Vilnius, Lithuania.
authors.forename: G
authors.initials: G
authors.lastname: Valinčius
mesh_terms: D002784:Cholesterol / Q000737:chemistry* / Q000378:metabolism; D055664:Electrochemical Techniques; D057927:Hydrophobic and Hydrophilic Interactions; D008051:Lipid Bilayers / Q000737:chemistry* / Q000378:metabolism; D008856:Microscopy, Fluorescence; D008958:Models, Molecular
chemical_list: D008051:Lipid Bilayers; D002784:Cholesterol
keywords: Cholesterol-based markers; Cholesterol-based tethers; Tethered bilayer lipid membrane