title: Comparison between cucurbiturils and β-cyclodextrin interactions with cholesterol molecules present in Langmuir monolayers used as a biomembrane model.
abstract: Specific surface techniques can probe the interaction of cholesterol (Chol) with substances that are able to host and/or sequester this biomolecule, provided that the additives are properly assembled at the interface. Reports on inclusion complexes of Chol with β-cyclodextrins exist in the literature. Here we compare the interaction of β-cyclodextrin and cucurbiturils with Chol present in Langmuir phospholipid (dipalmitoylphosphatidylcholine, DPPC) monolayers, used as a biomembrane model. Cucurbiturils, CB[n], comprise macrocyclic host molecules consisting of n glycoluril units. Classic surface pressure curves, dilatational surface viscoelasticity measurements, and fluorescence emission spectra and images obtained by time-resolved fluorescence of the corresponding Langmuir-Blodgett films have shown that homologues with 5 and 6 glycoluril units, CB[5] and CB[6], do not form inclusion complexes. Higher-order homologues, such as CB[7], are likely to complex with Chol with changes in the minimum molecular areas recorded for DPPC/Chol monolayers, the fluorescence decay lifetimes, and the dilatational surface viscosities of the monolayers generated in the presence of these molecules. Moreover, we proof the removal of cholesterol from the biomimetic interface in the presence of CB[7] by means of fluorescence spectra from the subphase support of monolayers containing fluorescent-labeled Chol.
authors.affiliation: Departamento de Química, Faculdade de Filosofia, Ciências e Letras de Ribeirão Preto, Universidade de São Paulo, 14040901 Ribeirão Preto, SP, Brazil.
authors.forename: Camila Bussola
authors.initials: CB
authors.lastname: Tovani
authors.affiliation: Departamento de Química, Faculdade de Filosofia, Ciências e Letras de Ribeirão Preto, Universidade de São Paulo, 14040901 Ribeirão Preto, SP, Brazil.
authors.forename: João Francisco Ventrici
authors.initials: JF
authors.lastname: de Souza
authors.affiliation: Departamento de Química, Faculdade de Filosofia, Ciências e Letras de Ribeirão Preto, Universidade de São Paulo, 14040901 Ribeirão Preto, SP, Brazil.
authors.forename: Thiago de Souza
authors.initials: Tde S
authors.lastname: Cavallini
authors.affiliation: Departamento de Química, Faculdade de Filosofia, Ciências e Letras de Ribeirão Preto, Universidade de São Paulo, 14040901 Ribeirão Preto, SP, Brazil.
authors.forename: Grégoire Jean-François
authors.initials: GJ
authors.lastname: Demets
authors.affiliation: Departamento de Física, Faculdade de Filosofia, Ciências e Letras de Ribeirão Preto, Universidade de São Paulo, 14040901 Ribeirão Preto, SP, Brazil.
authors.forename: Amando
authors.initials: A
authors.lastname: Ito
authors.affiliation: Departamento de Física, Faculdade de Filosofia, Ciências e Letras de Ribeirão Preto, Universidade de São Paulo, 14040901 Ribeirão Preto, SP, Brazil.
authors.forename: Marina Berardi
authors.initials: MB
authors.lastname: Barioni
authors.affiliation: Departamento de Física, Faculdade de Filosofia, Ciências e Letras de Ribeirão Preto, Universidade de São Paulo, 14040901 Ribeirão Preto, SP, Brazil.
authors.forename: Wallance Moreira
authors.initials: WM
authors.lastname: Pazin
authors.affiliation: Departamento de Química, Faculdade de Filosofia, Ciências e Letras de Ribeirão Preto, Universidade de São Paulo, 14040901 Ribeirão Preto, SP, Brazil. Electronic address: medzaniquelli@ffclrp.usp.br.
authors.forename: Maria Elisabete Darbello
authors.initials: ME
authors.lastname: Zaniquelli
mesh_terms: D015060:1,2-Dipalmitoylphosphatidylcholine / Q000737:chemistry; D002784:Cholesterol / Q000737:chemistry*; D055119:Elastic Modulus; D047028:Macrocyclic Compounds / Q000737:chemistry*; D008567:Membranes, Artificial; D008856:Microscopy, Fluorescence; D008958:Models, Molecular; D011312:Pressure; D012212:Rheology; D012996:Solutions; D013050:Spectrometry, Fluorescence; D013997:Time Factors; D014783:Viscosity; D047392:beta-Cyclodextrins / Q000737:chemistry*; D000099246:Cucurbit(n)urils
chemical_list: D015060:1,2-Dipalmitoylphosphatidylcholine; D002784:Cholesterol; D047028:Macrocyclic Compounds; D008567:Membranes, Artificial; D012996:Solutions; D047392:beta-Cyclodextrins; D000099246:Cucurbit(n)urils; C031215:betadex
keywords: Biomembrane models; Cholesterol; Cucurbiturils; Host–guest complex at interfaces; Phospholipids