title: Concentration as the switch for chiral recognition in biomembrane models.
abstract: Chiral recognition was observed in a biomembrane model. Micellar aggregates formed by enantiopure N-alkyl-N,N-dimethyl-N-(1-phenyl)ethylammonium bromide were in fact able to convert the racemic mixture of bilirubin-IXalpha into an enantiomerically enriched mixture. The stereochemical preference and the extent of enantiomeric enrichment depend on the length of the hydrophobic portion of the surfactant and on the concentration conditions, and changes in the stereochemical bias are reversible.
authors.affiliation: CNR, Istituto di Metodologie Chimiche and Dipartimento di Chimica "La Sapienza", P.le A. Moro 5, 00185 Roma, Italy.
authors.forename: Cecilia
authors.initials: C
authors.lastname: Bombelli
authors.forename: Carlotta
authors.initials: C
authors.lastname: Bernardini
authors.forename: Gioia
authors.initials: G
authors.lastname: Elemento
authors.forename: Giovanna
authors.initials: G
authors.lastname: Mancini
authors.forename: Alessandro
authors.initials: A
authors.lastname: Sorrenti
authors.forename: Claudio
authors.initials: C
authors.lastname: Villani
mesh_terms: D000473:Alkanes / Q000737:chemistry; D001663:Bilirubin / Q000737:chemistry; D006842:Hydrocarbons, Brominated / Q000737:chemistry; D008567:Membranes, Artificial; D008823:Micelles; D008954:Models, Biological; D008958:Models, Molecular; D008968:Molecular Conformation; D000644:Quaternary Ammonium Compounds / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000473:Alkanes; D006842:Hydrocarbons, Brominated; D008567:Membranes, Artificial; D008823:Micelles; D000644:Quaternary Ammonium Compounds; D001663:Bilirubin