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Chiral recognition in aggregates formed by chiral bola-amphiphiles |
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| Authors: | Francesca Ceccacci Pietro di Profio Luisa Giansanti Stefano Levi Mortera Giovanna Mancini Alessandro Sorrenti Claudio Villani |
| Institution: | 1. Dipartimento di Chimica, Universita‘ degli Studi di Roma ‘La Sapienza’, P. le A. Moro 5, I-00185 Roma, Italy;2. Dipartimento di Chimica, Universita‘ di Perugia, Via Elce di Sotto, 06123 Perugia, Italy;3. Centro di Eccellenza Materiali Innovativi Nanostrutturati per Applicazioni Chimiche, Fisiche e Biomediche, Universitá di Perugia, Via Elce di Sotto, 06123 Perugia, Italy;4. CNR, Istituto di Metodologie Chimiche-Sezione Meccanismi di Reazione, Dipartimento di Chimica, Universita‘ degli Studi di Roma ‘La Sapienza’, P.le Aldo Moro 5, 00185 Roma, Italy;5. Dipartimento di Chimica e Tecnologie del Farmaco, Universita‘ degli Studi di Roma ‘La Sapienza’, P. le A. Moro 5, I-00185 Roma, Italy |
| Abstract: | The aggregates of three new isomeric chiral bola-amphiphiles have been taken into consideration as models for investigating chiral recognition in biological membranes. The recognition capabilities of the aggregates were explored following (by CD and HPLC experiments) the shift in the equilibrium between the inter-converting enantiomers of a biphenylic derivative and bilirubin, used as markers of chirality. The chiral recognition experiments were performed under different pH and concentration conditions. The results were compared with those relative to the aggregates formed by an equimolar mixture of single head/single chain amphiphiles that mimic the structure of the bola surfactant devoid of a covalent link. |
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