Chiral recognition of dipeptides in phosphatidylcholine aggregates |
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| Affiliation: | 1. Department of Plant Anatomy, Institute of Biology, Eötvös Loránd University, Pázmány Péter sétány 1/C, Budapest 1117, Hungary;2. Department of Pharmacognosy, Semmelweis University, Üllői út 26, Budapest 1085, Hungary;3. Department of Pharmaceutical Chemistry, Semmelweis University, Hőgyes Endre utca 7, Budapest 1092, Hungary;4. First Department of Pathology and Experimental Cancer Research, Semmelweis University, Üllői út 26, Budapest 1085, Hungary;5. Department of Analytical Chemistry, Institute of Chemistry, Eötvös Loránd University, Pázmány Péter sétány 1/A, Budapest 1117, Hungary;1. INSERM, U 955, Equipe 21, Créteil, France;2. Université Paris–Est Créteil Val-de-Marne, Créteil, France;3. Service de Néphrologie, Groupe Hospitalier Henri Mondor–Albert Chenevier, Assistance Publique–Hôpitaux de Paris (AP-HP), Créteil, France;4. Centre Chirurgical Marie Lannelongue, INSERM UMR-S 999, LabEx LERMIT, Le Plessis Robinson, France;5. Faculté de Médecine, Université Paris–Sud, Le Kremlin-Bicêtre, France;6. Département de Pathologie, Groupe Hospitalier Henri Mondor–Albert Chenevier, AP-HP, Créteil, France;7. Service de Néphrologie, Hémodialyse et Transplantation Rénale, Hôpital Jean Bernard, CHU Poitiers, Poitiers, France;8. INSERM UMRS-702, Paris, France;9. Université Pierre et Marie Curie–Paris 6, Paris, France;10. Institut Francilien de Recherche en Néphrologie et Transplantation, Henri Mondor, France |
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| Abstract: | Enantiodiscrimination of ditryptophan enantiomers (l-Trp-l-Trp and d-Trp-d-Trp, l-Trp-d-Trp and d-Trp-l-Trp) was observed in bio-membrane models, such as micellar aggregates of 1,2-diheptanoyl-sn-glycero-3-phospatidylcholine (DHPC) and multilamellar vesicles of either 1-palmitoyl-2-oleoyl-sn-glycero-3-phosphocholine (POPC) or 1,2-dimyristoyl-sn-glycero-3-phospatidylcholine (DMPC) by solution 1H NMR and HR-MAS 1H NMR, respectively. The attainment of resolved signals, allowed the first detection of enantiodiscrimination at a molecular level, and the identification of the site of chiral recognition and of the interactions and conformations of homo- and heterochiral dipeptides in large-sized aggregates formed by a common component of bio-membranes. |
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