The self-assembly of small foldamers represents a key structural motif for the development of new materials and nanoscaled objects. Various applications in all fields of chemistry and material science have already been demonstrated. We want to show here our recent results in the preparation of supramolecular materials that are derived from the foldamer Boc-L-Phe-D-Oxd-OBn [Boc = t-butyloxycarbonyl; L-Phe = L-phenylalanine; D-Oxd = (4R,5S)-4-carboxy-5-methyl oxazolidin-2-one; Bn = benzyl]. This compound showed a strong tendency to form a beta-sheet structure, that is generally retained by its derivatives. Thus we studied the formation of lipidated foldamers that have general formula R-L-Phe-D-Oxd-OR’, where R is an aliphatic chain and R’ may be a benzyl group or an hydrogen and we could obtain the formation of gels and lipid layers.
C. Tomasini, N. Castellucci (2012). Gels and Lipid Layers From Oxazolidin-2-ones Based Foldamers. BORDEAUX : s.n.
Gels and Lipid Layers From Oxazolidin-2-ones Based Foldamers
TOMASINI, CLAUDIA;CASTELLUCCI, NICOLA
2012
Abstract
The self-assembly of small foldamers represents a key structural motif for the development of new materials and nanoscaled objects. Various applications in all fields of chemistry and material science have already been demonstrated. We want to show here our recent results in the preparation of supramolecular materials that are derived from the foldamer Boc-L-Phe-D-Oxd-OBn [Boc = t-butyloxycarbonyl; L-Phe = L-phenylalanine; D-Oxd = (4R,5S)-4-carboxy-5-methyl oxazolidin-2-one; Bn = benzyl]. This compound showed a strong tendency to form a beta-sheet structure, that is generally retained by its derivatives. Thus we studied the formation of lipidated foldamers that have general formula R-L-Phe-D-Oxd-OR’, where R is an aliphatic chain and R’ may be a benzyl group or an hydrogen and we could obtain the formation of gels and lipid layers.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.