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EnglishThe essential requirement for an oligomer to be included in the foldamer family is to possess a well defined, repetitive secondary structure, imparted by conformational restrictions of the monomeric unit. In this connection we described the preparation and the conformational analysis of pseudopeptides containing the 4-carboxy oxazolidin-2-one unit: these compounds contain a cyclic urethane moiety, so that by coupling it with a carboxylic acid derivative an imido-type function is obtained. This latter group is characterized by a nitrogen atom connected to an endocyclic and an exocyclic carbonyl which tend to adopt the trans conformation. As a consequence of this locally constrained disposition effect, these imide-type oligomers are forced to fold in an ordered conformation, that can lead, in the solid state to the formation of fibers or platelets.
| Titolo: | Oxazolidin-2-ones Based Foldamers |
| Autore/i: | TOMASINI, CLAUDIA |
| Autore/i Unibo: | |
| Anno: | 2009 |
| Titolo del libro: | COST Action CM0803 meeting Foldamers: building blocks, structure and function |
| Pagina iniziale: | 25 |
| Pagina finale: | 25 |
| Abstract: | The essential requirement for an oligomer to be included in the foldamer family is to possess a well defined, repetitive secondary structure, imparted by conformational restrictions of the monomeric unit. In this connection we described the preparation and the conformational analysis of pseudopeptides containing the 4-carboxy oxazolidin-2-one unit: these compounds contain a cyclic urethane moiety, so that by coupling it with a carboxylic acid derivative an imido-type function is obtained. This latter group is characterized by a nitrogen atom connected to an endocyclic and an exocyclic carbonyl which tend to adopt the trans conformation. As a consequence of this locally constrained disposition effect, these imide-type oligomers are forced to fold in an ordered conformation, that can lead, in the solid state to the formation of fibers or platelets. |
| Data prodotto definitivo in UGOV: | 14-dic-2010 |
| Appare nelle tipologie: | 4.02 Riassunto (Abstract) |
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