Expedient synthesis of pseudo-Pro-containing peptides: Towards constrained peptidomimetics and foldamers
| Autor: | Alessandra Tolomelli, Marilena Campitiello, Luca Gentilucci, Pasqualina Rubini, Rossella De Marco |
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| Přispěvatelé: | R. De Marco, A. Tolomelli, M. Campitiello, P. Rubini, L. Gentilucci |
| Jazyk: | angličtina |
| Rok vydání: | 2012 |
| Předmět: |
Sulfonyl
chemistry.chemical_classification Models Molecular Molecular Structure Proline Peptidomimetic Stereochemistry Organic Chemistry Trans conformation Ring (chemistry) Biochemistry Catalysis CONFORMATION FOLDAMERS chemistry Cyclization Peptide bond Peptidomimetics Physical and Theoretical Chemistry Peptides PSEUDO-PRO OXAZOLIDIN-2-ONE |
| Popis: | The reaction of sulfonyl peptides containing L- or D-configured Ser or Thr with bis(succinimidyl) carbonate in the presence of a catalytic amount of a base affords, in solution or in the solid phase, the corresponding peptides with one or two, consecutive or alternate oxazolidin-2-ones (Oxd). The Oxd ring can be regarded to as a pseudo-Pro with an exclusively trans conformation of the preceding peptide bond; homochiral Oxd-containing peptides adopt extended conformations, while the presence of a D-configured Oxd favours folded conformations. |
| Databáze: | OpenAIRE |
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