Conference
Hybrid alfa/beta-dipeptide scaffolds as inductors of constrained conformations
| العنوان: | Hybrid alfa/beta-dipeptide scaffolds as inductors of constrained conformations |
|---|---|
| المؤلفون: | DE MARCO, ROSSELLA, GRECO, ARIANNA, GENTILUCCI, LUCA |
| المساهمون: | Papini, Lubell, R. De Marco, A. Greco, L. Gentilucci |
| بيانات النشر: | European Peptide Society FRA Paris |
| سنة النشر: | 2014 |
| المجموعة: | IRIS Università degli Studi di Bologna (CRIS - Current Research Information System) |
| مصطلحات موضوعية: | friedinger lactam, beta-amino acid |
| الوصف: | We describe a single-step procedure to lock the geometry of a oligopeptide by cyclization of hybrid alfa/beta-dipeptide already present in the sequence. Indeed, the hybrid sequence composed of a alfa-amino acid and a alfa-hydroxy-beta2-amino acid, or alfa-hydroxy-beta2,2-amino acid, or alfa-hydroxy-beta2,3-amino acid, etc, readily underwent cyclization to 5-aminomethyloxazolidine-2,4-dione rings (Amo) dipeptide-mimetic scaffolds by treatment with a carbonate and a catalytic amount of base. From a structural point of view, Amo can be regarded as a novel constrained beta2-amino acid. Among the beta-amino acids, the beta2-amino acids are less synthetically feasible with respect to their beta3-counterparts. Moreover, the cyclic structure of Amo, achieved through acylation of the backbone nitrogen atom, embraces two consecutive amino acids, therefore introducing a global constraint of C(i)-N(i+1) type in the sequence. This kind of short-range cyclization can significantly reduce the conformational space accessible to the peptide segment in which they are incorporate. In this context, the Amo ring can be regarded as a novel beta2-homo analogue of a Freidinger lactam |
| نوع الوثيقة: | conference object |
| وصف الملف: | STAMPA |
| اللغة: | English |
| Relation: | ispartofbook:Abstract Book; PIPS 2014; firstpage:69; lastpage:69; numberofpages:1; alleditors:Papini, Lubell; http://hdl.handle.net/11585/399383 |
| الاتاحة: | http://hdl.handle.net/11585/399383 |
| رقم الانضمام: | edsbas.181D9612 |
| قاعدة البيانات: | BASE |
| الوصف غير متاح. |