Dipeptide isostere 5, belonging to the class of 9-exo BTKa, was synthesised starting from R,R-tartaric acid and 4-nitro-1-(3-nitrophenyl)butan-1-one. The nine-membered lactam showed interesting structural features and was inserted in a 5-residue model peptide. The conformational properties of this modified peptide have been studied by NMR and molecular modelling, indicating that compound 5 acted as a reverse turn inducer.

3-Aza-8,10-dioxa-bicyclo[5.2.1]decane (9-exo BTKa) Carboxylic Acid as New Reverse Turn Inducer: Synthesis and Conformational Analysis of a Model Peptide / Scarpi, Dina; Stranges, D.; Trabocchi, Andrea; Guarna, Antonio. - In: TETRAHEDRON. - ISSN 0040-4020. - STAMPA. - 62:(2006), pp. 1575-1582. [10.1016/j.tet.2005.11.008]

3-Aza-8,10-dioxa-bicyclo[5.2.1]decane (9-exo BTKa) Carboxylic Acid as New Reverse Turn Inducer: Synthesis and Conformational Analysis of a Model Peptide

SCARPI, DINA;TRABOCCHI, ANDREA;GUARNA, ANTONIO
2006

Abstract

Dipeptide isostere 5, belonging to the class of 9-exo BTKa, was synthesised starting from R,R-tartaric acid and 4-nitro-1-(3-nitrophenyl)butan-1-one. The nine-membered lactam showed interesting structural features and was inserted in a 5-residue model peptide. The conformational properties of this modified peptide have been studied by NMR and molecular modelling, indicating that compound 5 acted as a reverse turn inducer.
2006
62
1575
1582
Scarpi, Dina; Stranges, D.; Trabocchi, Andrea; Guarna, Antonio
File in questo prodotto:
File Dimensione Formato  
Scarpi T 2006.pdf

Accesso chiuso

Tipologia: Versione finale referata (Postprint, Accepted manuscript)
Licenza: DRM non definito
Dimensione 206.84 kB
Formato Adobe PDF
206.84 kB Adobe PDF   Richiedi una copia

I documenti in FLORE sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.

Utilizza questo identificatore per citare o creare un link a questa risorsa: https://hdl.handle.net/2158/211353
Citazioni
  • ???jsp.display-item.citation.pmc??? ND
  • Scopus 3
  • ???jsp.display-item.citation.isi??? 1
social impact