61865-62-1Relevant academic research and scientific papers
Synthesis of cyclic γ-amino acids for foldamers and peptide nanotubes
Rodriguez-Vazquez, Nuria,Salzinger, Stephan,Silva, Luis F.,Amorin, Manuel,Granja, Juan R.
, p. 3477 - 3493 (2013/07/11)
Cyclic γ-amino acids are molecular building blocks of great interest in peptide and foldamer chemistry, as they allow the preparation of new structures that are not found in Nature. In this paper, we describe the synthesis of cyclic γ-amino acids that have a cis relationship between the amino and the carboxylic acid groups. This arrangement, in most cases, induces the resulting peptides to adopt a flat conformation, which makes them appropriate for the design of foldamers that adopt β-sheet-type structures. We describe the synthesis of cyclic γ-amino acids that have a cis relationship between the amino and the carboxylic acid groups. This makes them suitable for the design of foldamers that adopt β-sheet-type structures.
Carbocyclic Sugar Amines: Synthesis and Stereochemistry of Racemic α- and β-Carbocyclic Ribofuranosylamine, Carbocyclic Lyxofuranosylamine, and Related Compounds
Kam, Bernard L.,Oppenheimer, Norman J.
, p. 3268 - 3272 (2007/10/02)
The facile and stereoselective synthesis of racemic carbocyclic β-ribofuranosylamine, carbocyclic β-lyxofuranosylamine, and related 2,3-cis-dihydroxy carbocyclic pentofuranosylamines is reported.In addition, the synthesis, isolation, and base-catalyzed epimerization of methyl cis-4-aminocyclopent-2-enecarboxylate are described.The epimerization at C(1) followed by stereoselective cis hydroxylation provides for the first time access to the racemic carbocyclic α-pentofuranosylamines.
