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Synthesis of Cyclic γ‐Amino Acids for Foldamers and Peptide Nanotubes
Author(s) -
RodríguezVázquez Nuria,
Salzinger Stephan,
Silva Luis F.,
Amorín Manuel,
Granja Juan R.
Publication year - 2013
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201201565
Subject(s) - foldamer , chemistry , amino acid , cyclic peptide , peptide , peptidomimetic , stereochemistry , combinatorial chemistry , biochemistry
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.