Document Detail


Synthesis of a conformationally constrained δ-amino acid building block.
MedLine Citation:
PMID:  22851051     Owner:  NLM     Status:  Publisher    
Abstract/OtherAbstract:
Conformationally restricted amino acids are important components in peptidomimetics and drug design. Herein, we describe the synthesis of a novel, non-proteinogenic constrained delta amino acid containing a cyclobutane ring, cis-3(aminomethyl)cyclobutane carboxylic acid (ACCA). The synthesis of the target amino acid was achieved in seven steps, with the key reaction being a base induced intramolecular nucleophilic substitution. A small library of dipeptides was prepared through the coupling of ACCA with proteinogenic amino acids.
Authors:
Elaine O'Reilly; Lara Pes; Yannick Ortin; Helge Müller-Bunz; Francesca Paradisi
Publication Detail:
Type:  JOURNAL ARTICLE     Date:  2012-8-1
Journal Detail:
Title:  Amino acids     Volume:  -     ISSN:  1438-2199     ISO Abbreviation:  Amino Acids     Publication Date:  2012 Aug 
Date Detail:
Created Date:  2012-8-1     Completed Date:  -     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  9200312     Medline TA:  Amino Acids     Country:  -    
Other Details:
Languages:  ENG     Pagination:  -     Citation Subset:  -    
Affiliation:
Centre for Synthesis and Chemical Biology, UCD School of Chemistry and Chemical Biology, Belfield, Dublin 4, Ireland.
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