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Chem Commun (Camb) ; 53(36): 5024-5027, 2017 May 02.
Article in English | MEDLINE | ID: mdl-28429026

ABSTRACT

The N-difluoromethyl triazolo-ß-aza-ε-amino acid present in the core of peptides led to constrained conformations due to CH-F and NH-F interactions. Pseudotetrapeptides were obtained in excellent yields directly by click chemistry between azidodifluoroacetamides and alkynes, both linked to an amino acid. This work demonstrates that the N-difluoromethyltriazole scaffold can induce extended structures to ß-strand mimics.


Subject(s)
Hydrocarbons, Fluorinated/chemistry , Peptidomimetics/chemistry , Triazoles/chemistry , Click Chemistry , Molecular Structure
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