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Thermodynamic and Structural Impact of α,α-Dialkylated Residue Incorporation in a ß-Hairpin Peptide.
Org Lett
; 18(15): 3902-5, 2016 08 05.
Article
in English
| MEDLINE
| ID: mdl-27436716
ABSTRACT
Peptides containing α,α-dialkylated α-amino acids, owing to their ability to disrupt aggregation of ß-amyloid proteins, have therapeutic potential in the treatment of neurodegenerative diseases. Thermodynamic and structural analyses are reported for a series of ß-hairpin peptides containing α,α-dialkylated α-amino acids with varying side-chain lengths. The results of these experiments show that α,α-dialkylated α-amino acids with side-chain lengths longer than one carbon unit are tolerated in a ß-hairpin, although at a moderate cost to folded stability.