2-alkyl-2-carboxyazetidines as γ-turn inducers: incorporation into neurotrophin fragments.
Conveniently substituted 2-alkyl-2-carboxyazetidine amino acids have been incorporated into NGF and NT3 tetrapeptide sequences to investigate their utility as reverse turn inducers (γ- vs. β-turns). Despite the presence of an Asp residue at i position, highly preferred in β-turns, molecular modeling and NMR studies indicated that the azetidine-containing peptides mainly stabilized γ-turn conformations.
Baeza
José Luis
JL
Instituto de Química Médica, CSIC, Juan de la Cierva 3, 28006, Madrid, Spain.
Bonache
M Angeles
MA
García-López
M Teresa
MT
González-Muñiz
Rosario
R
Martín-Martínez
Mercedes
M
D001384:Azetidines / Q000138:chemical synthesis / Q000737:chemistry*; D008958:Models, Molecular; D009414:Nerve Growth Factors / Q000737:chemistry*; D010446:Peptide Fragments / Q000138:chemical synthesis / Q000737:chemistry*
D001384:Azetidines; D009414:Nerve Growth Factors; D010446:Peptide Fragments