Analogues of the neuroprotective tripeptide Gly-Pro-Glu (GPE): synthesis and structure-activity relationships.
A series of GPE analogues, including modifications at the Pro and/or Glu residues, was prepared and evaluated for their NMDA binding and neuroprotective effects. Main results suggest that the pyrrolidine ring puckering of the Pro residue plays a key role in the biological responses, while the preference for cis or trans rotamers around the Gly-Pro peptide bond is not important.
Alonso De Diego
Sergio A
SA
Instituto de Química Médica, Juan de la Cierva, 3, 28006 Madrid, Spain.
Muñoz
Pilar
P
González-Muñiz
Rosario
R
Herranz
Rosario
R
Martín-Martínez
Mercedes
M
Cenarruzabeitia
Edurne
E
Frechilla
Diana
D
Del Río
Joaquín
J
Jimeno
M Luisa
ML
García-López
M Teresa
MT
D000818:Animals; D018698:Glutamic Acid / Q000378:metabolism; D007202:Indicators and Reagents; D018696:Neuroprotective Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D009842:Oligopeptides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D051381:Rats; D013329:Structure-Activity Relationship; D013570:Synaptic Membranes / Q000187:drug effects / Q000378:metabolism
D007202:Indicators and Reagents; D018696:Neuroprotective Agents; D009842:Oligopeptides; D018698:Glutamic Acid; C062053:glycyl-prolyl-glutamic acid