Transition state isosteres of the gamma-glutamyl peptide bond hydrolysis: synthesis and characterization of the psi (CH2NH) pseudopeptide analogue of glutathione.
The fully deprotected glutathione analogue containing the aminomethylene unit as transition state isostere of the gamma-Glu-Cys peptide bond was synthesized for the first time and characterized in both the reduced and oxidized forms.
Dipartimento di Scienze del Farmaco, Università degli Studi G. D'Annunzio, 66013 Chieti, Italy.
Ivana
I
Cacciatore
Antonio
A
Di Stefano
Grazia
G
Luisi
Francesco
F
Pinnen
Piera
P
Sozio
D005978:Glutathione / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry; D006868:Hydrolysis; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D010455:Peptides / Q000138:chemical synthesis* / Q000737:chemistry*
D010455:Peptides; D005978:Glutathione