N-(tert)-butyloxycarbonyl)-beta,beta-cyclopentyl-cysteine (acetamidomethyl)-methyl ester for synthesis of novel peptidomimetic derivatives.
It has been recently reported that thiol groups could play an important role in the protection of neuronal cells in Alzheimer's disease (AD), prion disease (CJD) and Parkinson's disease (PD). Also bucillamine, that is a pseudo dipeptide possessing a thiol group capable to form an internal disulfide bridge, has relevant scavenger properties used in therapy for the treatment of arthritis. Furthermore, many sulphur containing compounds show strong chelating properties to heavy metals. Due to the crucial role of thiol groups in a variety of detoxicant biological systems, we report the synthesis of a racemic beta,beta-dialkyl-substituted, fully protected, cysteine derivative as a suitable intermediate in the synthesis of novel biological active peptides.
Mollica
Adriano
A
Dipartimento di Scienze del Farmaco, Università di Chieti-Pescara G. d'Annunzio, Via dei Vestini 31, 66100 Chieti, Italy. a.mollica@unich.it
Feliciani
Federica
F
Stefanucci
Azzurra
A
Cacciatore
Ivana
I
Cornacchia
Catia
C
Torino
Domenica
D
Pinnen
Francesco
F
D040761:Biomimetic Materials / Q000138:chemical synthesis / Q000737:chemistry; D003517:Cyclopentanes / Q000737:chemistry; D003545:Cysteine / Q000031:analogs & derivatives / Q000737:chemistry; D005663:Furans / Q000737:chemistry; D010455:Peptides / Q000138:chemical synthesis / Q000737:chemistry; D017670:Sodium Compounds / Q000737:chemistry; D013438:Sulfhydryl Compounds / Q000737:chemistry; D013816:Thermodynamics
D003517:Cyclopentanes; D005663:Furans; D010455:Peptides; D017670:Sodium Compounds; D013438:Sulfhydryl Compounds; C524957:sodium hydride; C018674:tetrahydrofuran; D003545:Cysteine; C026535:bucillamine