N-(tert)-butyloxycarbonyl)-beta,beta-cyclopentyl-cysteine (acetamidomethyl)-methyl ester for synthesis of novel peptidomimetic derivatives.

Abstract

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.

• Authors: Adriano Mollica, Federica Feliciani, Azzurra Stefanucci, Ivana Cacciatore, Catia Cornacchia, Domenica Torino, Francesco Pinnen
• Journal: Protein and peptide letters (Protein Pept Lett) Vol. 17 Issue 7 Pg. 925-9 (Jul 2010) ISSN: 1875-5305 [Electronic] Netherlands
• PMID: 20205656 (Publication Type: Journal Article)

Chemical References

• Cyclopentanes
• Furans
• Peptides
• Sodium Compounds
• Sulfhydryl Compounds
• sodium hydride
• tetrahydrofuran
• Cysteine
• bucillamine

Topics

• Biomimetic Materials (chemical synthesis, chemistry)
• Cyclopentanes (chemistry)
• Cysteine (analogs & derivatives, chemistry)
• Furans (chemistry)
• Peptides (chemical synthesis, chemistry)
• Sodium Compounds (chemistry)
• Sulfhydryl Compounds (chemistry)
• Thermodynamics