Keywords: Asparagine, Deamidation, Peptide Bond Cleavage, Succinimide, Article, Peptide Analysis, Priority Journal, Protein Processing, Kinetics, Models, Chemical, Oligopeptides, Protein Splicing,
Affiliations: Ctro. di Studio di B., CNR, Napoli, Italy
Facoltà di Sci. Ambientali, Seconda Università di Napoli, Caserta, Italy
Dipto. di Scienze Farmaceutiche, Università di Ferrara, Ferrara, Italy
University Chemical Laboratory, Cambridge, United Kingdom
Dipartimento di Chimica, via Mezzocannone 4, I-80134 Napoli, Italy
Facolt di Sci. Ambientali, Seconda Universit di Napoli, Caserta, Italy
References: Not available.
Kinetics and mechanism of the cleavage of the peptide bond next to asparagine
The spontaneous cleavage reaction of the tetrapeptide Piv-Gly Asn-Sar-Gly-NHtBu to the C-terminal dipeptide and N-terminal succinimide dipeptide proceeds through pre-equilibrium deprotonation of the amide group of the asparagine side chain, Followed by intramolecular nucleophilic attack of nitrogen on the peptide carbonyl carbon atom. General acid-catalyzed breakdown of the intermediate then gives the products. According to this mechanism, the reaction rate strongly increases with pH and buffer concentration.
Kinetics and mechanism of the cleavage of the peptide bond next to asparagine
No results.
Kinetics and mechanism of the cleavage of the peptide bond next to asparagine