Studies on the oxidation of α-amino acids by N-Bromo oxidants: Kinetics of the reaction of bromide ion with N-Bromoacetamide

✍ Scribed by M. S. Ramachandran; D. Easwaramoorthy; R. P. Malim Maniraj

• Publisher: John Wiley and Sons
• Year: 1996
• Tongue: English
• Weight: 337 KB
• Volume: 28
• Category: Article
• ISSN: 0538-8066
• DOI: 10.1002/(sici)1097-4601(1996)28:7<545::aid-kin6>3.0.co;2-v

✦ Synopsis

The rate of oxidation of amino acids (AA) by N-Bromoacetamide ( N B A ) was studied i n aqueous buffered medium at 35°C The rate of disappearance of (NBAI is catalyzed by the Brproduced from the reduction of NBA Analysis of the autocatalyzed reaction gives the kinetic data for the oxidation of bromide ion by NBA The results suggest that the protonated NBA reacts with Br-to form Br, which rapidly oxidizes amino acids The rate constant for the reaction between protonated NBA and Br at 35°C is estimated 0 1996 lohn Wiley G Sons Inc

I NTRODU CTlON

Kinetics of oxidation of a-amino acids (AA) are already reported [1,2]. The kinetics of oxidation with N-Bromo oxidants are usually studied in the presence of Hg'+ ions to ward off any complexity introduced by the Br-ions produced during the reaction. Because of this experimental setup, any useful information regarding the reaction between bromide ion and N-Bromo oxidants can not be obtained. We now describe some detailed kinetic studies camed out on the oxidation of alkyl side chain a-amino acids by NBA which were designed to determine the mechanism of oxidation of Brby NBA.