Synthesis and Analysis of N-Acetylhistidine Ethylamide from N- Acetyl -L- Histidine
Master of Science
Dr. Shelly Kumar
Photo oxidation of proteins with light and oxygen has known to cause cross linking in proteins by formation of dimer. This leads to cataract formation in eyes. From twenty amino acids, only some amino acids namely Cysteine, Tryptophan, Histidine, Tyrosine, Lysine are known to get photo oxidized and involved in formation of cross links. The amino acid Cysteine which contains thiol group is known to form cross links through disulphide bonds. But the present study is mainly in finding out cross links in other amino acids. Histidine, one the amino acid is selected for photo oxidation studies. However, searching for relatively few crosslink bonds during photo oxidation of proteins has found quite tedious process for researchers. In the previous studies photo oxidation of N-Acetyl Histidine Ethylamide, a derivative synthesized from N-Acetyl histidine was done in which amine group and the carboxylic acid have been converted in to amide bonds. The photo oxidation of N-Acetyl Histidine Ethylamide mimics the Histidine moiety in proteins. The previous study showed that photo oxidation has resulted in the dimer formation due to the reaction of hydrated Imidazolone with the second molecule of N-Acetyl Histidine Ethylamide. Hence to carry out the photo oxidation process, synthesis of N-Acetyl Histidine Ethylamide has become important. First small scale synthesis was carried to know the process of formation of N-Acetylhistidine Ethylamide. Then large scale synthesis was carried for future photo oxidation and NMR studies.
Ayyalur, Jagadeeshwar Reddy, "Synthesis and Analysis of N-Acetylhistidine Ethylamide from N- Acetyl -L- Histidine" (2010). All Capstone Projects. 379.