ORGN 85 |
| Preparation of different peptides containing unnatural amino acids is a huge interest among researchers last few years. These peptides usually have enhanced biological activity and/or longer half-life as proteolytic enzymes do not recognize these peptide bonds readily. Scientists around the world have been trying to synthesize &alpha-, &beta-,&gamma- varieties of unnatural amino acids to incorporate them into these peptides. There are several different approaches to synthesize these unnatural amino acids but there is no common synthetic strategy through which one can produce all these derivatives via a common intermediate. As it currently stands, preparation of each class of amino acids requires its own special procedure. The currently used syntheses make it extremely difficult to prepare several homochirally similar amino acids simultaneously. This presentation will illustrate our effort to generate different homochirally similar isoleucine anlogues through a common half-ester intermediate. It is also noteworthy that unlike other amino acids isoleucine has a chiral center at its side chain leading the synthetic project more challenging. General Synthetic Scheme
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Physical Organic Chemistry, Combinatorial and Process Chemistry, New Reactions and Methodology, Peptides, Proteins and Amino Acids
8:00 PM-10:00 PM, Sunday, April 6, 2008 Morial Convention Center -- Hall A, Poster
Division of Organic Chemistry |
