A Practical Asymmetric Synthesis of Enantiomerically Pure 3-Substituted Pyroglutamic Acids and Related Compounds

✍ Scribed by Vadim A. Soloshonok; Chaozhong Cai; Victor J. Hruby

• Publisher: John Wiley and Sons
• Year: 2000
• Tongue: English
• Weight: 103 KB
• Volume: 112
• Category: Article
• ISSN: 0044-8249
• DOI: 10.1002/1521-3757(20000616)112:12<2256::aid-ange2256>3.0.co;2-9

✦ Synopsis

In recent years, tailor-made c-constrained amino acids have emerged as critically important key structural units in the de novo design of peptide-based drugs with enhanced receptor selectivity and stability to metabolic degradation. [1, Incorporation of these amino acids in strategic positions of a peptide chain allows rational design of the three-dimensional topographical structure of the peptide and, thus, opens a new avenue for exploration of the fundamental chemical ± physical basis for peptide-mediated biological information transfer. In particular, to explore the topographical requirements of the recently discovered human melanocortin receptors, [3] we need a series of hitherto unknown conformationally con-[*] Dr.