Parallel Synthesis of Peptide-Like Macrocycles Containing Imidazole-4,5-dicarboxylic Acid

Molecules

Zhigang Xu¹  Kraig A. Wheeler¹ 

[1] ¹Department of Pharmacology and Toxicology, The University of Arizona, Tucson, AZ 85724, USA ²Department of Chemistry, Eastern Illinois University, Charlestown, IL 61920, USA ³Department of Chemistry, Keene State College, Keene, NH 03435, USA

关键词: macrocycle;    scaffold;    library synthesis;    imidazole-4;    5-dicarboxylic acid;   

DOI  :  10.3390/molecules17055346

来源: mdpi

【 摘 要 】

We prepared a series of peptide-like 14-membered macrocycles containing an imidazole-4,5-dicarboxylic acid scaffold by using known coupling reagents and protecting group strategies. Yields of the purified macrocycles were poor on average, yet seemingly independent of amino acid substitution or stereochemistry. The macrocycles retain some level of conformational variability as observed by both molecular modeling and X-ray crystallography. These macrocycles represent a new class of structures for further development and for future application in high-throughput screening against a variety of biological targets.

【 授权许可】

CC BY   
This is an open access article distributed under the Creative Commons Attribution License (CC BY) which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.