930396-02-4Relevant academic research and scientific papers
Synthesis and incorporation into cyclic peptides of tolan amino acids and their hydrogenated congeners: Construction of an array of A-B-loop mimetics of the Cε3 domain of human IgE
Offermann, Daniel A.,McKendrick, John E.,Sejberg, Jimmy J. P.,Mo, Bingli,Holdom, Mary D.,Helm, Birgit A.,Leatherbarrow, Robin J.,Beavil, Andrew J.,Sutton, Brian J.,Spivey, Alan C.
, p. 3197 - 3214 (2012/05/19)
The disruption of the human immunolobulin E-high affinity receptor I (IgE-FcεRI) protein-protein interaction (PPI) is a validated strategy for the development of anti asthma therapeutics. Here, we describe the synthesis of an array of conformationally constrained cyclic peptides based on an epitope of the A-B loop within the Cε3 domain of IgE. The peptides contain various tolan (i.e., 1,2-biarylethyne) amino acids and their fully and partially hydrogenated congeners as conformational constraints. Modest antagonist activity (IC50 ～660 μM) is displayed by the peptide containing a 2,2′-tolan, which is the one predicted by molecular modeling to best mimic the conformation of the native A-B loop epitope in IgE.
