1173153-25-7Relevant 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.
experimental part, 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.
3-(2-Alken-1-one-2-yl)indoles through the palladium-catalyzed reaction of 2-alkynyltrifluoroacetanilides with cyclic α-iodoenones
Arcadi, Antonio,Cianci, Roberto,Ferrara, Giovanni,Marinelli, Fabio
experimental part, p. 2378 - 2383 (2010/05/18)
α-Iodoenones can be efficiently employed as organic electrophiles in the Pd-catalyzed synthesis of 2,3-disubstituted indoles from 2-alkynyltrifluoroacetanilides. Best results were obtained using the weak ligand As(Ph)3. The methodology reported provides an efficient entry to indoles bearing a 2-alkenon-2-yl moiety linked in the 3-position, that possesses a scarcely reported substitution pattern.
