New peptidic water-soluble inhibitors are reported. In addition to the carboxylate moiety, a new polar warhead was explored. Depending on the size of its substituents, the newly appended imidazolium scaffold designed to enhance the hydrophilic character of the inhibitors could induce a good inhibition for tissue transglutaminase (TG2) and blood coagulation factor XIIIa (FXIIIa). Correlated with the narrow tunnel that hosts the target catalytic cysteine residue, the various modulations suggest a bent conformation of the ligands as the binding pattern mode. Analogues in the dialkylsulfonium series were also tested and showed specificity for TG2 over FXIIIa.
|Number of pages||5|
|Journal||European Journal of Medicinal Chemistry|
|Early online date||7 Jun 2013|
|Publication status||Published - Aug 2013|
Bibliographical noteCopyright © 2013 Elsevier Masson SAS. All rights reserved.
- coagulation factor XIIIa (FXIIIa)
- imidazolium warheads
- peptidic inhibitors
- tissue transglutaminase (TG2)