Amino Triazolo Diazepines (Ata) as Constrained Histidine Mimics

Subtitle:IF 6.14

Abstract: Two synthetic routes for the synthesis of amino-triazolodiazepine (Ata) scaffolds are presented. The scope of both of these proceeding through key intra- and intermolecular Huisgen cycloaddition reactions is discussed. The replacement of the His-Pro dipeptide segment in angiotensin IV by the dipeptide mimetic Ata-Gly and subsequent biological evaluation in two inhibitory enzyme assays validated the use of the Ata moiety as a His mimic given the equipotency of both peptidic analogs.

Publication year:2012

Keywords:CLICK CHEMISTRY; SIDE-CHAIN; CHI-SPACE; ANALOGS, PEPTIDOMIMETICS; CYCLOADDITION; PEPTIDES; AZIDE, ACID; MIMETICS