title: Amino triazolo diazepines (Ata) as constrained histidine mimics.
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.
authors.affiliation: Laboratory of Organic Chemistry, Vrije Universiteit Brussel, Pleinlaan 2, B-1050 Brussels, Belgium.
authors.forename: Koen
authors.initials: K
authors.lastname: Buysse
authors.forename: Julien
authors.initials: J
authors.lastname: Farard
authors.forename: Alexandros
authors.initials: A
authors.lastname: Nikolaou
authors.forename: Patrick
authors.initials: P
authors.lastname: Vanderheyden
authors.forename: Georges
authors.initials: G
authors.lastname: Vauquelin
authors.forename: Daniel Sejer
authors.initials: DS
authors.lastname: Pedersen
authors.forename: Dirk
authors.initials: D
authors.lastname: Tourwé
authors.forename: Steven
authors.initials: S
authors.lastname: Ballet
mesh_terms: D000596:Amino Acids / Q000737:chemistry; D000804:Angiotensin II / Q000031:analogs & derivatives / Q000737:chemistry; D001381:Azepines / Q000138:chemical synthesis* / Q000737:chemistry; D004151:Dipeptides / Q000737:chemistry; D006639:Histidine / Q000737:chemistry*; D015394:Molecular Structure; D014230:Triazoles / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D000596:Amino Acids; D001381:Azepines; D004151:Dipeptides; D014230:Triazoles; D000804:Angiotensin II; C035699:histidylproline; C012877:angiotensin II, des-Asp(1)-des-Arg(2)-Ile(5)-; D006639:Histidine