Amino Triazolo Diazepines (Ata) as Constrained Histidine Mimics: IF 6.14

Koen Buysse; Julien Farard; Alexandros Nikolaou; Patrick Vanderheyden; Georges Vauquelin; Daniel Sejer Pedersen; Dirk Tourwe; Steven Ballet

Amino Triazolo Diazepines (Ata) as Constrained Histidine Mimics: IF 6.14

Koen Buysse, Julien Farard, Alexandros Nikolaou, Patrick Vanderheyden, Georges Vauquelin, Daniel Sejer Pedersen, Dirk Tourwe, Steven Ballet

Research output: Contribution to journal › Article › peer-review

39 Citations (Scopus)

Abstract

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.

Original language	English
Pages (from-to)	6468-6471
Number of pages	4
Journal	Organic Letters
Volume	13
Issue number	24
Publication status	Published - Dec 2012

Keywords

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

Cite this

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title = "Amino Triazolo Diazepines (Ata) as Constrained Histidine Mimics: IF 6.14",

abstract = "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.",

keywords = "CLICK CHEMISTRY; SIDE-CHAIN; CHI-SPACE; ANALOGS, PEPTIDOMIMETICS; CYCLOADDITION; PEPTIDES; AZIDE, ACID; MIMETICS",

author = "Koen Buysse and Julien Farard and Alexandros Nikolaou and Patrick Vanderheyden and Georges Vauquelin and {Sejer Pedersen}, Daniel and Dirk Tourwe and Steven Ballet",

year = "2012",

month = dec,

language = "English",

volume = "13",

pages = "6468--6471",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

number = "24",

}

TY - JOUR

T1 - Amino Triazolo Diazepines (Ata) as Constrained Histidine Mimics

T2 - IF 6.14

AU - Buysse, Koen

AU - Farard, Julien

AU - Nikolaou, Alexandros

AU - Vanderheyden, Patrick

AU - Vauquelin, Georges

AU - Sejer Pedersen, Daniel

AU - Tourwe, Dirk

AU - Ballet, Steven

PY - 2012/12

Y1 - 2012/12

N2 - 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.

AB - 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.

KW - CLICK CHEMISTRY; SIDE-CHAIN; CHI-SPACE; ANALOGS

KW - PEPTIDOMIMETICS; CYCLOADDITION; PEPTIDES; AZIDE

KW - ACID; MIMETICS

M3 - Article

SN - 1523-7060

VL - 13

SP - 6468

EP - 6471

JO - Organic Letters

JF - Organic Letters

IS - 24

ER -

Amino Triazolo Diazepines (Ata) as Constrained Histidine Mimics: IF 6.14

Abstract

Keywords

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