Reference : 2-Aminopropane-1,2,3-tricarboxylic acid: Synthesis and co-crystallization with the class...
Scientific journals : Article
Life sciences : Biochemistry, biophysics & molecular biology
http://hdl.handle.net/2268/77965
2-Aminopropane-1,2,3-tricarboxylic acid: Synthesis and co-crystallization with the class A beta-lactamase BS3 of Bacillus licheniformis.
English
Beck, Josephine [> > > >]
Sauvage, Eric mailto [Université de Liège - ULg > > Centre d'ingénierie des protéines >]
Charlier, Paulette mailto [Université de Liège - ULg > Département des sciences de la vie > Cristallographie des macromolécules biologiques >]
Marchand-Brynaert, Jacqueline [> > > >]
2008
Bioorganic & Medicinal Chemistry Letters
Elsevier Science
18
13
3764-8
Yes (verified by ORBi)
International
0960-894X
1464-3405
Oxford
United Kingdom
[en] Aspartic Acid/analogs & derivatives/chemical synthesis/chemistry ; Bacillus/enzymology/metabolism ; Bacterial Proteins/chemistry ; Binding Sites ; Cations ; Chemistry, Pharmaceutical/methods ; Citric Acid/chemistry ; Crystallography, X-Ray/methods ; Drug Design ; Isocitrates/chemistry ; Models, Chemical ; Molecular Conformation ; Oxygen/chemistry ; Tricarboxylic Acids/chemistry ; X-Ray Diffraction ; beta-Lactamases/metabolism
[en] The title compound 4 has been prepared in four steps from ethylglycinate in 63% overall yield. This amino analog of citric acid has been co-crystallized with the class A beta-lactamase BS3 of Bacillus licheniformis and the structure of the complex fully analyzed by X-ray diffraction. Tris-ethyl aminocitrate 3 and the free tris-acid 4 have been tested against a member beta-lactamase from all distinct subgroups. They are novel inhibitors of class A beta-lactamases, still modest but more potent than citrate and isocitrate.
http://hdl.handle.net/2268/77965
10.1016/j.bmcl.2008.05.045

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