Reference : Aminophosphonic Acids and Aminobis(phosphonic acids) as Potential Inhibitors of Penicill...
Scientific journals : Article
Life sciences : Biochemistry, biophysics & molecular biology
Physical, chemical, mathematical & earth Sciences : Chemistry
http://hdl.handle.net/2268/17335
Aminophosphonic Acids and Aminobis(phosphonic acids) as Potential Inhibitors of Penicillin-Binding Proteins
English
Beck, Josephine [> > > >]
Gharbi, Sonia [> > > >]
Herteg-Fernea, Adriana [> > > >]
Vercheval, Lionel [Université de Liège - ULg > > Centre d'ingénierie des protéines >]
Bebrone, Carine mailto [Université de Liège - ULg > > Centre d'ingénierie des protéines >]
Lassaux, Patricia mailto [Université de Liège - ULg > Département des sciences de la vie > Macromolécules biologiques >]
Zervosen, Astrid mailto [Université de Liège - ULg > > Centre de recherches du cyclotron >]
Marchand-Brynaert, Jacqueline [> > > >]
Jan-2009
European Journal of Organic Chemistry
1
85-97
Yes
International
1434-193X
[en] aminophosphonic acid ; penicillin-binding protein ; beta-lactamase ; inhibitor
[en] Abstract
Aminophosphonic acids and aminobis(phosphonic acids) have been prepared by the alkylation of Schiff bases with methyl bromoacetate or ethyl acrylate. Other pathways, like the modified Pudovik reaction and Kabachnik-Fields reaction, have been considered for the synthesis of the -phosphonic bioisoster of aminocitrate. Partial or complete deprotection of the phosphonate ester have been realised by either acidic hydrolysis or by treatment with trimethylsilyl bromide. Evaluation against penicillin-binding proteins has shown that our compounds are modest inhibitors of class A -lactamases, but have an interesting activity against R39 (D,D-peptidase/carboxypeptidase).
Centre de Recherches du Cyclotron - CRC ; Centre d'Ingénierie des Protéines - CIP
http://hdl.handle.net/2268/17335
10.1002/ejoc.200800812

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