Article (Scientific journals)
Aminophosphonic Acids and Aminobis(phosphonic acids) as Potential Inhibitors of Penicillin-Binding Proteins
Beck, Josephine; Gharbi, Sonia; Herteg-Fernea, Adriana et al.
2009In European Journal of Organic Chemistry, (1), p. 85-97
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Keywords :
aminophosphonic acid; penicillin-binding protein; beta-lactamase; inhibitor
Abstract :
[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).
Research center :
GIGA CRC (Cyclotron Research Center) In vivo Imaging-Aging & Memory - ULiège
CIP - Centre d'Ingénierie des Protéines - ULiège
Disciplines :
Biochemistry, biophysics & molecular biology
Chemistry
Author, co-author :
Beck, Josephine
Gharbi, Sonia
Herteg-Fernea, Adriana
Vercheval, Lionel ;  Université de Liège - ULiège > Centre d'ingénierie des protéines
Bebrone, Carine ;  Université de Liège - ULiège > Centre d'ingénierie des protéines
Lassaux, Patricia ;  Université de Liège - ULiège > Département des sciences de la vie > Macromolécules biologiques
Zervosen, Astrid ;  Université de Liège - ULiège > Centre de recherches du cyclotron
Marchand-Brynaert, Jacqueline
Language :
English
Title :
Aminophosphonic Acids and Aminobis(phosphonic acids) as Potential Inhibitors of Penicillin-Binding Proteins
Publication date :
January 2009
Journal title :
European Journal of Organic Chemistry
ISSN :
1434-193X
eISSN :
1099-0690
Publisher :
John Wiley & Sons, United Kingdom
Issue :
1
Pages :
85-97
Peer reviewed :
Peer Reviewed verified by ORBi
Available on ORBi :
since 23 July 2009

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