Monoamide Derivatives of EDTA Incorporating Pendent Carboxylates or Pyridyls: Synthesis, Metal Binding, and Crystal Structure of a Dinuclear Ca2+ Complex Featuring Bridging Na+ Ions
EDTA is a powerful, cheap and widely-used chelating unit for a large range of metal ions. To link it covalently to other molecules, the formation of an amide bond using one of the carboxylates is an attractive and simple approach, even though it may compromise metal ion binding as one of the four carboxylate donors is lost. Here we undertake a quantitative study of the metal ion binding of two new mono-amide derivatives of EDTA, namely AmGly1 and AmPy1, featuring an additional coordinating carboxylate or pyridyl group in the amide, respectively. The compounds are conveniently synthesised through alkylation of the tris-t-butyl ester of ethylenediamine-triacetic acid with the appropriate α-ch…
On the Antibacterial Activity of Azacarboxylate Ligands: Lowered Metal Ion Affinities for Bis-amide Derivatives of EDTA do not mean Reduced Activity.
EDTA is widely used as an inhibitor of bacterial growth, affecting the uptake and control of metal ions by microorganisms. We describe the synthesis and characterisation of two symmetrical bis-amide derivatives of EDTA, featuring glycyl or pyridyl substituents: AmGly2 and AmPy2 . Metal ion affinities (logK) have been evaluated for a range of metals (Mg2+ , Ca2+ , Fe3+ , Mn2+ , Zn2+ ), revealing less avid binding compared to EDTA. The solid-state structures of AmGly2 and of its Mg2+ complex have been determined crystallographically. The latter shows an unusual 7-coordinate, capped octahedral Mg2+ centre. The antibacterial activities of the two ligands and of EDTA have been evaluated against …
CCDC 1814350: Experimental Crystal Structure Determination
Related Article: Raminder S. Mulla, Marikka S. Beecroft, Robert Pal, Juan A. Aguilar, Javier Pitarch‐Jarque, Enrique García‐España, Elena Lurie‐Luke, Gary J. Sharples, J. A. Gareth Williams|2018|Chem.-Eur.J.|24|7137|doi:10.1002/chem.201800026
CCDC 1814351: Experimental Crystal Structure Determination
Related Article: Raminder S. Mulla, Marikka S. Beecroft, Robert Pal, Juan A. Aguilar, Javier Pitarch‐Jarque, Enrique García‐España, Elena Lurie‐Luke, Gary J. Sharples, J. A. Gareth Williams|2018|Chem.-Eur.J.|24|7137|doi:10.1002/chem.201800026
CCDC 1508045: Experimental Crystal Structure Determination
Related Article: Raminder S. Mulla, Javier Pitarch-Jarque, Enrique García-España, Tanya Desa, Elena Lurie-Luke, J. A. Gareth Williams|2017|Chem. Sel.|2|5045|doi:10.1002/slct.201700995
CCDC 1508044: Experimental Crystal Structure Determination
Related Article: Raminder S. Mulla, Javier Pitarch-Jarque, Enrique García-España, Tanya Desa, Elena Lurie-Luke, J. A. Gareth Williams|2017|Chem. Sel.|2|5045|doi:10.1002/slct.201700995
CCDC 1814349: Experimental Crystal Structure Determination
Related Article: Raminder S. Mulla, Marikka S. Beecroft, Robert Pal, Juan A. Aguilar, Javier Pitarch‐Jarque, Enrique García‐España, Elena Lurie‐Luke, Gary J. Sharples, J. A. Gareth Williams|2018|Chem.-Eur.J.|24|7137|doi:10.1002/chem.201800026