Iminodiacetic acid is the organic compound with the formula HN(CH2CO2H)2, often abbreviated to IDA. A white solid, the compound is a dicarboxylic acidamine (the nitrogen atom forms a secondary amino group, not an imino group as the name suggests). The iminodiacetate dianion is a tridentateligand, forming metal complexes by forming two, fused, five membered chelate rings.[1] The proton on the nitrogen atom can be replaced by a carbon atom of a polymer to create an ion-exchange resin, such as chelex 100. Complexes of IDA and EDTA were introduced in the early 1950s by Schwarzenbach.[2]
IDA forms stronger complexes than the bidentate ligand glycine and weaker complexes than the tetradentate ligand nitrilotriacetic acid. It can also act as a bidentate ligand through its two carboxylate groups. Several technetium-99m complexes are used in cholescintigraphy scans (also known as hepatobiliary iminodiacetic acid scans) to evaluate the health and function of the gallbladder.[3][4]
^ abSchmitt, Wolfgang; Jordan, Peter A.; Henderson, Richard K.; Moore, Geoffrey R.; Anson, Christopher E.; Powell, Annie K. (2002). "Synthesis, structures and properties of hydrolytic Al(III) aggregates and Fe(III) analogues formed with iminodiacetate-based chelating ligands". Coordination Chemistry Reviews. 228 (2): 115–126. doi:10.1016/S0010-8545(02)00110-8.
^Hubregtse, Ton; Hanefeld, Ulf; Arends, Isabel W. C. E. (2007). "Stabilizing Factors for Vanadium(IV) in Amavadin". European Journal of Organic Chemistry. 2007 (15): 2413–2422. doi:10.1002/ejoc.200601053.