1126-47-2Relevant academic research and scientific papers
Structural characterization of 1,3-propanedithiols that feature carboxylic acids: Homologues of mercury chelating agents
Sattler, Wesley,Palmer, Joshua H.,Bridges, Christy C.,Joshee, Lucy,Zalups, Rudolfs K.,Parkin, Gerard
, p. 268 - 279 (2013/10/08)
The molecular structures of a series of 1,3-propanedithiols that contain carboxylic acid groups, namely rac- and meso-2,4-dimercaptoglutaric acid (H 4DMGA) and 2-carboxy-1,3-propanedithiol (H3DMCP), have been determined by X-ray diffraction. Each compound exhibits two centrosymmetric intermolecular hydrogen bonding interactions between pairs of carboxylic acid groups, which result in a dimeric structure for H3DMCP and a polymeric tape-like structure for rac- and meso-H4DMGA. Significantly, the hydrogen bonding motifs observed for rac- and meso-H 4DMGA are very different to those observed for the 1,2-dithiol, rac-2,3-dimercaptosuccinic acid (rac-H4DMSA), in which the two oxygen atoms of each carboxylic acid group hydrogen bond to two different carboxylic acid groups, thereby resulting in a hydrogen bonded sheet-like structure rather than a tape. Density functional theory calculations indicate that 1,3-dithiolate coordination to mercury results in larger S-Hg-S bond angles than does 1,2-dithiolate coordination, but these angles are far from linear. As such, κ2-S2 coordination of these dithiolate ligands is expected to be associated with mercury coordination numbers of greater than two. In vivo studies demonstrate that both rac-H4DMGA and H 3DMCP reduce the renal burden of mercury in rats, although the compounds are not as effective as either 2,3-dimercaptopropane-1-sulfonic acid (H3DMPS) or meso-H4DMSA.
Localization of low molecular weight 99mTc-labeled dimercaptodicarboxylic acids in kidney tissue
Kubiatowicz,Bolles,Nora,Ithakissios
, p. 621 - 623 (2007/10/08)
Kidney localization of low molecular weight (99m)Tc-dimercaptodicarboxylic acid complexes was examined in mice. The complexes (99m)Tc-dimercaptosuccinic acid, (99m)Tc-dimercaptoglutaric acid, and (99m)Tc-dimercaptoadipic acid were formed by reducing sodium (99m)Tc-pertechnetate with stannous chloride in the presence of 2-10 fold excess ligand at pH 2.5 or 7.5. Kidney specificity decreased as chain length between the mercapto groups increased. Optimum kidney retention occurred with complexes formed at pH 2.5. Complexes prepared at pH 7.5 were rapidly excreted through the urine ad feces. Kidney localization of complexes prepared at one pH was not altered if the pH was later changed.
