Dipicolinic acid, 2,6-pyridinedicarboxylic acid is a simple aromatic carboxylic acid that effectively chelate metal ions. A range of isomeric forms exist one of which is formed during the lysine amino acid synthesis. We have been studying the properties of dipicolinic acid as a metal chelator, with specific emphasis on vanadium and other transition metal complexes. The isomeric forms of dipicolinates have different affinity for metals ions and resulting complexes have very different electronic properties. The current investigation probes the membrane compatibility of isomeric forms of dipicolinates.  Because some of the metal complexes penetrate interfaces and others do not, the fundamental properties of the ligands are important to membrane penetration and the effect of the compounds in biological systems.  Studies with 2,3-, 2,4-, 2,5-, 3,5- and 2,6-pyridinedicarboxylic acid in an AOT/isooctane reverse micelles were carried out at a range of pH values, and a range of concentrations and w0 sizes.  Studies with 2,3-, 2,4-, 2,5-, 3,5- and 2,6-pyridinedicarboxylic acid in an AOT/isooctane reverse micelles document that all isomers except for the 3,5-pyridinedicarboxylic acid derives readily penetrate interfaces.

Probing how metal chelating pyridinedicarboxylic acids penetrate model lipid interfaces

245th National Meeting (2013)

The official archive and repository for all ACS Meetings & Expositions abstracts and select posters or presentations.