2,6-Pyridinedicarboxylic acid

2,6-Pyridinedicarboxylic acid

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2,6-Pyridinedicarboxylic acid
Category Others
Catalog number BBF-03886
CAS 499-83-2
Molecular Weight 167.12
Molecular Formula C7H5NO4
Purity > 95 % by HPLC

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Description

An amphoteric polar metabolite produced by many bacterial and fungal species.

Specification

Synonyms Dipicolinic Acid
Storage Store at -20 ℃
IUPAC Name pyridine-2,6-dicarboxylic acid
Canonical SMILES C1=CC(=NC(=C1)C(=O)O)C(=O)O
InChI InChI=1S/C7H5NO4/c9-6(10)4-2-1-3-5(8-4)7(11)12/h1-3H,(H,9,10)(H,11,12)
InChI Key WJJMNDUMQPNECX-UHFFFAOYSA-N
Source Beauveria sp.

Properties

Appearance White solid
Application Permitted for use as an inert ingredient in non-food pesticide products.
Boiling Point 463.7 ℃ at 760 mmHg
Melting Point 248-250 ℃ (dec.)(lit.)
Flash Point 188ºC
Density 1.551 g/cm3
Solubility Soluble in ethanol, methanol, DMF, DMSO
LogP 0.47800

Reference Reading

1. On-column complexation of metal ions using 2,6-pyridinedicarboxylic acid and separation of their anionic complexes by capillary electrophoresis with direct UV detection
Ravendra Naidu, Zuliang Chen J Chromatogr A . 2002 Aug 9;966(1-2):245-51. doi: 10.1016/s0021-9673(02)00741-0.
On-column complexation of metal ions with 2,6-pyridinedicarboxylate (2,6-PDC) to form anionic complexes enabled their separation by capillary zone electrophoresis with direct UV detection at 214 nm. Nine metal ions, Cu2+, Zn2+, Ni2+, Cd2+ Mn2+, Pb2+, Fe3+, Al3+ and Ca2+, were determined in less than 7 min using 10 mM 2.6-PDC solution containing 0.75 mM tetradecyltrimethylammonium bromide at pH 4.0. Satisfactory working ranges (20-300 microM), detection limits (3-10 microM) and good repeatability of the peak areas (RSD 2.1-4.2%, n=5) were obtained using hydrodynamic injection (30 s). The proposed method was used successfully for the determination of Mn2+, Fe3+, Al3+ and Ca2+ in groundwaters.
2. Electrochemical DNA biosensor based on poly(2,6-pyridinedicarboxylic acid) modified glassy carbon electrode for the determination of anticancer drug gemcitabine
Bülent Zeybek, Gözde Aydoğdu Tığ, Şule Pekyardımcı Talanta . 2016 Jul 1;154:312-21. doi: 10.1016/j.talanta.2016.03.049.
In this study, a simple methodology was used to develop a new electrochemical DNA biosensor based on poly(2,6-pyridinedicarboxylic acid) (P(PDCA)) modified glassy carbon electrode (GCE). This modified electrode was used to monitor for the electrochemical interaction between the dsDNA and gemcitabine (GEM) for the first time. A decrease in oxidation signals of guanine after the interaction of the dsDNA with the GEM was used as an indicator for the selective determination of the GEM via differential pulse voltammetry (DPV). The guanine oxidation peak currents were linearly proportional to the concentrations of the GEM in the range of 1-30mgL(‒1). Limit of detection (LOD) and limit of quantification (LOQ) were found to be 0.276mgL(‒1) and 0.922mgL(‒1), respectively. The reproducibility, repeatability, and applicability of the analysis to pharmaceutical dosage forms and human serum samples were also examined. In addition to DPV method, UV-vis and viscosity measurements were utilized to propose the interaction mechanism between the GEM and the dsDNA. The novel DNA biosensor could serve for sensitive, accurate and rapid determination of the GEM.
3. On-column complexation capillary electrophoretic separation of Fe2+ and Fe3+ using 2,6-pyridinedicarboxylic acid coupled with large-volume sample stacking
Ravendra Naidu, ZuLiang Chen J Chromatogr A . 2004 Jan 9;1023(1):151-7. doi: 10.1016/j.chroma.2003.10.002.
On-column complexation of Fe2+ and Fe3+ with 2,6-pyridinedicarboxylic acid (2,6-PDCA) formed anionic complexes, which were then separated by capillary zone electrophoresis with direct UV detection at 214 nm. To achieve reasonable separation selectivity and on-column complexation, the conditions such as pH, the concentration of 2,6-PCDA and the EOF modifiers in the electrolyte were examined. The electrolyte contained 5.0 mM 2,6-PDCA, 0.25 mM tetradecyltrimethlammonium bromide (TTAB) and 5% (v/v) acetonitrile at pH 4.0 was optimised for on-column complexation and the separation of Fe[PCDA]2(2-) and Fe[PCDA]2(-). To enhance the detection sensitivity, large-volume sample stacking (LVSS) was used for the on-line preconcentration of Fe[PCDA]2(2-) and Fe[PCDA]2(-). Under the optimised conditions, satisfactory working ranges (0.5-50 microM), lower detection limits (less than 0.1 microM) and good repeatability of the peak areas (R.S.D.: 5.2-7.8%, n = 5) was achieved using LVSS (300 s). With LVSS, the detection sensitivity was enhanced more than 50-fold compared to conventional hydrodynamic injection. The proposed method was used successfully for the determination of Fe2+ and Fe3+ in water samples.

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