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Details

Stereochemistry ACHIRAL
Molecular Formula C7H5NO4
Molecular Weight 167.1189
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 2,6-PYRIDINEDICARBOXYLIC ACID

SMILES

OC(=O)C1=CC=CC(=N1)C(O)=O

InChI

InChIKey=WJJMNDUMQPNECX-UHFFFAOYSA-N
InChI=1S/C7H5NO4/c9-6(10)4-2-1-3-5(8-4)7(11)12/h1-3H,(H,9,10)(H,11,12)

HIDE SMILES / InChI

Molecular Formula C7H5NO4
Molecular Weight 167.1189
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

2,6-Pyridinedicarboxylic acid (PDC, Dipicolinic acid) is a major component of bacterial endospores, comprising 5-15% of the spore dry weight, and is important for spore stability and resistance properties. 2,6-Pyridinedicarboxylic acid and its derivatives are introduced as a new sensitizer system for enzyme-amplified lanthanide luminescence (EALL), a detection scheme for bioassays, which combines enzymatic amplification with time-resolved luminescence measurements of lanthanide chelates.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
7.8 µM [IC50]
41.6 µM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Capillary electrophoresis of the major anions and cations in leaf extracts of woody species.
2004-12-15
Enzymatic determination of zinc in vegetables using apocarbonic anhydrase.
2004-12-15
Linear rheology of water-soluble reversible neodymium(III) coordination polymers.
2004-12-08
Coordination polymers containing 1D channels as selective luminescent probes.
2004-12-01
Intensities of calcium dipicolinate and Bacillus subtilis spore Raman spectra excited with 244 nm light.
2004-12
Mid-ultraviolet light-emitting diode detects dipicolinic acid.
2004-11
10-membered macrolides from the insect pathogenic fungus Cordyceps militaris BCC 2816.
2004-11
Comparison of pressure and heat resistance of Clostridium botulinum and other endospores in mashed carrots.
2004-11
Analysis of the germination of spores of Bacillus subtilis with temperature sensitive spo mutations in the spoVA operon.
2004-10-01
Characterization of a polysaccharide deacetylase gene homologue (pdaB) on sporulation of Bacillus subtilis.
2004-09
Amperometric hydrogen peroxide biosensor based on horseradish peroxidase-labeled nano-Au colloids immobilized on poly(2,6-pyridinedicarboxylic acid) layer by cysteamine.
2004-09
Bis(micro-ethyl pyridine-2,6-dicarboxylato)bis[diaquachlorocadmium(II)] dihydrate.
2004-09
Copper dipicolinates as peptidomimetic ligands for the Src SH2 domain.
2004-08-16
Functional and biochemical characterization of a recombinant Arabidopsis thaliana 3-deoxy-D-manno-octulosonate 8-phosphate synthase.
2004-07-01
Bis(mu-6-hydroxypicolinato)-mu-oxo-bis[dipyridinemanganese(III)] monohydrate.
2004-07
Toward understanding the ionization of biomarkers from micrometer particles by bio-aerosol mass spectrometry.
2004-06
Selective complexation and transport of europium ions at the interface of vesicles.
2004-05-03
Steady-state and frequency-domain lifetime measurements of an activated molecular imprinted polymer imprinted to dipicolinic acid.
2004-05
Solid state characterization of oligopyridine dicarboxamide helicates.
2004-04-21
Octanuclear and nonanuclear supramolecular copper(II) complexes with linear "tritopic" ligands: structural and magnetic studies.
2004-03-22
New pyridine carboxamide ligands and their complexation to copper(II). X-Ray crystal structures of mono-, di, tri- and tetranuclear copper complexes.
2004-03-21
Quantitative spectroscopy analysis of prokaryotic cells: vegetative cells and spores.
2004-03-15
Rapid dipicolinic acid extraction from Bacillus spores detected by surface-enhanced Raman spectroscopy.
2004-03
Speciation of inorganic and methylated arsenic compounds by capillary zone electrophoresis with indirect UV detection. Application to the analysis of alkali extracts of As2S2 (realgar) and As2S3 (orpiment).
2004-02-13
Human glutaminyl cyclase and bacterial zinc aminopeptidase share a common fold and active site.
2004-02-10
Retention of Cr(III) by high-performance chelation ion chromatography interfaced to inductively-coupled plasma mass spectrometric detection with collision cell.
2004-01-23
On-column complexation capillary electrophoretic separation of Fe2+ and Fe3+ using 2,6-pyridinedicarboxylic acid coupled with large-volume sample stacking.
2004-01-09
Ammonium exposure and pyruvate affect the amino acid metabolism of bovine blastocysts in vitro.
2004-01
Penipratynolene, a novel nematicide from penicillium bilaiae Chalabuda.
2004-01
Effect of microwave radiation on Bacillus subtilis spores.
2004
Treatment with oxidizing agents damages the inner membrane of spores of Bacillus subtilis and sensitizes spores to subsequent stress.
2004
Mechanisms of Bacillus subtilis spore resistance to and killing by aqueous ozone.
2004
Mechanisms of killing of Bacillus subtilis spores by Decon and Oxone, two general decontaminants for biological agents.
2004
Coexistence of water dimer and hexamer clusters in 3D metal-organic framework structures of Ce(III) and Pr(III) with pyridine-2,6-dicarboxylic acid.
2003-12-15
Identification of human glutaminyl cyclase as a metalloenzyme. Potent inhibition by imidazole derivatives and heterocyclic chelators.
2003-12-12
Kinetics and mechanistic studies of anticarcinogenic bisperoxovanadium(V) compounds: ligand substitution reactions at physiological pH and relevance to DNA interactions.
2003-12-01
Spore germination.
2003-12
High-performance capillary electrophoresis with indirect UV detection for determination of alpha-galactosides in Leguminosae and Brassicaceae.
2003-10-22
Laser power dependence of mass spectral signatures from individual bacterial spores in bioaerosol mass spectrometry.
2003-10-15
Bacterial spore germination and protein mobility.
2003-10
Reactions of the dirhenium(II) complex Re2Cl4(mu-dppm)2 with pyridinecarboxylic acids. Examples of bidentate O,O versus N,O coordination and tridentate O,N,O coordination and structural isomers that contain the pyridine-2,6-dicarboxylate ligand.
2003-09-22
The three-dimensional structures of the Mycobacterium tuberculosis dihydrodipicolinate reductase-NADH-2,6-PDC and -NADPH-2,6-PDC complexes. Structural and mutagenic analysis of relaxed nucleotide specificity.
2003-09-16
An ultrastructural comparison of spores from various strains of Clostridium perfringens and correlations with heat resistance parameters.
2003-09-15
Analysis of carboxylic acid metabolites from the tricarboxylic acid cycle in Bacillus subtilis cell extract by capillary electrophoresis using an indirect photometric detection method.
2003-08-22
Native fluorescence and excitation spectroscopic changes in Bacillus subtilis and Staphylococcus aureus bacteria subjected to conditions of starvation.
2003-07-01
Self-referencing intensity measurements based on square-wave gated phase-modulation fluorimetry.
2003-05
The determination of the stability constant for the iron(II) complex of the biochelator pyridine-2,6-bis(monothiocarboxylic acid).
2003-04
Fluorescence assays for liposome fusion.
2003
Germination of spores of Bacillus subtilis with dodecylamine.
2003
Mechanisms of killing of Bacillus subtilis spores by hypochlorite and chlorine dioxide.
2003
Patents

Sample Use Guides

Unknown
Route of Administration: Other
Amino acid appearance/disappearance 'profiles' of single bovine blastocysts were determined at 0, 1.25 and 2.5 mM NH(4)Cl (with or without 0.33 mM pyruvate), and with or without 10 mM dipicolinic acid (DPCA; a glutamate dehydrogenase (GLDH) inhibitor) or 2 mM amino-oxyacetate (AOA; a transaminase inhibitor).
Substance Class Chemical
Created
by admin
on Mon Mar 31 19:31:50 GMT 2025
Edited
by admin
on Mon Mar 31 19:31:50 GMT 2025
Record UNII
UE81S5CQ0G
Record Status Validated (UNII)
Record Version
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Name Type Language
2,6-DICARBOXYPYRIDINE
INCI  
INCI  
Preferred Name English
2,6-PYRIDINEDICARBOXYLIC ACID
Systematic Name English
NSC-176
Code English
2,6-DIPICLINIC ACID
Common Name English
2,6-DIPICOLINIC ACID
Common Name English
6-CARBOXYPICOLINIC ACID
Systematic Name English
DIPICOLINIC ACID
Common Name English
Classification Tree Code System Code
Food Contact Sustance Notif, (FCN No.) FCN NO. 1094
Created by admin on Mon Mar 31 19:31:50 GMT 2025 , Edited by admin on Mon Mar 31 19:31:50 GMT 2025
Food Contact Sustance Notif, (FCN No.) FCN NO. 1025
Created by admin on Mon Mar 31 19:31:50 GMT 2025 , Edited by admin on Mon Mar 31 19:31:50 GMT 2025
Food Contact Sustance Notif, (FCN No.) FCN NO. 1035
Created by admin on Mon Mar 31 19:31:50 GMT 2025 , Edited by admin on Mon Mar 31 19:31:50 GMT 2025
Code System Code Type Description
DRUG BANK
DB04267
Created by admin on Mon Mar 31 19:31:50 GMT 2025 , Edited by admin on Mon Mar 31 19:31:50 GMT 2025
PRIMARY
NSC
176
Created by admin on Mon Mar 31 19:31:50 GMT 2025 , Edited by admin on Mon Mar 31 19:31:50 GMT 2025
PRIMARY
FDA UNII
UE81S5CQ0G
Created by admin on Mon Mar 31 19:31:50 GMT 2025 , Edited by admin on Mon Mar 31 19:31:50 GMT 2025
PRIMARY
CHEBI
46837
Created by admin on Mon Mar 31 19:31:50 GMT 2025 , Edited by admin on Mon Mar 31 19:31:50 GMT 2025
PRIMARY
WIKIPEDIA
DIPICOLINIC ACID
Created by admin on Mon Mar 31 19:31:50 GMT 2025 , Edited by admin on Mon Mar 31 19:31:50 GMT 2025
PRIMARY
EPA CompTox
DTXSID7022043
Created by admin on Mon Mar 31 19:31:50 GMT 2025 , Edited by admin on Mon Mar 31 19:31:50 GMT 2025
PRIMARY
ECHA (EC/EINECS)
207-894-3
Created by admin on Mon Mar 31 19:31:50 GMT 2025 , Edited by admin on Mon Mar 31 19:31:50 GMT 2025
PRIMARY
PUBCHEM
10367
Created by admin on Mon Mar 31 19:31:50 GMT 2025 , Edited by admin on Mon Mar 31 19:31:50 GMT 2025
PRIMARY
CAS
499-83-2
Created by admin on Mon Mar 31 19:31:50 GMT 2025 , Edited by admin on Mon Mar 31 19:31:50 GMT 2025
PRIMARY