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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
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
The determination of the stability constant for the iron(II) complex of the biochelator pyridine-2,6-bis(monothiocarboxylic acid).
2003 Apr
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 Aug 22
Spore germination.
2003 Dec
Kinetics and mechanistic studies of anticarcinogenic bisperoxovanadium(V) compounds: ligand substitution reactions at physiological pH and relevance to DNA interactions.
2003 Dec 1
Identification of human glutaminyl cyclase as a metalloenzyme. Potent inhibition by imidazole derivatives and heterocyclic chelators.
2003 Dec 12
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 Dec 15
Native fluorescence and excitation spectroscopic changes in Bacillus subtilis and Staphylococcus aureus bacteria subjected to conditions of starvation.
2003 Jul 1
Self-referencing intensity measurements based on square-wave gated phase-modulation fluorimetry.
2003 May
Bacterial spore germination and protein mobility.
2003 Oct
Laser power dependence of mass spectral signatures from individual bacterial spores in bioaerosol mass spectrometry.
2003 Oct 15
High-performance capillary electrophoresis with indirect UV detection for determination of alpha-galactosides in Leguminosae and Brassicaceae.
2003 Oct 22
An ultrastructural comparison of spores from various strains of Clostridium perfringens and correlations with heat resistance parameters.
2003 Sep 15
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 Sep 16
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 Sep 22
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
Solid state characterization of oligopyridine dicarboxamide helicates.
2004 Apr 21
Copper dipicolinates as peptidomimetic ligands for the Src SH2 domain.
2004 Aug 16
Intensities of calcium dipicolinate and Bacillus subtilis spore Raman spectra excited with 244 nm light.
2004 Dec
Coordination polymers containing 1D channels as selective luminescent probes.
2004 Dec 1
Linear rheology of water-soluble reversible neodymium(III) coordination polymers.
2004 Dec 8
Human glutaminyl cyclase and bacterial zinc aminopeptidase share a common fold and active site.
2004 Feb 10
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 Feb 13
Ammonium exposure and pyruvate affect the amino acid metabolism of bovine blastocysts in vitro.
2004 Jan
Penipratynolene, a novel nematicide from penicillium bilaiae Chalabuda.
2004 Jan
Retention of Cr(III) by high-performance chelation ion chromatography interfaced to inductively-coupled plasma mass spectrometric detection with collision cell.
2004 Jan 23
On-column complexation capillary electrophoretic separation of Fe2+ and Fe3+ using 2,6-pyridinedicarboxylic acid coupled with large-volume sample stacking.
2004 Jan 9
Bis(mu-6-hydroxypicolinato)-mu-oxo-bis[dipyridinemanganese(III)] monohydrate.
2004 Jul
Functional and biochemical characterization of a recombinant Arabidopsis thaliana 3-deoxy-D-manno-octulosonate 8-phosphate synthase.
2004 Jul 1
Toward understanding the ionization of biomarkers from micrometer particles by bio-aerosol mass spectrometry.
2004 Jun
Rapid dipicolinic acid extraction from Bacillus spores detected by surface-enhanced Raman spectroscopy.
2004 Mar
Quantitative spectroscopy analysis of prokaryotic cells: vegetative cells and spores.
2004 Mar 15
New pyridine carboxamide ligands and their complexation to copper(II). X-Ray crystal structures of mono-, di, tri- and tetranuclear copper complexes.
2004 Mar 21
Octanuclear and nonanuclear supramolecular copper(II) complexes with linear "tritopic" ligands: structural and magnetic studies.
2004 Mar 22
Steady-state and frequency-domain lifetime measurements of an activated molecular imprinted polymer imprinted to dipicolinic acid.
2004 May
Selective complexation and transport of europium ions at the interface of vesicles.
2004 May 3
Mid-ultraviolet light-emitting diode detects dipicolinic acid.
2004 Nov
10-membered macrolides from the insect pathogenic fungus Cordyceps militaris BCC 2816.
2004 Nov
Comparison of pressure and heat resistance of Clostridium botulinum and other endospores in mashed carrots.
2004 Nov
Capillary electrophoresis of the major anions and cations in leaf extracts of woody species.
2004 Nov-Dec
Enzymatic determination of zinc in vegetables using apocarbonic anhydrase.
2004 Nov-Dec
Analysis of the germination of spores of Bacillus subtilis with temperature sensitive spo mutations in the spoVA operon.
2004 Oct 1
Characterization of a polysaccharide deacetylase gene homologue (pdaB) on sporulation of Bacillus subtilis.
2004 Sep
Amperometric hydrogen peroxide biosensor based on horseradish peroxidase-labeled nano-Au colloids immobilized on poly(2,6-pyridinedicarboxylic acid) layer by cysteamine.
2004 Sep
Bis(micro-ethyl pyridine-2,6-dicarboxylato)bis[diaquachlorocadmium(II)] dihydrate.
2004 Sep
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 Fri Dec 15 19:05:06 UTC 2023
Edited
by admin
on Fri Dec 15 19:05:06 UTC 2023
Record UNII
UE81S5CQ0G
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
2,6-PYRIDINEDICARBOXYLIC ACID
Systematic Name English
NSC-176
Code English
2,6-DICARBOXYPYRIDINE
INCI  
INCI  
Official Name 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
2,6-DICARBOXYPYRIDINE [INCI]
Common Name English
Classification Tree Code System Code
Food Contact Sustance Notif, (FCN No.) FCN NO. 1094
Created by admin on Fri Dec 15 19:05:06 UTC 2023 , Edited by admin on Fri Dec 15 19:05:06 UTC 2023
Food Contact Sustance Notif, (FCN No.) FCN NO. 1025
Created by admin on Fri Dec 15 19:05:06 UTC 2023 , Edited by admin on Fri Dec 15 19:05:06 UTC 2023
Food Contact Sustance Notif, (FCN No.) FCN NO. 1035
Created by admin on Fri Dec 15 19:05:06 UTC 2023 , Edited by admin on Fri Dec 15 19:05:06 UTC 2023
Code System Code Type Description
DRUG BANK
DB04267
Created by admin on Fri Dec 15 19:05:06 UTC 2023 , Edited by admin on Fri Dec 15 19:05:06 UTC 2023
PRIMARY
NSC
176
Created by admin on Fri Dec 15 19:05:06 UTC 2023 , Edited by admin on Fri Dec 15 19:05:06 UTC 2023
PRIMARY
FDA UNII
UE81S5CQ0G
Created by admin on Fri Dec 15 19:05:06 UTC 2023 , Edited by admin on Fri Dec 15 19:05:06 UTC 2023
PRIMARY
CHEBI
46837
Created by admin on Fri Dec 15 19:05:06 UTC 2023 , Edited by admin on Fri Dec 15 19:05:06 UTC 2023
PRIMARY
WIKIPEDIA
DIPICOLINIC ACID
Created by admin on Fri Dec 15 19:05:06 UTC 2023 , Edited by admin on Fri Dec 15 19:05:06 UTC 2023
PRIMARY
EPA CompTox
DTXSID7022043
Created by admin on Fri Dec 15 19:05:06 UTC 2023 , Edited by admin on Fri Dec 15 19:05:06 UTC 2023
PRIMARY
ECHA (EC/EINECS)
207-894-3
Created by admin on Fri Dec 15 19:05:06 UTC 2023 , Edited by admin on Fri Dec 15 19:05:06 UTC 2023
PRIMARY
PUBCHEM
10367
Created by admin on Fri Dec 15 19:05:06 UTC 2023 , Edited by admin on Fri Dec 15 19:05:06 UTC 2023
PRIMARY
CAS
499-83-2
Created by admin on Fri Dec 15 19:05:06 UTC 2023 , Edited by admin on Fri Dec 15 19:05:06 UTC 2023
PRIMARY