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DPA (DIPICOLINIC ACID)

CAS Number :  499-83-2 
EC Number  :  207-894-3
ECHA InfoCard    :  100.007.178 
PubChem CID    :  10367
ChemSpider    :  9940 
ChEMBL            :  ChEMBL284104 
Chemical formula :   C7H5NO4
Molar mass     :   167.120 g·mol−1
Melting point     :   248 to 250 °C 

Preferred IUPAC name :
-Pyridine-2,6-dicarboxylic acid

Other names :
-2,6-Pyridinedicarboxylic acid

DPA (Dipicolinic acid)  (pyridine-2,6-dicarboxylic acid or PDC and DPA) is a chemical compound which plays a role in the heat resistance of bacterial endospores. 
DPA (Dipicolinic acid)  is also used to prepare dipicolinato ligated lanthanide and transition metal complexes for ion chromatography.

Biological role of DPA (Dipicolinic acid) 
DPA (Dipicolinic acid)  composes 5% to 15% of the dry weight of bacterial spores.
DPA (Dipicolinic acid)  has been implicated as responsible for the heat resistance of the endospore,although mutants resistant to heat but lacking dipicolinic acid have been isolated, suggesting other mechanisms contributing to heat resistance are at work.
Two genera of bacterial pathogens are known to produce endospores: the aerobic Bacillus and anaerobic Clostridium.

DPA (Dipicolinic acid)  forms a complex with calcium ions within the endospore core. 
This complex binds free water molecules, causing dehydration of the spore. 
As a result, the heat resistance of macromolecules within the core increases. 
The calcium-dipicolinic acid complex also functions to protect DNA from heat denaturation by inserting itself between the nucleobases, thereby increasing the stability of DNA.

The high concentration of DPA (Dipicolinic acid)  in and specificity to bacterial endospores has long made it a prime target in analytical methods for the detection and measurement of bacterial endospores. 
A particularly important development in this area was the demonstration by Rosen et al. of an assay for DPA based on photoluminescence in the presence of terbium,although this phenomenon was first investigated for using DPA in an assay for terbium by Barela and Sherry.
Extensive subsequent work by numerous scientists has elaborated on and further developed this approach.

Environmental behavior of DPA (Dipicolinic acid)
Simple substituted pyridines vary significantly in environmental fate characteristics, such as volatility, adsorption, and biodegradation.
DPA (Dipicolinic acid) is among the least volatile, least adsorbed by soil, and most rapidly degraded of the simple pyridines.
A number of studies have confirmed DPA (Dipicolinic acid) is biodegradable in aerobic and anaerobic environments, which is consistent with the widespread occurrence of the compound in nature. With a high solubility (5g/liter) and limited sorption (estimated Koc = 1.86), utilization of dipicolinic acid as a growth substrate by microorganisms is not limited by bioavailability in nature.

DPA (Dipicolinic acid) is a pyridinedicarboxylic acid carrying two carboxy groups at positions 2 and 6. 
DPA (Dipicolinic acid) has a role as a bacterial metabolite. 
DPA (Dipicolinic acid) is a conjugate acid of a dipicolinate(1-).

DPA (Dipicolinic acid) is used in the preparation of dipicolinate ligated lanthanide and transition metal complexes. 
DPA (Dipicolinic acid) acts as a chelating agent for chromium, zinc, manganese, copper, iron and molybdenum. 
DPA (Dipicolinic acid)s calcium-dipcolinic acid complex is used to protect deoxyribonucleic acid (DNA) from heat denaturation which enhances the DNA stability. 
DPA (Dipicolinic acid) plays an important role as a marker for the effectiveness of sterilization.

DPA (Dipicolinic acid) is a chemical compound that causes the heat resistance of the endospore. 
The bacteria anaerobic Clostridium and aerobic Bacillus are known to produce endospores. 
DPA (Dipicolinic acid) is also used to prepare lanthanide and transition metal complexes for ion chromatography. 
Ungraded products supplied by Spectrum are indicative of a grade suitable for general industrial use or research purposes and typically are not suitable for human consumption or therapeutic use.

USES of DPA (Dipicolinic acid)
-Includes food packaging, paper plates, cutlery, small appliances such as roasters, etc.; does not include facilities that manufacture food 
-Type of pesticide used to destroy or inhibit the growth of disease-causing mechanisms, can be impregnated into clothing        
-Inert ingredients in a pesticide        
-Includes preservatives used in cosmetics, film, wood preserving agents, foods, etc (note food preservatives are also indicated as food_additive)

DPA (Dipicolinic acid)s are used as solvents and starting material for the synthesis of target compounds such as insecticides, herbicides, medicines, vitamins, food flavorings, feed additives, dyes, rubber chemicals, explosives, disinfectants, and adhesives.
DPA (Dipicolinic acid) is also used as a denaturant for antifreeze mixtures, as a dyeing assistant in textiles and in fungicides.
DPA (Dipicolinic acid)s are biologically important components of nucleic acids (DNA, RNA) and coenzymes. 
Some pyridine system is active in the metabolism in the body. 
Certain nitrogenous plant products also have pyridine class compounds. 
They can be the parent compound of many drugs, including the barbiturates.

DPA (Dipicolinic acid) (pyridine-2,6-dicarboxylic acid or PDC and DPA) is a chemical compound which plays a role in the heat resistance of bacterial endospores. 
DPA (Dipicolinic acid) is also used to prepare dipicolinato ligated lanthanide and transition metal complexes for ion chromatography.
2, 6-Pyridinedicarboxylic acid (dipicolinic acid) is a widely used building block in co-ordination and supramolecular chemistry. 
The author of this book discusses the co-ordination chemistry of several metal complexes with dipicolinic acid, Dipicolinic acids analogues, and derivatives as ligands.
DPA (Dipicolinic acid) is a multi-functional agent for cosmetics, antimicrobial products, detergents, and functional polymers. 

DPA (Dipicolinic acid) is a chemical compound which composes 5% to 15% of the dry weight of bacterial spores. 
DPA (Dipicolinic acid) forms a complex with calcium ions within the endospore core. 
This complex binds free water molecules, causing dehydration of the spore. 
As a result, the heat resistance of macromolecules within the core increases. 
The calcium-dipicolinic acid complex also functions to protect DNA from heat denaturation by inserting itself between the nucleobases, thereby increasing the stability of DNA. 
DPA (Dipicolinic acid) is also used to prepare transition metal complexes for ion chromatography.

DPA (Dipicolinic acid) is a major constituent of bacterial endospores and the thermal resistance of spores is closely correlated with their calcium dipicolinate content. 


First Aid Measures of DPA (Dipicolinic acid)

Ingestion :
Never give anything by mouth to an unconscious person. 
Get medical aid immediately. 
Do NOT induce vomiting. 
If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or water.

Inhalation :
Get medical aid immediately. 
Remove from exposure to fresh air immediately. 
If not breathing, give artificial respiration. 
If breathing is difficult, give oxygen.

Skin :
Get medical aid immediately. 
Flush skin with plenty of soap and water for at least 15 minutes while removing contaminated clothing and shoes. 
Wash clothing before reuse.

Eyes :
Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. 
Get medical aid immediately.


Handling and Storage    

Storage :
Store in a cool, dry place. Keep container closed when not in use.


Handling :
Wash thoroughly after handling. 
Remove contaminated clothing and wash before reuse. 
Use only in a well ventilated area. 
Avoid contact with eyes, skin, and clothing. 
Keep container tightly closed.
Avoid ingestion and inhalation.

Substance identity

EC / List no.: 207-894-3
CAS no.: 499-83-2
Mol. formula: C7H5NO4

Hazard classification & labelling of DPA (Dipicolinic acid) 
Danger! According to the classification provided by companies to ECHA in REACH registrations this substance causes severe skin burns and eye damage, causes serious eye damage and may cause respiratory irritation.

About DPA (Dipicolinic acid) 
DPA (Dipicolinic acid)  is registered under the REACH Regulation and is manufactured in and / or imported to the European Economic Area, at ≥ 10 to < 100 tonnes per annum.
DPA (Dipicolinic acid)  is used by consumers, by professional workers (widespread uses), in formulation or re-packing, at industrial sites and in manufacturing.

Consumer Uses of DPA (Dipicolinic acid) 
DPA (Dipicolinic acid)  is used in the following products: cosmetics and personal care products, biocides (e.g. disinfectants, pest control products) and washing & cleaning products.
Other release to the environment of DPA (Dipicolinic acid)  is likely to occur from: indoor use as processing aid.

Article service life of DPA (Dipicolinic acid) 
ECHA has no public registered data on the routes by which DPA (Dipicolinic acid)  is most likely to be released to the environment. 
ECHA has no public registered data indicating whether or into which articles the substance might have been processed.

Widespread uses by professional workers of DPA (Dipicolinic acid) 
DPA (Dipicolinic acid)  is used in the following products: cosmetics and personal care products.
ECHA has no public registered data on the types of manufacture using DPA (Dipicolinic acid) . 
Other release to the environment of DPA (Dipicolinic acid)  is likely to occur from: indoor use as processing aid.

Formulation or re-packing of DPA (Dipicolinic acid) 
DPA (Dipicolinic acid)  is used in the following products: biocides (e.g. disinfectants, pest control products), paper chemicals and dyes, pharmaceuticals and cosmetics and personal care products. 
Release to the environment of DPA (Dipicolinic acid)  can occur from industrial use: formulation of mixtures and formulation in materials.

Uses at industrial sites of DPA (Dipicolinic acid)
DPA (Dipicolinic acid) is used in the following products: pharmaceuticals.
DPA (Dipicolinic acid) is used for the manufacture of: chemicals.
Release to the environment of DPA (Dipicolinic acid) can occur from industrial use: in processing aids at industrial sites, in the production of articles, as an intermediate step in further manufacturing of another substance (use of intermediates), as processing aid, for thermoplastic manufacture, as processing aid and of substances in closed systems with minimal release.

Manufacture of DPA (Dipicolinic acid)
Release to the environment of DPA (Dipicolinic acid) can occur from industrial use: manufacturing of the substance.


Synonyms :
Pyridine-2,6-dicarboxylic acid
pyridine-2,6-dicarboxylic acid
2,6-PYRIDINEDICARBOXYLIC ACID
2,6-Pyridinedicarboxylic Acid
2,6-Pyridinedicarboxylic AcidPyridin-2,6-dicarbonsäurePyridine-2,6-dicarboxylic Acid
Dipicolinic acid
Pyridin-2,6-dicarbonsäure
Pyridine-2,6-dicarboxylic Acid
Pyridine-2,6-dicarboxylic acid
pyridine-2,6-dicarboxylic acid
2,6-DIPICOLINIC ACID
Dipicolinic acid
499-83-2
2,6-Pyridinedicarboxylic acid
499-83-2
PYRIDINE-2,6-DICARBOXYLIC ACID
Dipicolinic acid
2,6-Dipicolinic acid
Dipicolinate
2,6-Dicarboxypyridine
MFCD00006299
2,6-pyridinedicarboxylate
UE81S5CQ0G
CHEMBL284104
CHEBI:46837
2,6-Pyridinedicarboxylic acid, 99%
NSC 176
EINECS 207-894-3
UNII-UE81S5CQ0G
2,6-pyridine dicarboxylic acid
pyridine-2
pydcH2
4ih3
pyridine carboxylate, 6d
DSSTox_CID_2043
DSSTox_RID_76466
2,6-pyridinedicarboxylic acid (dipicolinic acid)
DSSTox_GSID_22043
Oprea1_533632
SCHEMBL34595
MLS000080748
pyridine-2,6-dicarboxlic acid
IFLab1_001781
NSC176
DTXSID7022043
BDBM26116
2,6-DI-CARBOXY-PYRIDINE
NSC-176
Pyridinedicarboxylic acid-(2,6)
HMS1417A21
HMS2231H20
ZINC105246
ACT07463
Tox21_301129
AC-704
BBL012080
CCG-44216
CL0252
STK092939
PYRIDINE-2,6-DICARBOXYLICACID
AKOS000112829
AM82010
DB04267
PS-8736
NCGC00071864-02
NCGC00255028-01
CAS-499-83-2
SMR000034075
SY001460
DB-015930
A7431
CS-0016012
EU-0033484
FT-0610741
P0554
Q417164
2,6-Pyridinedicarboxylic acid-2,6-dipicolinic acid
SR-01000600024-2
W-105996
L-042,134
Z57202012
B63A70CE-B9AB-4EA2-834A-6C7634226BB0
F0451-0137
2,6-Pyridinedicarboxylic acid, for ion chromatography, >=99.5% (T)
2,6-Pyridinedicarboxylic acid concentrate, 0.02 M C7H5NO4 in water (0.04N), for ion chromatography, eluent concentrate
131629 [Beilstein]
2,6-Dipicolinic acid
2,6-Pyridindicarbonsäure [German] [ACD/IUPAC Name]
2,6-PYRIDINE DICARBOXYLIC ACID
2,6-Pyridinedicarboxylic acid [ACD/Index Name] [ACD/IUPAC Name]
207-894-3 [EINECS]
499-83-2 [RN]
Acide 2,6-pyridinedicarboxylique [French] [ACD/IUPAC Name]
acide pyridine-2,6-dicarboxylique [French]
Dipicolinic acid [Wiki]
DPA
DPAC
Pyridine-2,6-dicarboxylic acid
T6NJ BVQ FVQ [WLN]
UE81S5CQ0G
[499-83-2] [RN]
2, 6-Pyridinedicarboxylic acid
2,6-Dicarboxypyridine
2,6-DI-CARBOXY-PYRIDINE
2,6-Pyridine-Dicarboxylic Acid
2,6-Pyridinedicarboxylic acid (Dipicolinic acid)
2,6-Pyridinedicarboxylic Acid (en)
2,6-Pyridinedicarboxylic acid concentrate
2.6-???????????????
2.6-吡啶二甲酸 [Chinese]
95-68-1 [RN]
ARONIS021542
BR-49834
CHEBI:46837
EINECS 207-894-3
L-042,134
MFCD00474575
Oprea1_533632
PDC
PS-8736
PY-7340
pyridine-2,6-dicarboxlic acid????????????
Pyridine-2,6-dicarboxylic acid|2,6-Dipicolinic acid
SR-01000600024-2
UNII:UE81S5CQ0G
UNII-UE81S5CQ0G


 

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