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Dipicolinic acid information


Dipicolinic acid[1]
Names
Preferred IUPAC name
Pyridine-2,6-dicarboxylic acid
Other names
2,6-Pyridinedicarboxylic acid
Identifiers
CAS Number
  • 499-83-2 checkY
3D model (JSmol)
  • Interactive image
Beilstein Reference
131629
ChEBI
  • CHEBI:46837 checkY
ChEMBL
  • ChEMBL284104 checkY
ChemSpider
  • 9940 checkY
DrugBank
  • DB04267 checkY
ECHA InfoCard 100.007.178 Edit this at Wikidata
EC Number
  • 207-894-3
Gmelin Reference
50798
PubChem CID
  • 10367
UNII
  • UE81S5CQ0G checkY
CompTox Dashboard (EPA)
  • DTXSID7022043 Edit this at Wikidata
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) checkY
    Key: WJJMNDUMQPNECX-UHFFFAOYSA-N checkY
  • InChI=1/C7H5NO4/c9-6(10)4-2-1-3-5(8-4)7(11)12/h1-3H,(H,9,10)(H,11,12)
    Key: WJJMNDUMQPNECX-UHFFFAOYAM
SMILES
  • c1cc(nc(c1)C(=O)O)C(=O)O
Properties
Chemical formula
C7H5NO4
Molar mass 167.120 g·mol−1
Melting point 248 to 250 °C (478 to 482 °F; 521 to 523 K)
Hazards
GHS labelling:[2]
Pictograms
GHS07: Exclamation mark
Signal word
Warning
Hazard statements
H315, H319, H335
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)
Infobox references

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. It is also used to prepare dipicolinato ligated lanthanide and transition metal complexes for ion chromatography.[1]

  1. ^ a b 2,6-Pyridinedicarboxylic acid at Sigma-Aldrich
  2. ^ "C&L Inventory". echa.europa.eu. Retrieved 13 December 2021.

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Dipicolinic acid

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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...

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Endospore

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consists of the bacterium's DNA, ribosomes and large amounts of dipicolinic acid. Dipicolinic acid is a spore-specific chemical that appears to help in the ability...

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Pyridinedicarboxylic acid

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acid (2,3-pyridinedicarboxylic acid) Lutidinic acid (2,4-pyridinedicarboxylic acid) Isocinchomeronic acid (2,5-pyridinedicarboxylic acid) Dipicolinic...

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Picolinic acid

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small intestine. Salts of picolinic acid (picolinates) include: Chromium(III) picolinate Zinc picolinate Dipicolinic acid Lide, DR. "CRC Handbook of Chemistry...

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Heliobacteria

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heat-resistant endospores, which contain high levels of calcium and dipicolinic acid. Heliobacteria are the only Bacillota known to be phototrophic. The...

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Flavoprotein

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dipicolinic acid from dihydroxydipicolinic acid Phenylacrylic acid decarboxylase (EC 4.1.1.102), an enzyme which confers resistance to cinnamic acid in...

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DPA

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decomposition of propellants 9,10-Diphenylanthracene, an organic compound Dipicolinic acid, a chemical compound found in bacterial spores Dipicolylamine, an organic...

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Lysine

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semialdehyde, and pyruvate to form (4S)-4-hydroxy-2,3,4,5-tetrahydro-(2S)-dipicolinic acid (HTPA). The product is then reduced by dihydrodipicolinate reductase...

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Bacterial cell structure

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species-specific and can be used to determine the identity of a bacterium. Dipicolinic acid is a chemical compound which composes 5% to 15% of the dry weight of...

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Bacillus anthracis

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or occasionally cylindrical. They are highly refractile and contain dipicolinic acid. Electron micrograph sections show they have a thin outer endospore...

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C7H5NO4

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Dinicotinic acid, a dicarboxylic acid Dipicolinic acid, a dicarboxylic acid Nitrobenzoic acids, a group of benzoic acid derivatives 2-Nitrobenzoic acid 3-Nitrobenzoic...

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Bisoxazoline ligand

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lies in their convenient one step synthesis from malononitrile and dipicolinic acid, which are commercially available at low expense. Chirality is introduced...

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Terbium

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Terbium is also used to detect endospores, as it acts as an assay of dipicolinic acid based on photoluminescence. In 2023, terbium compounds were used to...

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Microbial cyst

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cell wall thickness, impermeability to substrates, and presence of dipicolinic acid, a compound known to confer resistance to extreme heat. Microbial cysts...

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Dinicotinic acid

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(1980). "Preparation of some nicotinic acid derivatives". Philippine Journal of Science. 109 (1–2): 19–21. Dipicolinic acid, an isomeric dicarboxylic acid...

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Pyridine

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honey. 4-bromopyridine 2,2'-bipyridine pyridine-2,6-dicarboxylic acid (dipicolinic acid) General form of the pyridinium cation Historically, pyridine was...

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Glossary of chemical formulae

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2-fluorobenzoic acid 445-29-4 C7H5FO2 3-Fluorobenzoic acid C7H5FO2 4-fluorobenzoic acid 456-22-4 C7H5NO4 quinolinic acid 89-00-9 dipicolinic acid 499-83-2 C7H5NS2...

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Bacillus spore morphogenesis and germination holin family

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inner coat. Finally, the mutant spores accumulate reduced amounts of dipicolinic acid. BSH proteins average about 90 amino acyl residues in length and exhibit...

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Diaminopimelate epimerase

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reactions, such as diaminopimelic acid, an essential component of bacterial cell wall biosynthesis, and dipicolinic acid, which is involved in sporulation...

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