Dipicolinic acid

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Dipicolinic acid[1]
Dipicolinic acid.png
Identifiers
CAS number 499-83-2 YesY
PubChem 10367
ChemSpider 9940 YesY
DrugBank DB04267
ChEBI CHEBI:46837 YesY
ChEMBL CHEMBL284104 YesY
Jmol-3D images Image 1
Properties
Molecular formula C7H5NO4
Molar mass 167.12 g mol−1
Melting point 248 to 250 °C (478 to 482 °F; 521 to 523 K)
Hazards
R-phrases R36/37/38
S-phrases S26 S36
Main hazards Irritant (Xi)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
 YesY (verify) (what is: YesY/N?)
Infobox references

Dipicolinic acid (pyridine-2,6-dicarboxylic acid or PDC and DPA) is a chemical compound which composes 5% to 15% of the dry weight of bacterial spores.[2][3] It is implicated as responsible for the heat resistance of the endospore.[2][4]

However, mutants resistant to heat but lacking dipicolinic acid have been isolated, suggesting other mechanisms contributing to heat resistance are at work.[5]

Two genera of bacteria are known to produce endospores: the aerobic Bacillus and anaerobic Clostridium.[6]

A Jet Propulsion Laboratory chemist has developed technology to perform high speed, large area assessments of sterilization by searching for dipicolinic acid as an indicator of spores, being the hardiest of life forms. Spacecraft cleanliness can more rapidly be ascertained, as well as the sterility of medical equipment and facilities.[citation needed]

It is also used to prepare dipicolinato ligated lanthanide and transition metal complexes for ion chromatography.[7]

References[edit]

  1. ^ 2,6-Pyridinedicarboxylic acid at Sigma-Aldrich
  2. ^ a b Sliemandagger, TA., Nicholson, WL. (2001). Role of Dipicolinic Acid in Survival of Bacillus subtilis Spores Exposed to Artificial and Solar UV Radiation. Applied and Environmental Microbiology 67(3). 1274-1279
  3. ^ Sci-Tech Dictionary. McGraw-Hill Dictionary of Scientific and Technical Terms, McGraw-Hill Companies, Inc.
  4. ^ Madigan, M., J Martinko, J. Parker (2003). Brock Biology of Microorganisms, 10th edition. Pearson Education, Inc., ISBN 981-247-118-9.
  5. ^ Prescott, L. (1993). Microbiology, Wm. C. Brown Publishers, ISBN 0-697-01372-3.
  6. ^ Gladwin, M. (2008). Clinical Microbiology Made Ridiculously Simple, MedMaster, Inc., ISBN 0-940780-81-X.
  7. ^ 2,6-Pyridinedicarboxylic acid at Sigma-Aldrich

External links[edit]