Propionate

The propionate /ˈprpiənt/, or propanoate ion, is C2H5COO (the conjugate base of propionic acid).

Propionate
Names
IUPAC name
Propionate
Other names
Propanoate, Propanoic acid, ion(1-)
Identifiers
3D model (JSmol)
ChemSpider
UNII
Properties
C3H5O2
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

A propionic, or propanoic, compound is a small salt or ester of propionic acid. In these compounds, propionate is often written in shorthand, as CH3CH2CO2 or simply EtCO2.

Propionates should not be confused with propenoates (commonly known as acrylates), the ions/salts/esters of propenoic acid (also known as 2-propenoic acid or acrylic acid).

Propionate is observed to be among the most common short-chain fatty acids produced by human gut microbiota in response to indigestible carbohydrates (fiber) in the diet.[1] A study in mice suggests that propionate is produced by the bacteria of the genus Bacteroides in the gut, and that it offers some protection against Salmonella there.[2] Another study finds that fatty acid propionate can calm the immune cells that drive up blood pressure, thereby protecting the body from damaging effects of high blood pressure.[3]

Examples

Salts

  • Sodium propionate NaC2H5CO2
  • Potassium propionate KC2H5CO2
  • Calcium propionate Ca(C2H5CO2)2
  • Zirconium propionate Zr(C2H5CO2)4

Esters

Bacteriology

The Bacteria species Coprothermobacter platensis produces propionate when fermenting gelatin.[4]

References

  1. Cani, Patrice D.; Knauf, Claude (27 May 2016). "How gut microbes talk to organs: The role of endocrine and nervous routes". Molecular Metabolism. 5 (9): 743–752. doi:10.1016/j.molmet.2016.05.011. PMC 5004142. PMID 27617197.
  2. http://med.stanford.edu/news/all-news/2018/07/gut-bacteria-byproduct-protects-against-salmonella.html
  3. Ballaschk, Martin. "How dietary fiber and gut bacteria protect the cardiovascular system". Max Delbrück Center for Molecular Medicine. The fatty acid propionate helps defend against the effects of high blood pressure, ... Gut bacteria produce the substance – which calms the immune cells that drive up blood pressure – from natural dietary fiber
  4. Etchebehere, C.; Pavan, M. E.; Zorzópulos, J.; Soubes, M.; Muxí, L. (October 1998). "Coprothermobacter platensis sp. nov., a new anaerobic proteolytic thermophilic bacterium isolated from an anaerobic mesophilic sludge". International Journal of Systematic Bacteriology. 48 Pt 4 (4): 1297–1304. doi:10.1099/00207713-48-4-1297. ISSN 0020-7713. PMID 9828430.


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