Chemistry:Stearidonic acid

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Stearidonic acid
Stearidonic acid
Stearidonic-acid-3D-balls.png
Names
Preferred IUPAC name
(6Z,9Z,12Z,15Z)-Octadeca-6,9,12,15-tetraenoic acid
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
UNII
Properties
C18H28O2
Molar mass 276.420 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Stearidonic acid (SDA: C18H28O2; 18:4, n-3) is an ω-3 fatty acid, sometimes called moroctic acid. It is biosynthesized from alpha-linolenic acid (ALA: C18H30O2; 18:3, n-3) by the enzyme delta-6-desaturase, that removes two hydrogen (H) atoms from a fatty acid, creating a carbon/carbon double bonding, via an oxygen requiring unsaturation. SDA also act as precursor for the rapid synthesis of longer chain fatty acids, called N-acylethanolamine (NAEs), involved in many important biological processes.[1][2] Natural sources of this fatty acid are the seed oils of hemp, blackcurrant, corn gromwell,[3] and Echium plantagineum, and the cyanobacterium Spirulina. SDA can also be synthesized in a lab. A GMO soybean source is approved by the European Food Safety Authority.[4]

See also

References

  1. Galasso, Incoronata; Russo, Roberto; Mapelli, Sergio; Ponzoni, Elena; Brambilla, Ida M.; Battelli, Giovanna; Reggiani, Remo (2016-05-20). "Variability in Seed Traits in a Collection of Cannabis sativa L. Genotypes". Frontiers in Plant Science 7: 688. doi:10.3389/fpls.2016.00688. ISSN 1664-462X. PMID 27242881. 
  2. PubChem. "Stearidonic acid" (in en). https://pubchem.ncbi.nlm.nih.gov/compound/5312508. 
  3. "Corn Gromwell". NIAB. http://www.niab.com/pages/id/319/Corn_Gromwell. 
  4. "Scientific Opinion on genetically modified soybean MON 87769" (in en). 2014-05-16. http://www.efsa.europa.eu/en/efsajournal/pub/3644.