Lumequeic acid

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Lumequeic acid
Lumequeic acid.svg
Names
IUPAC name
(Z)-triacont-21-enoic acid
Other names
21-Triacontenoic acid
Identifiers
3D model (JSmol)
ChemSpider
PubChem CID
UNII
  • InChI=1S/C30H58O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30(31)32/h9-10H,2-8,11-29H2,1H3,(H,31,32)/b10-9-
    Key: QXYCISFUJXCMSU-KTKRTIGZSA-N
  • CCCCCCCC/C=C\CCCCCCCCCCCCCCCCCCCC(=O)O
Properties
C30H58O2
Molar mass 450.792 g·mol−1
Melting point 50.5–50.9 °C (122.9–123.6 °F; 323.6–324.0 K)
soluble
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Lumequeic acid is a chemical compound with the chemical formula C30H58O2. [1] Its delta notation is Δ21-30:1. This is a monounsaturated fatty acid and very long chain fatty acid with a 30-carbon chain with a cis-configured double bond at the 21st position. [2]

Contents

The acid has been found in Ximenia americana (yellowplum). The genus is named after the Spanish priest Francisco Ximénez (1666–1729). [3] Also, the acid has been identified in cured vanilla beans ( Vanilla planifolia species). [4] The lumequeic acid is named after lumeque seed of West African Ximenia species. [5]

Synthesis

Synthetic method

Lumequic acid synthesis involves extending shorter fatty acids by adding carbon units using enzymes or chemical catalysts, leading to the creation of very long-chain fatty acids. [6]

Industrial method

Industrial-scale production of this compound relies on biotechnological methods, specifically microbial fermentation. The process involves genetically engineering microorganisms to produce the desired fatty acid, a method chosen for its efficiency and environmental sustainability. [6]

Uses

The acid is primarily used in biochemical research, pharmaceutical development, and environmental science. [6]

References

  1. ↑ "NCATS Inxight Drugs — LUMEQUEIC ACID". drugs.ncats.io. Retrieved 2 April 2025.
  2. ↑ "NP-MRD: Showing NP-Card for lumepueic acid (NP0202499)". np-mrd.org. Retrieved 2 April 2025.
  3. ↑ The Etymology of Chemical Names: Tradition and Convenience vs. Rationality in Chemical Nomenclature. Walter de Gruyter GmbH & Co KG. 8 October 2019. p. 283. ISBN   978-3-11-061271-4 . Retrieved 1 April 2025.
  4. ↑ Ravindran, P. N.; Sivaraman, K.; Devasahayam, S.; Babu, K. Nirmal (24 June 2024). Handbook of Spices in India: 75 Years of Research and Development. Springer Nature. p. 555. ISBN   978-981-19-3728-6 . Retrieved 2 April 2025.
  5. ↑ The Etymology of Chemical Names: Tradition and Convenience vs. Rationality in Chemical Nomenclature. Walter de Gruyter GmbH & Co KG. 8 October 2019. p. 278. ISBN   978-3-11-061271-4 . Retrieved 2 April 2025.
  6. 1 2 3 "Buy Lumequic acid | 67329-09-3 | BenchChem". benchchem.com. Retrieved 2 April 2025.
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