Nervonic acid

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Structural formula
Structural formula of nervonic acid
General
Surname Nervonic acid
other names
  • ( Z ) -15-tetracosenoic acid
  • cis -15-tetracosenoic acid
  • Selacholeic acid
  • 24: 1 (ω − 9) ( lipid name )
Molecular formula C 24 H 46 O 2
External identifiers / databases
CAS number 506-37-6
EC number 610-549-3
ECHA InfoCard 100.108.655
PubChem 5281120
ChemSpider 4444565
Wikidata Q414231
properties
Molar mass 366.62 g mol −1
Physical state

firmly

Melting point

42-43 ° C

safety instructions
GHS labeling of hazardous substances
07 - Warning

Caution

H and P phrases H: 315-319-335
P: 261-305 + 351 + 338
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Nervonic acid is a monounsaturated fatty acid , it is one of the omega-9 fatty acids . It is mainly used technically as a plastic additive and lubricant.

Nervonic acid occurs in the human body primarily in tissues of the central nervous system. It is also found in fish oils and in some vegetable oils . Like all omega-9 fatty acids, nervonic acid is not essential; the human body can produce it itself if necessary. A connection between deficiency in nervonic acid and nerve diseases such as multiple sclerosis and adrenoleukodystrophy is suspected, since in these diseases nervonic acid is lacking in the myelin sheaths . This is said to lead to certain deficits such as loss of vision as well as disturbances in the sense of balance, movement sequences and memory. Therefore, natural sources of nervonic acid could be of interest for the manufacture of pharmaceuticals.

The seed oil of the rare tree Malania oleifera from the family Olacaceae could play a role here, as this has the highest known proportion of nervonic acid. Lunaria oil from the seeds of the annual silver leaf ( Lunaria annua ) also has a high proportion .

Analytics

The reliable qualitative and quantitative determination of nervonic acid can be carried out after appropriate sample preparation by coupling gas chromatography or HPLC with mass spectrometry .

Individual evidence

  1. ↑ a b c data sheet Nervonic acid from Sigma-Aldrich , accessed on May 14, 2017 ( PDF ).
  2. ↑ H.-D. Belitz, W. Grosch, P. Schieberle: Food chemistry . Springer, Berlin / Heidelberg 2008, ISBN 978-3-540-73201-3 , Unsaturated fatty acids, p. 166 , doi : 10.1007 / 978-3-540-73202-0_4 .
  3. ↑ a b Annual Report - Institute for Chemistry and Physics of Fats. (PDF; 256 kB) 2002, archived from the original on September 27, 2007 ; Retrieved November 29, 2017 .
  4. ↑ a b Senate of the Federal Research Institutes : Research Report 2009-2. ( Memento from April 27, 2012 in the Internet Archive )
  5. ↑ Robert Ebermann, Ibrahim Elmadfa: Textbook food chemistry and nutrition. Springer, 2008, ISBN 978-3-211-48649-8 , p. 544.
  6. ↑ XJ Zhang, LL Huang, H. Su, YX Chen, J. Huang, C. He, P. Li, DZ Yang, JB Wan: Characterizing plasma phospholipid fatty acid profiles of polycystic ovary syndrome patients with and without insulin resistance using GC -MS and chemometrics approach. In: J Pharm Biomed Anal. 95, Jul 2014, pp. 85-92. PMID 24637052
  7. ↑ Y. Kageyama, T. Kasahara, T. Nakamura, K. Hattori, Y. Deguchi, M. Tani, K. Kuroda, S. Yoshida, YI Goto, K. Inoue, T. Kato: Plasma Nervonic Acid Is a Potential Biomarker for Major Depressive Disorder: A Pilot Study. In: Int J Neuropsychopharmacol. 21 (3), March 1, 2018, pp. 207–215. PMID 29040586

Web links

Wiktionary: Nervonic acid  - explanations of meanings, word origins, synonyms, translations