Application Notes:
2-Hydroxy very long chain fatty acids are
abundant in nervous tissues and are components
of cerebrosides and sulfatides, which are mostly
found in the myelin of nervous tissues. This
alpha-hydroxy fatty acid contains an odd
number of carbons and is much less prevalent
than many other even-chain hydroxy fatty acids.
It is therefore often useful as a standard or
biomarker. 2-Hydroxytricosanoic acid has been
reported in the marine sponge Amphimedon
compressa.1 2-Hydroxy fatty acids are common
in cosmetics and skin creams and lotions. 2-
Hydroxy fatty acids are formed by the oxidation
of saturated fatty acids by the enzyme fatty acid
2-hydroxylase. This enzyme is also responsible
for the formation of 2-hydroxy galactolipids in the peripheral nervous system.2 alpha-Oxidation of 2-hydroxy fatty acids to
CO2 and fatty acid occurs in the peroxisome and is unique from the alpha-oxidation of beta-carbon branched fatty acids such
as phytanic acid. Cells from Zellweger syndrome and peroxisome-deficient cells are unable to undergo alpha-oxidation
although patients with other peroxisomal disorders such as X-linked adrenoleukodystrophy, Refsum disease, and rhizomelic
chondrodysplasia punctata are able.3 2-Hydroxy fatty acids are undergoing much research and various methods of analysis
are being investigated.4
References:
1. N. Carballeira and M. Lopez “On the isolation of 2-hydroxydocosanoic and 2-hydroxytricosanoic acids from the marine sponge Amphimedon compressa”
Lipids, vol. 24 pp. 89-91, 1989
2. E. Maldonado et al. “FA2H is responsible for the formation of 2-hydroxy galactolipids in peripheral nervous system myelin” Journal of Lipid Research,
Vol. 49 pp. 153-161, 2008
3. R. Sandhir, M. Khan, and I. Singh “Identification of the Pathway of -Oxidation of Cerebronic Acid in Peroxisomes” Lipids, Vol. 35(10) pp. 1127-1133,
2000
4. N. Alderson, M.Walla, and H. Hama “A novel method for the measurement of in vitro fatty acid 2-hydroxylase activity by gas chromatography-mass
spectrometry” Journal of Lipid Research, Vol. 46 pp. 1569-1579, 2005