Article

Characterization of sn-2 alk-1'-enyl ethers of glycerol from rice bran oil.

National Institute for Interdisciplinary Science and Technology, Kerala, India.
Journal of oleo science (Impact Factor: 1.24). 01/2010; 59(10):521-6.
Source: PubMed

ABSTRACT Ether lipids have biological applications which would dissipated as an important constituent in cell membranes. These are mostly found in animal tissues and rare in plant origin. Alk-1'-enyl ethers are class of ether lipid forming aldehydes on cleavage of ether bonds. The present study enrolled the presence of aldehyde in unsaponifiable matter of rice bran oil (RBO) and hence the identification of source of aldehydes in RBO was conducted. With respect to the earlier reports the investigation turned to major lipid constituents such as triacylglycerols, diacylglycerols etc. Using the column chomatographic method lipid fractions are separated, recolumned, purified and analyzed by spectrochemical methods such as FT-IR, (1)HNMR, (13)CNMR, Mass spectrometry and confirmed the presence of ether lipids. The sn-2 position was confirmed by enzymatic hydrolysis using pancreatic lipase. Moreover the formation of aldehyde from these ether lipids was also confirmed by spectrometric methods.

1 Bookmark
 · 
134 Views
  • Source
    [Show abstract] [Hide abstract]
    ABSTRACT: Chemical and physico-chemical properties as well as physiological functions of major mammalian ether-linked glycerolipids, including plasmalogens were reviewed. Their chemical structures were described and their effect on membrane fluidity and membrane fusion discussed. The recent generation of mouse models with ether lipid deficiency offered the possibility to study ether lipid and particularly plasmalogen functions in vivo. Ether lipid-deficient mice revealed severe phenotypic alterations, including arrest of spermatogenesis, development of cataract and defects in central nervous system myelination. In several cell culture systems lack of plasmalogens impaired intracellular cholesterol distribution affecting plasma membrane functions and structural changes of ER and Golgi cisternae. Based on these phenotypic anomalies that were accurately described conclusions were drawn on putative functions of plasmalogens. These functions were related to cell-cell or cell-extracellular matrix interactions, formation of lipid raft microdomains and intracellular cholesterol homeostasis. There are several human disorders, such as Zellweger syndrome, rhizomelic chondrodysplasia punctata, Alzheimer's disease, Down syndrome, and Niemann-Pick type C disease that are distinguished by altered tissue plasmalogen concentrations. The role plasmalogens might play in the pathology of these disorders is discussed.
    Biochimica et Biophysica Acta 01/2007; 1763(12):1511-26. · 4.66 Impact Factor
  • Source
    [Show abstract] [Hide abstract]
    ABSTRACT: The enzyme that catalyzes the oxidation of fatty aldehyde derived from ether glycerolipid catabolism has not been identified. To determine whether microsomal fatty aldehyde dehydrogenase (FALDH) is responsible, we investigated the metabolism of 1-O-[9,10-3H-octadecyl]-glycerol ([3H]OG) in FALDH-deficient cultured cells from patients with Sjögren–Larsson syndrome (SLS) and in mutant Chinese hamster ovary (CHO) cells. Intact fibroblasts from SLS patients incubated with [3H]OG showed a selective deficiency (38±7% of normal) in the incorporation of radioactivity into fatty acid, but no decrease in incorporation of radioactivity into fatty alcohol, total lipids and phosphatidylethanolamine (PE). Consistent with fatty aldehyde accumulation, incorporation of radioactivity into N-alkyl-phosphatidylethanolamine, which is derived from Schiff base formation of free aldehyde with PE, was 4-fold higher in SLS fibroblasts compared to normal controls. Similar results were seen with SLS keratinocytes, whereas FALDH-deficient CHO cells showed a more profound reduction in radioactive fatty acid to 12±2% of normal. These results implicate FALDH in the oxidation of ether-derived fatty aldehyde in human and rodent cells. Metabolism of ether glycerolipids is a previously unrecognized source of fatty aldehyde that may contribute to the pathogenesis of SLS.
    Biochimica et Biophysica Acta 01/2001; · 4.66 Impact Factor
  • [Show abstract] [Hide abstract]
    ABSTRACT: The role of plasmalogens in iron-induced lipid peroxidation was investigated in two liposomal systems. The first consisted of total brain phospholipids with and without plasmalogens, and the second of phosphatidylethanolamine/phosphatidylcholine liposomes with either diacyl- or alkenylacyl-phosphatidylethanolamine. By measuring thiobarbituric acid reactive substances, oxygen consumption, fatty acids and aldehydes, we show that plasmalogens effectively protect polyunsaturated fatty acids from oxidative damage, and that the vinyl ether function of plasmalogens is consumed simultaneously. Furthermore, the lack of lag phase, the increased antioxidant efficiency with time, and the experiments with lipid- and water-soluble azo compounds, indicate that plasmalogens probably interfere with the propagation rather than the initiation of lipid peroxidation, and that the antioxidative effect cannot be related to iron chelation.
    Free Radical Biology and Medicine 03/1999; 26(3-4):318-24. · 5.27 Impact Factor

Full-text

View
70 Downloads
Available from
May 22, 2014