Concentrations of medium-chain 2- and 3-hydroxy fatty acids in foodstuffs

Food Chemistry

Volumn 114, Issue 3, 2009, Pages 1122-1129

  Jenske, Ramona ^a   Vetter, Walter ^a  

^a UNIVERSITY OF HOHENHEIM   (Germany)

Author keywords

Hydroxy fatty acids; Hydroxy fatty acids; Animal brains; Dairy products; GC ECNI MS SIM; Milk

Indexed keywords

EID: 59649115155     PISSN: 03088146     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.foodchem.2008.10.067     Document Type: Article

References (46)

1. Alemany R., Teres S., Baamonde C., Benet M., Vögler O., and Escriba P.V. 2-Hydroxyoleic acid. A new hypotensive molecule. Hypertension 43 (2004) 249-254
2. Ascherio A., and Willett W.C. Health effects of trans fatty acids. American Journal of Clinical Nutrition 66 (1997) 1006S-1010S
3. Barcelo F., Prades J., Funari S.S., Frau J., Alemany R., and Escriba P.V. The hypotensive drug 2-hydroxyoleic acid modifies the structural properties of model membranes. Molecular Membrane Biology 21 (2004) 261-268
4. Biedermann W., Lücker E., and Hensel A. Detection of tissues of the central nervous system (CNS) as specified risk material (SRM) in meat products by means of gas chromatography-mass spectrometry (GC-MS). Berliner Und Munchener Tierarztliche Wochenschrift 115 (2002) 131-133
5. Bohn M., Heinz E., and Lüthje S. Lipid composition and fluidity of plasma membranes isolated from Corn (Zea mays L.) roots. Archives of Biochemistry and Biophysics 387 (2001) 35-40
6. Brieskorn C.H., and Kabelitz L. Hydroxyfettsäuren aus dem Cutin des Blattes von Rosmarinus officinalis. Phytochemistry 10 (1971) 3195-3204
7. Carter H.E., Hendry R.A., Nojima S., Stanacev N.Z., and Ohno K. Biochemistry of the sphingolipids. Journal of Biological Chemistry 236 (1961) 1912-1916
8. Chance D.L., Gerhardt K.O., and Mawhinney T.P. Gas-liquid chromatography-mass spectrometry of hydroxyl fatty acids as their methyl ester tert. -butyldimethylsilyl ethers. Journal of Chromatography A 793 (1998) 91-98
9. Costa C.G., Dorland L., Holwerda U., Tavares de Almeida I., Poll-The B.-T., Jacobs C., et al. Simultaneous analysis of plasma free fatty acids and their 3-hydroxy analogs in fatty acid β-oxidation disorders. Clinical Chemistry 44 (1998) 463-471
10. Ferrando R., Szponar B., Sanchez A., Larsson L., and Valero-Guillen P.L. 3-Hydroxy fatty acids in saliva as diagnostic markers in chronic periodontitis. Journal of Microbiological Methods 62 (2005) 285-291
11. German Society for Fat Science (DGF) (1998). Standard method C-VI 11d.
12. 5 reductase in congenital methemoglobinemia with mental retardation. Lipids 15 (1979) 272-275
13. Hitchcock C., and Rose A. The stereochemistry of α-oxidation of fatty acids in plants: the configuration of biosynthetic long-chain 2-hydroxy acids. Biochemical Journal 125 (1971) 1155-1156
14. Jenske R., Lindström F., Gröbner G., and Vetter W. Impact of free hydroxylated and methyl-branched fatty acids on the organization of lipid membranes. Chemistry and Physics of Lipids 154 (2008) 26-32
15. Jenske R., and Vetter W. Highly selective and sensitive gas chromatography electron-capture negative-ion mass spectrometry method for the indirect enantioselective analysis of 2- and 3-hydroxy fatty acids in food and biological samples. Journal of Chromatography A 1146 (2007) 225-231
16. Jenske R., and Vetter W. Gas chromatography/electron-capture negative-ion mass spectrometry for the quantitative determination of 2- and 3-hydroxy fatty acids in bovine milk fat. Journal of Agricultural and Food Chemistry 56 (2008) 5500-5505
17. Jin S.-J., Hoppel C.L., and Tserng K.-Y. Incomplete fatty acid oxidation. Journal of Biological Chemistry 267 (1992) 119-125
18. Jones P.M., Butt Y., Messmer B., Boriak R., and Bennett M.J. Medium-chain fatty acids undergo elongation before β-oxidation in fibrioblasts. Biochemical and Biophysical Research Communications 346 (2006) 193-197
19. Jones P.M., Quinn R., Fennessy P.V., Tjoa S., Goodman S.I., Fiore S., et al. Improved stable isotope dilution-gas chromatography-mass spectrometry method for serum or plasma free 3-hydroxy-fatty acids and its utility for the study of disorders of mitochondrial fatty acid β-oxidation. Clinical Chemistry 46 (2000) 149-155
20. Kaneda T. Iso- and anteiso-fatty acids in bacteria: Biosynthesis, function, and taxonomic significance. Microbiological Reviews 55 (1991) 288-302
21. Keinänen M.M., Korhonen L.K., Martikainen P.J., Vartiainen T., Miettinen I.T., Lehtola M.J., et al. Gas chromatographic-mass spectrometric detection of 2- and 3-hydroxy fatty acids as methyl esters from soil, sediment and biofilm. Journal of Chromatography B 783 (2003) 443-451
22. Kraśnik L., Szponar B., Walczak M., Lennart L., and Gamian A. Routine clinical laboratory tests correspond to increased serum levels of 3-hydroxy fatty acids, markers of endotoxins, in cardiosurgery patients. Archivum Immunologiae Et Therapiae Experimentalis 54 (2006) 55-60
23. Kumar G.S., Jagannadham M.V., and Ray M.K. Low-temperature-induced changes in composition and fluidity of lipopolysaccharides in the Antarctic psychrotrophic bacterium Pseudomonas syringae. Journal of Bacteriology 184 (2002) 6746-6749
24. Lee A.K.Y., Chan C.K., Fang M., and Lau A.P.S. The 3-hydroxy fatty acids as biomarkers for quantification and characterisation of endotoxins and gram-negative bacteria in atmospheric aerosols in Hong Kong. Atmospheric Environment 38 (2004) 6307-6317
25. Lee A.K.Y., Lau A.P.S., Cheng J.Y.W., Fang M., and Chan C.K. Source identification analysis for the airborne bacteria and fungi using a biomarker approach. Atmospheric Environment 41 (2007) 2831-2843
26. MacDonald H.B. Conjugated linoleic acid and disease prevention: A review of current knowledge. American Journal of Clinical Nutrition 19 (2000) 111S-118S
27. Mielniczuk Z., Mielniczuk E., and Larsson L. Gas chromatography-mass spectrometry methods for analysis of 2- and 3-hydroxylated fatty acids: Application for endotoxin measurements. Journal of Microbiological Methods 17 (1993) 91-102
28. Moldovan Z., Jover E., and Bayona J.M. Gas chromatographic and mass spectrometric methods for the characterisation of long-chain fatty acids. Application to wool wax extracts. Analytica Chimica Acta 465 (2002) 359-378
29. Morrison W.R., and Hay J.D. Polar lipids in bovine milk: II. Long-chain bases, normal and 2-hydroxy fatty acids, and isomeric cis and trans monoenoic fatty acids in the sphingolipids. Biochimica Et Biophysica Acta 202 (1970) 460-467
30. Niederer M., and Bollhalder R. Identification of species specific central nervous tissue by gas chromatography-mass spectrometry (GC-MS) - a possible method for supervision of meat products and cosmetics. Mitteilungen aus Lebensmittalundersuchung und Hygiene 92 (2001) 133-144
31. Nurminen T., and Suomalainen H. Occurrence of long-chain fatty acids and glycolipids in the cell envelope fractions of baker's yeast. Biochemical Journal 125 (1971) 963-969
32. Özen H.C., Bashan M., Keskin C., and Toker Z. Fatty acid and 3-hydroxy fatty acid composition of two Hypericum species from Turkey. European Journal of Lipid Science and Technology 106 (2004) 68-70
33. Özen H.C., Bashan M., Toker Z., and Keskin C. 3-Hydroxy fatty acids from the flowers of Hypericum lysimachioides var. Lysimachioides. Turkey Journal of Chemistry 28 (2004) 223-226
34. Parks O.W. Isolation and characterisation of nonesterified 3-hydroxy acids in milk. Journal of Diary Science 60 (1977) 718-720
35. Poerschmann J., Trommler U., Biedermann W., Truyen U., and Lücker E. Sequential pressurized liquid extraction to determine brain-originating fatty acids in meat products as markers in bovine spongiform encephalopathy risk assessment studies. Journal of Chromatography A 1127 (2006) 26-33
36. Rissmann R., Groenink H.W.W., Weerheim A.M., Hoath S.B., Ponec M., and Bouwstra J.A. New insights into ultrastructure, lipid composition and organization of vernix caseosa. Journal of Investigative Dermatology 126 (2006) 1823-1833
37. Schildknecht H., and Koob K. Myrmicacin, the first insect herbicide. Angewandte Chemie-International Edition 10 (1971) 124-125
38. Schildknecht H., Reed P.B., Reed F.D., and Koob K. Auxin activity in the symbiosis of leaf-cutting ants and their fungus. Insect Biochemistry 3 (1973) 439-442
39. Sjögren J., Magnusson J., Broberg A., Schnürer J., and Kenne L. Antifungal 3-hydroxy fatty acids from Lactobacillus plantarum MiLAB 14. Applied Environmental Microbiology 69 (2003) 7554-7557
40. Smith C.R., and Wolff I.A. Characterisation of naturally occurring α-hydroxylinolenic acid. Lipids 4 1 (1969) 9-14
41. Sonesson A., Larsson L., Schütz A., Hagmar L., and Hallberg T. Comparison of the Limulus amebocyte lysate test and gas chromatography-mass spectrometry for measuring lipopolysaccharides (endotoxins) in airborne dust from poultry-processing industries. Applied Environmental Microbiology 56 (1990) 1271-1278
42. Szponar B., Norin E., Midtvedt T., and Larsson L. Limitations in the use of 3-hydroxy fatty acid analysis to determine endotoxin in mammalian samples. Journal of Microbiological Methods 50 (2002) 283-289
43. Thurnhofer S., and Vetter W. A gas chromatography/electron ionization-mass spectrometry-selected ion monitoring method for determining the fatty acid pattern in food after formation of fatty acid methyl esters. Journal of Agricultural and Food Chemistry 53 (2005) 8896-8903
44. 3-methyl esters as internal standards for the gas chromatographic quantification of trans-esterified fatty acid methyl esters in food. Journal of Agricultural and Food Chemistry 54 (2006) 3209-3214
45. Wakeham S.G., Pease T.K., and Benner R. Hydroxy fatty acids in marine dissolved organic matter as indicators of bacterial membrane material. Organic Geochemistry 34 (2003) 857-868
46. Whittaker P., Fry F.S., Curtis S.K., Al-Khaldi S.F., Mossoba M.M., Yurawecz M.P., et al. Use of fatty acid profiles to identify food-borne bacterial pathogens and aerobic endospore-forming bacilli. Journal of Agricultural and Food Chemistry 53 (2005) 3735-3742