메뉴 건너뛰기




Volumn 108, Issue 4, 2006, Pages 315-322

Geometrical isomerisation of double bonds in acid-catalysed preparation of fatty acid methyl esters

Author keywords

Direct methylation; Fatty acid methyl esters; Fatty acids; Gas chromatography; Trans fatty acids

Indexed keywords

CLUPEA HARENGUS;

EID: 33646352712     PISSN: 14387697     EISSN: 14389312     Source Type: Journal    
DOI: 10.1002/ejlt.200500298     Document Type: Article
Times cited : (7)

References (47)
  • 1
    • 70449158340 scopus 로고
    • A simple method for the isolation and purification of total lipids from animal tissues
    • J. Folch, M. Lees, S. Stanley: A simple method for the isolation and purification of total lipids from animal tissues. J Biol Chem. 1957, 226, 497-509.
    • (1957) J Biol Chem , vol.226 , pp. 497-509
    • Folch, J.1    Lees, M.2    Stanley, S.3
  • 2
    • 33845261493 scopus 로고
    • A rapid method of total lipid extraction and purification
    • E. G. Bligh, W. J. Dyer: A rapid method of total lipid extraction and purification. Can J Biochem Physiol. 1959, 37, 911-917.
    • (1959) Can J Biochem Physiol , vol.37 , pp. 911-917
    • Bligh, E.G.1    Dyer, W.J.2
  • 3
    • 0000565192 scopus 로고
    • Three extraction methods for determination of lipids in fish meal: Evaluation of a hexane/isopropanol method as an alternative to chloroform based methods
    • H. Gunlaugsdottir, R. G. Ackman: Three extraction methods for determination of lipids in fish meal: Evaluation of a hexane/isopropanol method as an alternative to chloroform based methods. J Sci Food Agric. 1993, 61, 235-240.
    • (1993) J Sci Food Agric , vol.61 , pp. 235-240
    • Gunlaugsdottir, H.1    Ackman, R.G.2
  • 4
    • 0344542100 scopus 로고    scopus 로고
    • Comparison between methods using low-toxicity solvents for the extraction of lipids from herring (Clupea harengus)
    • I. Undeland, M. Härröd, H. Lingnert: Comparison between methods using low-toxicity solvents for the extraction of lipids from herring (Clupea harengus). Food Chem. 1998, 61, 355-365.
    • (1998) Food Chem , vol.61 , pp. 355-365
    • Undeland, I.1    Härröd, M.2    Lingnert, H.3
  • 5
    • 0035658164 scopus 로고    scopus 로고
    • Comparison of the Bligh and Dyer and Folch methods for total lipid determination in a broad range of marine tissue
    • S. J. Iverson, S. L. C. Lang, M. H. Cooper: Comparison of the Bligh and Dyer and Folch methods for total lipid determination in a broad range of marine tissue. Lipids. 2001, 36, 1283-1287.
    • (2001) Lipids , vol.36 , pp. 1283-1287
    • Iverson, S.J.1    Lang, S.L.C.2    Cooper, M.H.3
  • 6
    • 0026539015 scopus 로고
    • Extraction of lipids and lipophilic antioxidants from fish tissues: A comparison among different methods
    • L. Cabrini, L. Landi, C. Stefanelli, V. Barzanti, A. M. Sechi: Extraction of lipids and lipophilic antioxidants from fish tissues: A comparison among different methods. Comp Biochem Physiol. 1992, 101B, 383-386.
    • (1992) Comp Biochem Physiol , vol.101 B , pp. 383-386
    • Cabrini, L.1    Landi, L.2    Stefanelli, C.3    Barzanti, V.4    Sechi, A.M.5
  • 7
    • 78651158743 scopus 로고
    • Classification of microorganisms by analysis of chemical composition
    • K. Abel, H. de Schmertzing, J. I. Peterson: Classification of microorganisms by analysis of chemical composition. J Bacteriol. 1963, 85, 1039-1044.
    • (1963) J Bacteriol , vol.85 , pp. 1039-1044
    • Abel, K.1    De Schmertzing, H.2    Peterson, J.I.3
  • 8
    • 0019982011 scopus 로고
    • Single derivatization method for routine analysis of bacterial whole-cell fatty acid methyl esters, including hydroxy acids
    • L. T. Miller: Single derivatization method for routine analysis of bacterial whole-cell fatty acid methyl esters, including hydroxy acids. J Clin Microbiol. 1982, 16, 584-586.
    • (1982) J Clin Microbiol , vol.16 , pp. 584-586
    • Miller, L.T.1
  • 9
    • 0001431785 scopus 로고
    • Transesterification of fatty acids from microorganisms and human blood serum by trimethylsulfonium hydroxide (TMSH) for GC analysis
    • K. D. Müller, H. Husmann, H. P. Nalik, G. Schomburg: Transesterification of fatty acids from microorganisms and human blood serum by trimethylsulfonium hydroxide (TMSH) for GC analysis. Chromatographic 1990, 30, 245-248.
    • (1990) Chromatographic , vol.30 , pp. 245-248
    • Müller, K.D.1    Husmann, H.2    Nalik, H.P.3    Schomburg, G.4
  • 10
    • 0024458253 scopus 로고
    • Direct transesterification of plasma fatty acids for the diagnosis of essential fatty acid deficiency in cystic fibrosis
    • G. Lepage, E. Levy, N. Ronco, L. Smith, N. Galéano, C. C. Roy: Direct transesterification of plasma fatty acids for the diagnosis of essential fatty acid deficiency in cystic fibrosis. J Lipid Res. 1989, 30, 1483-1490.
    • (1989) J Lipid Res , vol.30 , pp. 1483-1490
    • Lepage, G.1    Levy, E.2    Ronco, N.3    Smith, L.4    Galéano, N.5    Roy, C.C.6
  • 11
    • 0021729906 scopus 로고
    • Improved recovery of fatty acid through direct transesterification without prior extraction or purification
    • G. Lepage, C. C. Roy: Improved recovery of fatty acid through direct transesterification without prior extraction or purification. J Lipid Res. 1984, 25, 1391-1396.
    • (1984) J Lipid Res , vol.25 , pp. 1391-1396
    • Lepage, G.1    Roy, C.C.2
  • 12
    • 0022608640 scopus 로고
    • Fatty acid composition of leaf lipids determined after combined digestion and fatty acid methyl ester formation from fresh tissue
    • J. Browse, P. J. McCourt, C. R. Sommerville: Fatty acid composition of leaf lipids determined after combined digestion and fatty acid methyl ester formation from fresh tissue. Anal Biochem. 1986, 152, 141-145.
    • (1986) Anal Biochem , vol.152 , pp. 141-145
    • Browse, J.1    McCourt, P.J.2    Sommerville, C.R.3
  • 13
    • 84985315247 scopus 로고
    • A study of Picea in Norway by means of chemometry of lipids in the needles
    • O. Grahl-Nielsen, O. Mjaavatten, D. O. Øvstedal: A study of Picea in Norway by means of chemometry of lipids in the needles. Nordic J Bot. 1991, 11, 613-618.
    • (1991) Nordic J Bot , vol.11 , pp. 613-618
    • Grahl-Nielsen, O.1    Mjaavatten, O.2    Øvstedal, D.O.3
  • 14
    • 0012469511 scopus 로고
    • Distinguishing between populations of the harp seal Pagophilus groenlandicus (Erxleben 1777), by chemometry of the fatty acid profile in selected tissues
    • O. Grahl-Nielsen, O. Mjaavatten, E. Tvedt: Distinguishing between populations of the harp seal Pagophilus groenlandicus (Erxleben 1777), by chemometry of the fatty acid profile in selected tissues. Can J Fish Aquat Sci. 1993, 50, 1400-1404.
    • (1993) Can J Fish Aquat Sci , vol.50 , pp. 1400-1404
    • Grahl-Nielsen, O.1    Mjaavatten, O.2    Tvedt, E.3
  • 15
    • 51249163807 scopus 로고
    • One-step extraction/methylation methods for determining the fatty acid composition of processed foods
    • F. Ulberth, O. M. Henninger: One-step extraction/methylation methods for determining the fatty acid composition of processed foods. J Am Oil Chem Soc. 1992, 69, 174-177.
    • (1992) J Am Oil Chem Soc , vol.69 , pp. 174-177
    • Ulberth, F.1    Henninger, O.M.2
  • 16
    • 0000337121 scopus 로고
    • Determination of the fatty acid profile in fish by a one-step extraction/methylation method
    • F. Ulberth, O. M. Henninger: Determination of the fatty acid profile in fish by a one-step extraction/methylation method. Fat Sci Technol. 1995, 97, 78-60.
    • (1995) Fat Sci Technol , vol.97 , pp. 78-160
    • Ulberth, F.1    Henninger, O.M.2
  • 17
    • 0022548964 scopus 로고
    • Direct transesterification of all classes of lipids in a one-step reaction
    • G. Lepage, C. C. Roy: Direct transesterification of all classes of lipids in a one-step reaction. J Lipid Res. 1986, 27, 114-120.
    • (1986) J Lipid Res , vol.27 , pp. 114-120
    • Lepage, G.1    Roy, C.C.2
  • 18
    • 0016954978 scopus 로고
    • Direct methylation of long chain fatty acids in feeds, digesta and faeces without prior extraction
    • G. E. Outen, D. E. Beever, J. S. Fenlon: Direct methylation of long chain fatty acids in feeds, digesta and faeces without prior extraction. J Sci Food Agric. 1976, 27, 419-425.
    • (1976) J Sci Food Agric , vol.27 , pp. 419-425
    • Outen, G.E.1    Beever, D.E.2    Fenlon, J.S.3
  • 19
    • 0040549324 scopus 로고
    • Rapid method for determination of total fatty acid content and composition of feedstuffs and feces
    • P. S. Sukhija, D. L. Palmquist: Rapid method for determination of total fatty acid content and composition of feedstuffs and feces. J Agric Food Chem. 1988, 36, 1202-1206.
    • (1988) J Agric Food Chem , vol.36 , pp. 1202-1206
    • Sukhija, P.S.1    Palmquist, D.L.2
  • 20
    • 33646361749 scopus 로고
    • Distinguishing between one-day-old cod (Gadus morhua) and haddock (Melanogrammus aeglefinus) eggs by gas chromatography and SIMCA pattern recognition
    • H. Knutsen, E. Mosksnes, N. B. Vogt: Distinguishing between one-day-old cod (Gadus morhua) and haddock (Melanogrammus aeglefinus) eggs by gas chromatography and SIMCA pattern recognition. Can J Aquat Sci. 1985, 42, 1823-1826.
    • (1985) Can J Aquat Sci , vol.42 , pp. 1823-1826
    • Knutsen, H.1    Mosksnes, E.2    Vogt, N.B.3
  • 21
    • 0043045551 scopus 로고
    • SIMCA principal component analysis of fatty acid patterns in day-1 and day-8 cod (Gadus morhua) and haddock (Melanogrammus aeglefinus) eggs
    • N. B. Vogt, E. Mosksness, S. P. Sporstøl, H. Knutsen, S. Nordenson, K. Kolset: SIMCA principal component analysis of fatty acid patterns in day-1 and day-8 cod (Gadus morhua) and haddock (Melanogrammus aeglefinus) eggs. Mar Biol. 1986, 92, 183-187.
    • (1986) Mar Biol , vol.92 , pp. 183-187
    • Vogt, N.B.1    Mosksness, E.2    Sporstøl, S.P.3    Knutsen, H.4    Nordenson, S.5    Kolset, K.6
  • 22
    • 84947637611 scopus 로고
    • The fatty acid profile in cod (Gadus morhua L.) eggs and larvae. Developmental variations and responses to oil pollution
    • T. N. Barnung, O. Grahl-Nielsen: The fatty acid profile in cod (Gadus morhua L.) eggs and larvae. Developmental variations and responses to oil pollution. Sarsia. 1987, 72, 415-417.
    • (1987) Sarsia , vol.72 , pp. 415-417
    • Barnung, T.N.1    Grahl-Nielsen, O.2
  • 23
    • 0025319295 scopus 로고
    • Rapid analysis of non-esterified fatty acids as methyl esters from different biological specimens by gas chromatography after one-step esterification
    • W. Welz, W. Sattler, H. J. Leis: Rapid analysis of non-esterified fatty acids as methyl esters from different biological specimens by gas chromatography after one-step esterification. J Chromatogr. 1990, 526, 319-327.
    • (1990) J Chromatogr , vol.526 , pp. 319-327
    • Welz, W.1    Sattler, W.2    Leis, H.J.3
  • 24
    • 30744465066 scopus 로고    scopus 로고
    • Validation of a one-step extraction/methylation method for determination of fatty acids and cholesterol in marine tissues
    • S. Meier, S. A. Mjøs, H. Joensen, O. Grahl-Nielsen: Validation of a one-step extraction/methylation method for determination of fatty acids and cholesterol in marine tissues. J Chromatogr A. 2006, 1104, 291-298.
    • (2006) J Chromatogr A , vol.1104 , pp. 291-298
    • Meier, S.1    Mjøs, S.A.2    Joensen, H.3    Grahl-Nielsen, O.4
  • 25
    • 9744277540 scopus 로고    scopus 로고
    • Two-dimensional fatty acid retention indices
    • S. A. Mjøs: Two-dimensional fatty acid retention indices. J Chromatogr A. 2004, 1061, 201-209.
    • (2004) J Chromatogr A , vol.1061 , pp. 201-209
    • Mjøs, S.A.1
  • 26
    • 28844457716 scopus 로고    scopus 로고
    • Properties of trans isomers of eicosapentaenoic acid and eicosahexaenoic acid methyl esters on cyoanopropyl stationary phases
    • S. A. Mjøs: Properties of trans isomers of eicosapentaenoic acid and eicosahexaenoic acid methyl esters on cyoanopropyl stationary phases. J Chromatogr A. 2005, 1100, 185-192.
    • (2005) J Chromatogr A , vol.1100 , pp. 185-192
    • Mjøs, S.A.1
  • 27
    • 33947476641 scopus 로고
    • Gas chromatographic characterization of fatty acids
    • T. K. Miwa, K. L. Mikolajczak, F. R. Earle, I. A. Wolff: Gas chromatographic characterization of fatty acids. Anal Chem. 1960, 32, 1739-1742.
    • (1960) Anal Chem , vol.32 , pp. 1739-1742
    • Miwa, T.K.1    Mikolajczak, K.L.2    Earle, F.R.3    Wolff, I.A.4
  • 28
    • 0030866985 scopus 로고    scopus 로고
    • Effect of temperature on the polarity of some stationary phases for gas chromatography
    • G. Castello, S. Vezzani, G. D'Amato: Effect of temperature on the polarity of some stationary phases for gas chromatography. J Chromatogr A. 1997, 779, 275-286.
    • (1997) J Chromatogr A , vol.779 , pp. 275-286
    • Castello, G.1    Vezzani, S.2    D'Amato, G.3
  • 29
    • 0028479783 scopus 로고
    • Analysis of alpha-linolenic acid geometrical isomers in deodorized oils by capillary gas-liquid chromatography on cyanoalkyl polysiloxane stationary phases: A note of caution
    • R. L. Wolff: Analysis of alpha-linolenic acid geometrical isomers in deodorized oils by capillary gas-liquid chromatography on cyanoalkyl polysiloxane stationary phases: A note of caution. J Am Oil Chem Soc. 1994, 71, 907-909.
    • (1994) J Am Oil Chem Soc , vol.71 , pp. 907-909
    • Wolff, R.L.1
  • 30
    • 0007488513 scopus 로고    scopus 로고
    • Direct measurement of total trans- and cis-octadecenoic fatty acids based on a gas-liquid chromatographic class separation of trans-18:1 and cis-18:1 fatty acid methyl esters
    • R. H. Thompson: Direct measurement of total trans- and cis-octadecenoic fatty acids based on a gas-liquid chromatographic class separation of trans-18:1 and cis-18:1 fatty acid methyl esters. J Chromatogr Sci. 1997, 35, 536-544.
    • (1997) J Chromatogr Sci , vol.35 , pp. 536-544
    • Thompson, R.H.1
  • 31
    • 0141569481 scopus 로고    scopus 로고
    • Identification of fatty acids in gas chromatography by application of different temperature and pressure programs on a single capillary column
    • S. A. Mjøs: Identification of fatty acids in gas chromatography by application of different temperature and pressure programs on a single capillary column. J Chromatogr A. 2003, 1015, 151-161.
    • (2003) J Chromatogr A , vol.1015 , pp. 151-161
    • Mjøs, S.A.1
  • 32
    • 0037799907 scopus 로고    scopus 로고
    • Determination of trans double bonds in polyunsaturated fatty acid methyl esters from their electron impact mass spectra
    • S. A. Mjøs, J. Pettersen: Determination of trans double bonds in polyunsaturated fatty acid methyl esters from their electron impact mass spectra. Eur J Lipid Sci Technol. 2003, 105, 156-164.
    • (2003) Eur J Lipid Sci Technol , vol.105 , pp. 156-164
    • Mjøs, S.A.1    Pettersen, J.2
  • 33
    • 0000449961 scopus 로고
    • Some commercial Atlantic herring oils: Fatty acid composition
    • R. G. Ackman, C. A. Eaton: Some commercial Atlantic herring oils: Fatty acid composition. J Fish Res Bd Can. 1966, 23, 991-1006.
    • (1966) J Fish Res Bd Can , vol.23 , pp. 991-1006
    • Ackman, R.G.1    Eaton, C.A.2
  • 34
    • 4544232391 scopus 로고    scopus 로고
    • The prediction of fatty acid structure from selected ions in electron impact mass spectra of fatty acid methyl esters
    • S. A. Mjøs: The prediction of fatty acid structure from selected ions in electron impact mass spectra of fatty acid methyl esters. Eur J Lipid Sci Technol. 2004, 106, 550-560.
    • (2004) Eur J Lipid Sci Technol , vol.106 , pp. 550-560
    • Mjøs, S.A.1
  • 35
    • 0037748722 scopus 로고
    • Sulfinic acid catalyzed isomerization of olefins
    • T. W. Gibson, P. Strassburger: Sulfinic acid catalyzed isomerization of olefins. J Org Chem. 1976, 41, 791-793.
    • (1976) J Org Chem , vol.41 , pp. 791-793
    • Gibson, T.W.1    Strassburger, P.2
  • 36
    • 0020203066 scopus 로고
    • Cis-trans isomerization of unsaturated fatty acids with p-toluenesulfinic acid
    • J. M. Snyder, C. R. Scholfield: Cis-trans isomerization of unsaturated fatty acids with p-toluenesulfinic acid. J Am Oil Chem Soc. 1982, 59, 469-470.
    • (1982) J Am Oil Chem Soc , vol.59 , pp. 469-470
    • Snyder, J.M.1    Scholfield, C.R.2
  • 38
    • 0014548702 scopus 로고
    • Cis-trans isomerization of unsaturated fatty acid methyl esters without double bond migration
    • D. S. Sgoutas, F. A. Kummerow: Cis-trans isomerization of unsaturated fatty acid methyl esters without double bond migration. Lipids. 1969, 4, 283-287.
    • (1969) Lipids , vol.4 , pp. 283-287
    • Sgoutas, D.S.1    Kummerow, F.A.2
  • 39
    • 0342349566 scopus 로고
    • Thiol-catalyzed cis-trans isomerization of oleic acid
    • W. G. Niehaus: Thiol-catalyzed cis-trans isomerization of oleic acid. Bioorg Chem, 1974, 3, 302-310.
    • (1974) Bioorg Chem , vol.3 , pp. 302-310
    • Niehaus, W.G.1
  • 40
    • 5444251197 scopus 로고    scopus 로고
    • Thiyl radical-catalyzed isomerization of oils: An entry to the trans lipid library
    • A. Samadi, I. Andreu, C. Ferreri, S. Dellonte, C. Chatgilialoglu: Thiyl radical-catalyzed isomerization of oils: An entry to the trans lipid library. J Am Oil Chem Soc. 2004, 81, 753-758.
    • (2004) J Am Oil Chem Soc , vol.81 , pp. 753-758
    • Samadi, A.1    Andreu, I.2    Ferreri, C.3    Dellonte, S.4    Chatgilialoglu, C.5
  • 41
    • 0005063388 scopus 로고
    • Mechanism of heterogeneous catalytic cis-trans isomerization and double-bond migration of octadecenoates
    • I. Heertje, G. K. Koch, W. J. Wösten: Mechanism of heterogeneous catalytic cis-trans isomerization and double-bond migration of octadecenoates. J Catalysis. 1974, 32, 337-342.
    • (1974) J Catalysis , vol.32 , pp. 337-342
    • Heertje, I.1    Koch, G.K.2    Wösten, W.J.3
  • 42
    • 0024610506 scopus 로고
    • Catalytic behavior of palladium in the hydrogenation of edible oils. II. Geometrical and positional isomerization characteristics
    • N. Hsu, L. L. Diosady, L. J. Rubin: Catalytic behavior of palladium in the hydrogenation of edible oils. II. Geometrical and positional isomerization characteristics. J Am Oil Chem Soc. 1989, 66, 232-236.
    • (1989) J Am Oil Chem Soc , vol.66 , pp. 232-236
    • Hsu, N.1    Diosady, L.L.2    Rubin, L.J.3
  • 43
    • 0000347864 scopus 로고
    • Isomers of conjugated fatty acids. I. Alkali-isomerized linoleic acid
    • P. L. Nichols, S. F. Herb, R. W. Riemenschneider: Isomers of conjugated fatty acids. I. Alkali-isomerized linoleic acid. J Am Oil Chem Soc. 1957, 73, 247-252.
    • (1957) J Am Oil Chem Soc , vol.73 , pp. 247-252
    • Nichols, P.L.1    Herb, S.F.2    Riemenschneider, R.W.3
  • 44
    • 0030661916 scopus 로고    scopus 로고
    • Evaluating acid and base catalysts in the methylation of milk and rumen fatty acids with special emphasis on conjugated dienes and total trans fatty acids
    • J. G. Kramer, V. Fellner, M. E. R. Dugan, F. D. Sauer, M. M. Mossoba, M. P. Yarawecz: Evaluating acid and base catalysts in the methylation of milk and rumen fatty acids with special emphasis on conjugated dienes and total trans fatty acids. Lipids. 1997, 32, 1219-1228.
    • (1997) Lipids , vol.32 , pp. 1219-1228
    • Kramer, J.G.1    Fellner, V.2    Dugan, M.E.R.3    Sauer, F.D.4    Mossoba, M.M.5    Yarawecz, M.P.6
  • 45
    • 0037180954 scopus 로고    scopus 로고
    • Methylation methods for the quantitative analysis of conjugated linolenic acid (CLA) isomers in various lipid samples
    • S. J. Park, C. W. Park, S. J. Kim, J. K. Kim, Y. R. Kim, K. A. Park, J. O. Kim, Y. L. Ha: Methylation methods for the quantitative analysis of conjugated linolenic acid (CLA) isomers in various lipid samples. J Agric Food Sci. 2002, 50, 989-996.
    • (2002) J Agric Food Sci , vol.50 , pp. 989-996
    • Park, S.J.1    Park, C.W.2    Kim, S.J.3    Kim, J.K.4    Kim, Y.R.5    Park, K.A.6    Kim, J.O.7    Ha, Y.L.8
  • 46
    • 0004196165 scopus 로고    scopus 로고
    • The Oily Press, Bridgewater (UK)
    • E. N. Frankel: Lipid Oxidation. The Oily Press, Bridgewater (UK) 2005.
    • (2005) Lipid Oxidation
    • Frankel, E.N.1
  • 47
    • 3342931065 scopus 로고    scopus 로고
    • Factors influencing the autooxidation of fatty acids: Olefin geometry of the non-conjugated diene
    • K. A. Tallman, B. Roschek, N. A. Porter: Factors influencing the autooxidation of fatty acids: Olefin geometry of the non-conjugated diene. J Am Chem Soc. 2004, 126, 9240-9247.
    • (2004) J Am Chem Soc , vol.126 , pp. 9240-9247
    • Tallman, K.A.1    Roschek, B.2    Porter, N.A.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.