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Volumn 47, Issue 7, 1999, Pages 2813-2821

Synthesis of deuterated volatile lipid degradation products to be used as internal standards in isotope dilution assays. 1. Aldehydes

Author keywords

2,3 2H2 (E) 2 nonenal; 3,4 2H2 (E,E) 2,4 decadienal; 3,4 2H2 (E,E) 2,4 nona dienal; 5,6 2H2 hexanal; Deuteration; Flavor compounds; GC MS; Isotope dilution assay; Isotope labeling; Lipid degradation products; NMR; Synthesis

Indexed keywords

ALDEHYDE; DEUTERIUM; FLAVORING AGENT; ISOTOPE; LIPID; VOLATILE AGENT;

EID: 0032819712     PISSN: 00218561     EISSN: None     Source Type: Journal    
DOI: 10.1021/jf9902088     Document Type: Article
Times cited : (43)

References (32)
  • 2
    • 0006393051 scopus 로고
    • Two-dimensional spectroscopy. Application to nuclear magnetic resonance
    • Aue, W. P.; Bartholdi, E.; Ernst, R. R. Two-dimensional spectroscopy. Application to nuclear magnetic resonance. J. Chem. Phys. 1976, 64, 2229-2246.
    • (1976) J. Chem. Phys. , vol.64 , pp. 2229-2246
    • Aue, W.P.1    Bartholdi, E.2    Ernst, R.R.3
  • 3
    • 37049150991 scopus 로고
    • Research on acetylenic compounds. Part XLII. Reduction with lithium aluminium hydride
    • Bates, E. B.; Jones, E. R. H.; Whiting, M. C. Research on acetylenic compounds. Part XLII. Reduction with lithium aluminium hydride. J. Chem. Soc. 1954, 1854-1860.
    • (1954) J. Chem. Soc. , pp. 1854-1860
    • Bates, E.B.1    Jones, E.R.H.2    Whiting, M.C.3
  • 4
    • 49149138654 scopus 로고
    • An improved method for heteronuclear chemical shift correlation by two-dimensional NMR
    • Bax, A.; Morris, G. A. An improved method for heteronuclear chemical shift correlation by two-dimensional NMR. J. Magn. Reson. 1981, 42, 501-505.
    • (1981) J. Magn. Reson. , vol.42 , pp. 501-505
    • Bax, A.1    Morris, G.A.2
  • 5
    • 0010316184 scopus 로고
    • Specific deuteration of some unsaturated compounds
    • Birch, A. J.; Walker, K. A. M. Specific deuteration of some unsaturated compounds. Tetrahedron Lett. 1966, 41, 4939-4940.
    • (1966) Tetrahedron Lett. , vol.41 , pp. 4939-4940
    • Birch, A.J.1    Walker, K.A.M.2
  • 6
    • 0010964374 scopus 로고
    • Unsaturated aldehydes identification from green coffee
    • Boosfeld, J.; Vitzthum, O. G. Unsaturated aldehydes identification from green coffee. J. Food Sci. 1995, 60, 1092-1096.
    • (1995) J. Food Sci. , vol.60 , pp. 1092-1096
    • Boosfeld, J.1    Vitzthum, O.G.2
  • 8
    • 0021079759 scopus 로고
    • Total synthesis of leukotrienes. An effective procedure for the synthesis of conjugated dienals by four-carbon homologation
    • Corey, E. J.; Albright, J. O. Total synthesis of leukotrienes. An effective procedure for the synthesis of conjugated dienals by four-carbon homologation. J. Org. Chem. 1983, 48, 2114-2115.
    • (1983) J. Org. Chem. , vol.48 , pp. 2114-2115
    • Corey, E.J.1    Albright, J.O.2
  • 9
    • 49549138922 scopus 로고
    • Pyridinium chlorochromate. An efficient reagent for oxidation of primary and secondary alcohols to carbonyl compounds
    • Corey, E. J.; Suggs, J. W. Pyridinium chlorochromate. An efficient reagent for oxidation of primary and secondary alcohols to carbonyl compounds. Tetrahedron Lett. 1975, 31, 2647-2650.
    • (1975) Tetrahedron Lett. , vol.31 , pp. 2647-2650
    • Corey, E.J.1    Suggs, J.W.2
  • 11
    • 0001873814 scopus 로고
    • Reactions of hydroperoxides-products of low molecular weight
    • Chan, H. W.-S., Ed.; Academic Press: London, U.K.
    • Grosch, W. Reactions of hydroperoxides-Products of low molecular weight. In Autoxidation of Unsaturated Lipids; Chan, H. W.-S., Ed.; Academic Press: London, U.K., 1987; pp 95-139.
    • (1987) Autoxidation of Unsaturated Lipids , pp. 95-139
    • Grosch, W.1
  • 12
    • 84987550827 scopus 로고
    • Determination of potent odourants in foods by aroma extract dilution analysis (AEDA) and calculation of odour activity values (OAVs)
    • Grosch, W. Determination of potent odourants in foods by aroma extract dilution analysis (AEDA) and calculation of odour activity values (OAVs). Flavour Fragrance J. 1994, 9, 147-158.
    • (1994) Flavour Fragrance J. , vol.9 , pp. 147-158
    • Grosch, W.1
  • 13
    • 0000647975 scopus 로고
    • Deterioration of soya-bean oil: Quantification of primary flavour compounds using a stable isotope dilution assay
    • Guth, H.; Grosch, W. Deterioration of soya-bean oil: Quantification of primary flavour compounds using a stable isotope dilution assay. Lebensm. Wiss. Technol. 1990, 23, 513-522.
    • (1990) Lebensm. Wiss. Technol. , vol.23 , pp. 513-522
    • Guth, H.1    Grosch, W.2
  • 14
    • 0002657845 scopus 로고
    • Odorants of extrusion products of oat meal - Changes during storage
    • in German
    • Guth, H.; Grosch, W. Odorants of extrusion products of oat meal - changes during storage. Z. Lebensm. Unters. Forsh. 1993, 196, 22-28 (in German); Chem. Abstr. 1993, 119, 202186b.
    • (1993) Z. Lebensm. Unters. Forsh. , vol.196 , pp. 22-28
    • Guth, H.1    Grosch, W.2
  • 15
    • 0002657845 scopus 로고
    • Guth, H.; Grosch, W. Odorants of extrusion products of oat meal - changes during storage. Z. Lebensm. Unters. Forsh. 1993, 196, 22-28 (in German); Chem. Abstr. 1993, 119, 202186b.
    • (1993) Chem. Abstr. , vol.119
  • 16
    • 84956094941 scopus 로고
    • The chemistry of acetylenes. I. Syntheses starting with diacetylene
    • in German
    • Herbertz, T. The chemistry of acetylenes. I. Syntheses starting with diacetylene. Chem. Ber. 1952, 85, 475-482 (in German); Chem. Abstr. 1953, 47, 1574g.
    • (1952) Chem. Ber. , vol.85 , pp. 475-482
    • Herbertz, T.1
  • 17
    • 84956094941 scopus 로고
    • Herbertz, T. The chemistry of acetylenes. I. Syntheses starting with diacetylene. Chem. Ber. 1952, 85, 475-482 (in German); Chem. Abstr. 1953, 47, 1574g.
    • (1953) Chem. Abstr. , vol.47
  • 18
    • 37049127531 scopus 로고
    • Homogeneous catalytic hydrogenation of unsaturated aldehydes to form saturated aldehydes
    • Jardine, F. H.; Wilkinson, G. Homogeneous catalytic hydrogenation of unsaturated aldehydes to form saturated aldehydes. J. Chem. Soc. C 1967 (4), 270-271.
    • (1967) J. Chem. Soc. C , Issue.4 , pp. 270-271
    • Jardine, F.H.1    Wilkinson, G.2
  • 19
    • 0001424115 scopus 로고
    • Potent odorants formed by lipid peroxidation as indicators of the warmed-over flavour (WOF) of cooked meat
    • Konopka, U. C.; Guth, H.; Grosch, W. Potent odorants formed by lipid peroxidation as indicators of the warmed-over flavour (WOF) of cooked meat. Z. Lebensm. Unters. Forsch. 1995, 201, 339-343.
    • (1995) Z. Lebensm. Unters. Forsch. , vol.201 , pp. 339-343
    • Konopka, U.C.1    Guth, H.2    Grosch, W.3
  • 20
    • 0001871796 scopus 로고
    • The flavour of beer
    • Morton, I. D., MacLeod, A. J., Eds.; Elsevier: Amsterdam, The Netherlands
    • Meilgaard, M. C.; Peppard, T. L. The flavour of beer. In Food Flavours, Part B. The Flavour of Beverages', Morton, I. D., MacLeod, A. J., Eds.; Elsevier: Amsterdam, The Netherlands, 1986; pp 99-170.
    • (1986) Food Flavours, Part B. The Flavour of Beverages , pp. 99-170
    • Meilgaard, M.C.1    Peppard, T.L.2
  • 21
    • 0346786577 scopus 로고    scopus 로고
    • Quantification of impact odorants in food by isotope dilution assay. Strength and limitations
    • Flavor Analysis-Developments in Isolation and Characterization; Mussinan, C. J., Morello, M. J., Eds.; American Chemical Society: Washington, DC
    • Milo, C.; Blank, I. Quantification of impact odorants in food by isotope dilution assay. Strength and limitations. In Flavor Analysis-Developments in Isolation and Characterization; Mussinan, C. J., Morello, M. J., Eds.; ACS Symposium Series 705; American Chemical Society: Washington, DC, 1997; pp 250-259.
    • (1997) ACS Symposium Series , vol.705 , pp. 250-259
    • Milo, C.1    Blank, I.2
  • 22
    • 0002467913 scopus 로고
    • Homogeneous catalytic deuteration of olefinic double bonds
    • Morandi, J. R.; Jensen, H. B. Homogeneous catalytic deuteration of olefinic double bonds. J. Org. Chem. 1969, 34, 1889-1891.
    • (1969) J. Org. Chem. , vol.34 , pp. 1889-1891
    • Morandi, J.R.1    Jensen, H.B.2
  • 23
    • 0001505878 scopus 로고
    • Experimental techniques of two-dimensional correlated spectroscopy
    • Nagayama, K.; Kumar, A.; Wüthrich, K.; Ernst, R. R. Experimental techniques of two-dimensional correlated spectroscopy. J. Magn. Reson. 1980, 40, 321-334.
    • (1980) J. Magn. Reson. , vol.40 , pp. 321-334
    • Nagayama, K.1    Kumar, A.2    Wüthrich, K.3    Ernst, R.R.4
  • 24
    • 0005976993 scopus 로고
    • A convenient method for synthesizing normal aliphatic 2,4-dienals
    • Pippen, E. L.; Nonaka, M. A convenient method for synthesizing normal aliphatic 2,4-dienals. J. Org. Chem. 1958, 23, 1580-1582.
    • (1958) J. Org. Chem. , vol.23 , pp. 1580-1582
    • Pippen, E.L.1    Nonaka, M.2
  • 25
    • 0026762864 scopus 로고
    • Catalytic deuteration of alkynols and their tetrahydropyranyl ethers
    • Rakoff, H.; Rohwedder, W. K. Catalytic deuteration of alkynols and their tetrahydropyranyl ethers. Lipids 1992, 27, 567-569.
    • (1992) Lipids , vol.27 , pp. 567-569
    • Rakoff, H.1    Rohwedder, W.K.2
  • 26
    • 0022325682 scopus 로고
    • Mass spectrometry of lipids labeled with stable isotopes
    • Rohwedder, W. K. Mass spectrometry of lipids labeled with stable isotopes. Prog. Lipid Res. 1986, 24, 1-18.
    • (1986) Prog. Lipid Res. , vol.24 , pp. 1-18
    • Rohwedder, W.K.1
  • 27
    • 0002731869 scopus 로고
    • New developments in methods for analysis of volatile flavor compounds and their precursors
    • Gaonkar, A. G., Ed.; Elsevier Science: Amsterdam, The Netherlands
    • Schieberle, P. New developments in methods for analysis of volatile flavor compounds and their precursors. In Characterization of Food: Emerging Methods; Gaonkar, A. G., Ed.; Elsevier Science: Amsterdam, The Netherlands, 1995; pp 403-431.
    • (1995) Characterization of Food: Emerging Methods , pp. 403-431
    • Schieberle, P.1
  • 28
    • 0000605279 scopus 로고
    • Quantitative analysis of aroma compounds in wheat and rye bread crusts using stable isotope dilution assay
    • Schieberle, P.; Grosch, W. Quantitative analysis of aroma compounds in wheat and rye bread crusts using stable isotope dilution assay. J. Agric. Food Chem. 1987, 35, 252-257.
    • (1987) J. Agric. Food Chem. , vol.35 , pp. 252-257
    • Schieberle, P.1    Grosch, W.2
  • 29
    • 0009649923 scopus 로고
    • Stereochemistry and mechanism of carbon-carbon double-bond reduction in methyl cinnamate by lithium aluminium hydride
    • Snyder, E. I. Stereochemistry and mechanism of carbon-carbon double-bond reduction in methyl cinnamate by lithium aluminium hydride. J. Org. Chem. 1987, 32, 3531-3534.
    • (1987) J. Org. Chem. , vol.32 , pp. 3531-3534
    • Snyder, E.I.1
  • 30
    • 34047272388 scopus 로고
    • A generalization of the retention index system including linear temperature programmed gas-liquid partition chromatography
    • van den Dool, H.; Kratz, P. A generalization of the retention index system including linear temperature programmed gas-liquid partition chromatography. J. Chromatogr. 1963, 24, 463-471.
    • (1963) J. Chromatogr. , vol.24 , pp. 463-471
    • Van Den Dool, H.1    Kratz, P.2
  • 31
    • 0000831210 scopus 로고    scopus 로고
    • Evaluation of potent odorants of French fries
    • Wagner, R.; Grosch, W. Evaluation of potent odorants of French fries. Lebensm. Wiss. Technol. 1997, 30, 164-169.
    • (1997) Lebensm. Wiss. Technol. , vol.30 , pp. 164-169
    • Wagner, R.1    Grosch, W.2
  • 32
    • 37049054638 scopus 로고
    • Hydride intermediates in homogeneous hydrogenation reactions of olefins and acetylenes using rhodium catalysts
    • Young, J. F.; Osborn, J. A.; Jardine, F. H.; Wilkinson, G. Hydride intermediates in homogeneous hydrogenation reactions of olefins and acetylenes using rhodium catalysts. Chem. Commun. 1965, 7, 131-132.
    • (1965) Chem. Commun. , vol.7 , pp. 131-132
    • Young, J.F.1    Osborn, J.A.2    Jardine, F.H.3    Wilkinson, G.4


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