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2000 | 07 | 2 |

Tytuł artykułu

Chromatograficzny rozdzial enancjomerow w analizie zywnosci i produktow naturalnych

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Warianty tytułu

Języki publikacji

PL

Abstrakty

PL
W artykule podano podstawowe definicje chiralności oraz metodykę chromatograficznego rozdziału oznaczania enancjomerów w produktach żywnościowych i naturalnych. Zaprezentowano także odpowiednie przykłady oznaczania antypodów optycznych aminokwasów oraz związków zapachowych smakowych, zaczerpnięte z literatury.
EN
Basic definitions of chirality and methods of chromatographic separation and determination of enantiomers in food and natural products have been discussed. Appropriate examples of such analyses taken from the literature for optical antipodes of amino acids and aroma and flavor compounds have been presented.

Wydawca

-

Rocznik

Tom

07

Numer

2

Opis fizyczny

s.120-127,bibliogr.

Twórcy

autor
  • Uniwersytet Jagiellonski, ul.Medyczna 9, 30-688 Krakow

Bibliografia

  • [1] Armstrong D. W., Chang C. D., Li W. Y.: Relevance of enantiomeric separations in food and beverage analyses. J. Agric. Food Chem., 38, 1990, 1674.
  • [2] Bicchi C., D’Amato A., Rubiolo P.: Cyclodextrin derivatives as chiral selectors for direct gas chromatographic separation of enantiomers in the essential oil, aroma and flavour fields. J. Chromatogr. A, 843, 1999, 99.
  • [3] Blanch G. P., Jauch J.: Enantiomeric composition of filbertone in hazelnuts in relation to extraction conditions. Multidimensional gas chromatography and gas chromatography / mass spectrometry in the single ion monitoring mode of a natural sample. J. Agric. Food Chem., 46, 1998, 4283.
  • [4] Blanch G. P., Ruiz del Castillo M. L., Herraiz M.: Enantiomer analysis of chiral lactones in foods by on-line coupled reversed-phase liquid chromatography-gas chromatography. J. Chromatogr. Sci., 36, 1998, 589.
  • [5] Bojarski J.: Chromatograficzny rozdział enancjomerów. Cz. I. Metody, Cz. II. Mechanizmy i zastosowania. Wiadomości Chem., 47, 1993, 279, 419.
  • [6] Bojarski J.: Recent progress in chromatographic enantioseparations. Chemia Analityczna, 42, 1997, 139.
  • [7] Bojarski J., Aboul-Enein H.: Recent applications of chromatographic resolution of enantiomers in pharmaceutical analysis. Biomed. Chromatogr., 10, 1996, 297.
  • [8] Brückner H., Hausch M.: Gas chromatographic detection of D-amino acids as common constituents of fermented foods. J. High Resolut. Chromatogr., 12, 1989, 680.
  • [9] Brückner H., Langer M., Lüpke M., Westhauser T., Godel H.: Liquid chromatographic determination of amino acid enantiomers by derivatization with o-phthaldialdehyde and chiral thiols. Applications with reference to food science. J. Chromatogr. A, 697, 1995, 229.
  • [10] Brückner H., Lüpke M.: Determination of amino acid enantiomers in orange juices by chiral phase capillary gas chromatography. Chromatographia, 31, 1991, 123.
  • [11] Brückner H., Westhauser T.: Chromatographic determination of D-amino acids as native constituents of vegetables and fruits. Chromatographia, 39, 1994, 419.
  • [12] Casabianca H., Graff J. B.: Enantiomeric and isotopic analysis of flavour compounds of some raspberry cultivars. J. Chromatogr. A, 684, 1994, 360.
  • [13] Casablanca H., Graff J. B.: Separation of linalyl acetate enantiomers: application to the authentication of bergamot food products. J. High Resolut. Chromatogr., 17, 1994, 184.
  • [14] Chang H. M., Tsai C. F., Li C. F.: Enantiomeric separation of Dns-DL-amino acids by γ-cyclodextrinmodified micellar capillary electrophoresis. J. Agric. Food Chem., 46, 1998, 4598.
  • [15] Ekborg-Ott K. H., Armstrong D.: Stereochemical Analysis of Food Components.w: Chiral Separations. Applications and Technology. Ed.: Satinder Ahuja, American Chemical Society, Washington, DC, 1997, s. 201 - 270.
  • [16] Ekborg-Ott K. H., Armstrong D. W.: Evaluation of the concentration and enantiomeric purity of selected free amino acids in fermented malt beverages (beers). Chirality, 8, 1996, 49.
  • [17] Ekborg-Ott K. H., Taylor A., Armstrong D. W., Varietal differences in the total and enantiomeric composition of theanine in tea. J. Agric. Food Chem., 45, 1997, 353.
  • [18] Full G., Winterhalter P., Schmidt G., Herion P., Schreier P.: MDGC-MS: a powerful tool for enantioselective flavor analysis. J. High Resolut. Chromatogr., 16, 1993, 642.
  • [19] Gawroński J., Gawrońska K.: Stereochemia w syntezie organicznej. PWN, Warszawa, 1988, s. 15.
  • [20] Kato M., Fukushima T., Santa T., Homma H., Imai K.: Determination of D-amino acids, derivatized with 4-fluoro-7-nitro-2,1,3-benzoxadiazole (NBD-F), in wine samples by high-performance liquid chromatography. Biomed. Chromatogr., 9, 1995, 193.
  • [21] Mondello L., Catalfamo M., Prottegente A. R., Bonaccorsi I., Dugo G.: Multidimensional capillary GC-GC for the analysis of real complex samples. 3. Enantiomeric distribution of monoterpene hydrocarbons and monoterpene alcohols of mandarin oils. J. Agric. Food Chem., 46, 1998, 54.
  • [22] Mondello L., Verzera A., Previti P., Crispo F., Dugo G.: Multidimensional capillary GC-GC for the analysis of complex samples. 5. Enantiomeric distribution of monoterpene hydrocarbons, monoterpene alcohols and linalyl acetate of bergamot (Citrus bergamia Risso et Poiteau) oils. J. Agric. Food Chem., 46, 1998, 4275.
  • [23] Mosandl M., Fischer K., Plener U., Kreis P., Rettinger K., Schubert V., Schmarr H. G.: Stereoisomeric flavor compounds. 48. Chirospecific analysis of natural flavors and essential oils using multidimensional gas chromatography. J. Agric. Food Chem., 39, 1991, 1131.
  • [24] Nógrádi M.: Stereochemia. PWN, Warszawa, 1988, s. 23.
  • [25] Palla G., Marchelli R., Dossena A., Casnati G.: Occurence of D-amino acids in food. Detection by capillary gas chromatography and by reversed-phase high-performance liquid chromatography with L-phenylalaninamides as chiral selectors. J. Chromatogr., 475, 1989, 45.
  • [26] Pawłowska M., Armstrong D. W.: Evaluation of enantiomeric purity of selected amino acids in honey. Chirality, 6, 1994, 270.
  • [27] Ruiz del Castillo M. L., Caja M. M., Herraiz M., Blanch G. P.: Rapid recognition of olive oil adulterated with hazelnut oil by direct analysis of the enantiomeric composition of fllbertone. J. Agric. Food Chem., 46, 1998, 5128.
  • [28] Schreier P., Bemreuther A., Huffer M.: Analysis of Chiral Organic Molecules. Walter de Gruyter, Berlin, New York, 1995.
  • [29] Schumacher K., Asche S., Heil M., Mittelstädt, Dietrich H., Mosandl A.: Methyl-branched flavor compounds in fresh and processed apples. J. Agric. Food Chem., 46, 1998, 4496.
  • [30] Tsai C. F., Li C. F., Chang M. E.: Enantiomeric separation of dansyl derivatized-DL-amino acids by micellar electrokinetic chromatography. J. Agric. Food Chem., 46, 1998, 979.
  • [31] Wang D., Kubota K., Kobayashi A.: Optical isomers of methyl jasmonate in tea aroma. Biosci. Biotech. Biochem., 60, 1996, 508.
  • [32] Weber B., Maas B., Mosandl A:, Stereoisomeric flavor compounds. 72. Stereoisomeric distribution of some chiral sulfur-containing trace components of yellow passion fruits. J. Agric. Food Chem., 43, 1995, 2438.
  • [33] Werkhoff P., Bretschneider W., Güntert M., Hopp R., Surburg H.: Chirospecific analysis in flavor and essential oil chemistry. Part B. Direct enantiomer resolution of trans-α-ionone and trans-α-damascone by inclusion gas chromatography. Z. Lebensm. Unters. Forsch., 192, 1991, 111.
  • [34] Werkhoff P., Güntert M., Krammer G., Sommer H., Kaulen J.: Vacuum headspace method in aroma research: flavor chemistry of yellow passion fruits. J. Agric. Food Chem., 46, 1998, 1076.

Typ dokumentu

Bibliografia

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Identyfikator YADDA

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