Derywatyzacja w chromatografii gazowej. Przegląd metod i reagentów

• Autorzy: Haliński Łukasz

Warianty tytułu

EN

Derivatization in gas chromatography. A review of methods and reagents

• Języki publikacji: PL

Abstrakty

PL

Synteza pochodnych (derywatyzacja) to kluczowy etap wielu metod analitycznych wykorzystujących chromatografię gazową. Pozwala na zwiększenie lotności oraz stabilności termicznej analitów, a także ułatwia identyfikację substancji. W artykule przedstawione są najważniejsze metody syntezy pochodnych oraz przegląd powszechnie stosowanych reagentów. Wskazane są także możliwe drogi rozwoju analityki w tym obszarze.

EN

Derivatization is a key stage of many analytical procedures that utilize gas chromatography as an analytical technique. lt enables increasing the volatility and thermal stability of analytes, and sometimes facilitates their identification. The most important methods of derivatization and widely used reagents are described in this short review. Perspectives of the further progress in this field are also briefly discussed.

Słowa kluczowe

PL

chromatografia gazowa; spektrometria mas; detektory selektywne; derywatyzacja; sililowanie; alkilowanie; acylowanie

EN

gas chromatography; mass spectrometry; selective detectors; derivatization; silylation; alkylation; acylation

• Wydawca: ELAMED Media Group
• Czasopismo: Laboratorium - Przegląd Ogólnopolski
• Rocznik: 2020
• Tom: nr 3
• Strony: 14--21
• Opis fizyczny: Bibliogr. 32 poz., rys., tab., wykr.

Twórcy

autor

Haliński Łukasz

• Katedra Analizy Środowiska, Wydział Chemii, Uniwersytet Gdański

Bibliografia

• 1. Ahuja S.: Derivatization in gas chromatography. „Journal of Pharmaceutical Sciences”, 1976, 65, 163-182.
• 2. Orata F.: Derivatization reactions and reagents for gas chromatography analysis. „Advanced Gas Chromatography - Progress in Agricultural, Biomedical and Industrial Applications”, IntechOpen, 2012.
• 3. Halket J.M., Waterman D., Przyborowska A.M., Patel R.K.P., Fraser P.D., Bramley P.M.: Chemical derivatization and mass spectral libraries in metabolic profiling by GC/MS and LC/MS/MS. „Journal of Experimental Botany”, 2005, 56, 219-243.
• 4. Wells R.J.: Recent advances in non-silylation derivatization techniques for gas chromatography. „Journal of Chromatography A”, 1999, 843, 1-18.
• 5. Halket J.M., Zaikin V.G.: Derivatization in mass spectrometry - 5. Specific derivatization of monofunctional compounds. „European Journal of Mass Spectrometry”, 2005, 11, 127-160.
• 6. Halket J.M., Zaikin V.G.: Derivatization in mass spectrometry - 1. Silylation. „European Journal of Mass Spectrometry”, 2003, 9, 1-21.
• 7. Schummer C., Delhomme O., Appenzeller B.M.R., Wenning R., Millet M.: Comparison of MTBSTFA and BSTFA in derivatization reactions of polar compounds prior to GC/MS analysis. „Talanta”, 2009, 77, 1473-1482.
• 8. Little J.L.: Artifacts in trimethylsilyl derivatization reactions and ways to avoid them. „Journal of Chromatography A”, 1999, 844, 1-22.
• 9. Quéro A., Jousse C., Lequart-Pillon M., Gontier E., Guillot X., Courtois B., Courtois J., Pau-Roblot C.: lmproved stability of TMS derivatives for the robust quantification of plant polar metabolites by gas chromatography-mass spectrometry. „Journal of Chromatography B”, 2014, 970, 36-43.
• 10. Liu K.S.: Preparation of fatty acid methyl esters for gas-chromatographic analysis of lipids in biological materials. „Journal of the American Oil Chemists' Society”, 1994, 71, 1179-1187.
• 11. Halket J.M., Zaikin V.G.: Derivatization in mass spectrometry - 3. Alkylation (arylation). „European Journal of Mass Spectrometry”, 2004, 10, 1-19.
• 12. Aldai N., Murray B.E., Najera A.I., Troy D.J., Osoro K.: Derivatization of fatty acids and its application for conjugated linoleic acid studies in ruminant meat lipids. „Journal of the Science of Food and Agriculture”, 2005, 85, 1073-1083.
• 13. Park Y., Albright K.J., Cai Z.Y., Pariza M.W.: Comparison of methylation procedures for conjugated linoleic acid and artifact formation by commercial (trimethylsilyl) diazo methane. „Journal of Agricultural and Food Chemistry”, 2001, 49, 1158-1164.
• 14. Migowska N., Stepnowski P., Paszkiewicz M., Gołębiowski M., Kumirska J.: Trimethylsilyldazomethane (TMSD) as a new derivatization reagent for trace analysis of selected non-steroidal anti-inflammatory drugs (NSAIDs) by gas chromatography methods. „Analytical and Bioanalytical Chemistry”, 2010, 397, 3029-3034.
• 15. van’t Erve T.J., Rautiainen R.H., Robertson L.W., Luthe G.: Trimethylsilyldiazomethane: A safe non-explosive, cost effective and less-toxic reagent for phenol derivatization in GC applications. „Environment International”, 2010, 36, 835-842.
• 16. Zaikin V.G, Halket J.M.: Derivatization in mass spectrometry - 2. Acylation. „European Journal of Mass Spectrometry”, 2003, 9, 421-434.
• 17. Kataoka H.: Derivatization reactions for the determination of amines by gas chromatography and their applications in environmental analysis. „Journal of Chromatography A”, 1996, 733, 19-34.
• 18. Mohamed K.M., Bakdash A.: Comparison of 3 derivatization methods for the analysis of amphetamine-related drugs in oral fluid by gas chromatography-mass spectrometry. „Analytical Chemistry Insights”, 2017, 12, 1-16.
• 19. Rojas-Escudero E., Alarcón-Jiménez A. L., Elizalde-Galvan P., Rojo-Callejas F.: Optimization of carbohyd rate silylation for gas chromatography. „Journal of Chromatography A”, 2004, 1027, 117-120.
• 20. Ruiz-Matute A. I., Rodríguez-Sánchez s., Sanz M.L., Martínez-Castro I.: Detection of adulterations of honey with high fructose syrups from inulin by GC analysis. „Journal of Food Composition and Analysis”, 2010, 23, 273-276.
• 21. Yoon H.R.: Two step derivatization for the analyses of organic, amino acids and glycines on filter paper plasma by GC-MS/SIM. „Archives of Pharmaceutical Research”, 2007, 30, 387-395.
• 22. Correia V.G., Bento A., Pais J., Rodrigues R., Haliński Ł.P., Frydrych M., Greenhalgh A., Stepnowski P., Vollrath F., King A.W.T., Silva Pereira C.: The molecular structure and multifunctionality of the cryptic plant polymer suberin. „Materials Today Bio”, 2020, 5, 100039.
• 23. Johnson S.B., Brown R.E.: Simplified derivatization for determining sphingolipid fatty acyl composition by gas chromatography-mass spectrometry. „Journal of Chromatography”, 1992, 605, 281-286.
• 24. Pietrogrande M.C., Bacco D., Mercuriali M.: GC-MS analysis of low-molecular-weight dicarboxylic acids in atmospheric aerosol: comparison between silylation and esterification derivatization procedures. „Analytical and Bioanalytical Chemistry”, 2010, 396, 877-885.
• 25. Harvey D.J.: Picolinyl esters as derivatives for the structural determination of long chain branched and unsaturated fatty acids. „Biomedical Mass Spectrometry”, 1982, 9, 33-38.
• 26. Sobolevsky T.G., Revelsky A.I., Miller B., Oriedo V., Chemetsova E.S., Revelsky I.A.: Comparison of silylation and esterification/acylation procedures in GC-MS analysis of amino acids. „Journal of Separation Science”, 2003, 26, 1474-1478.
• 27. Villas-Bôas S.G., Smart K.F., Sivakumaran S., Lane G.A.: Alkylation or silylation for analysis of amino and non-amino organic acids by GC-MS? „Metabolites”, 2011, 1, 3-20.
• 28. Lourenço E.L.B., Ferreira A., Pinto E., Yonamine M., Farsky S.H.P.: On-fiber derivatization of SPME extracts of phenol, hydroquinone and catechol with GC-MS detection. „Chromatographia”, 2006, 63, 175-179.
• 29.Aresta A., Cotugno P., Zambonin C.: Solid-phase microextraction and on-fiber derivatization for assessment of mammalian and vegetable milks with emphasis on the content of major phytoestrogens. „Scientific Reports”, 2019, 9, 6398.
• 30. Caban M., Mioduszewska K., Stepnowski P., Kwiatkowski M., Kumirska J.: Dimethyl(3,3,3-trifluoropropyl)silyldiethylamine - A new silylating agent for the derivatization of β-blockers and β-agonists in environmental samples. „Analytica Chimica Acta”, 2013, 782, 75-88.
• 31. Caban M., Czerwicka M., Łukaszewicz P., Migowska N., Stepnowski P., Kwiatkowski M., Kumirska J.: A new silylation reagent dimethyl (3,3,3-trifluoropropyl)silyldiethylamine for the analysis of estrogenic compounds by gas chromatography-mass spectrometry. „Journal of Chromatography A”, 2013, 1301, 215-224.
• 32. Caban M., Mioduszewska K., Łukaszewicz P., Migowska N., Stepnowski P., Kwiatkowski M., Kumirska J.: A new silylating reagent - dimethyl (3,3,3-trifluoropropyl)silyldiethylamine - for the derivatisation of non steroidal anti-inflammatory drugs prior to gas chromatography-mass spectrometry analysis. „Journal of Chromatography A”, 2014, 1346, 107-116.

Uwagi

PL

Opracowanie rekordu ze środków MNiSW, umowa Nr 461252 w ramach programu "Społeczna odpowiedzialność nauki" - moduł: Popularyzacja nauki i promocja sportu (2020).