Direct determination of fatty acid esters of 3-chloro-1, 2-propanediol in edible vegetable oils by isotope dilution - ultra high performance liquid chromatography - triple quadrupole mass spectrometry

Journal of Chromatography A

Volumn 1410, Issue , 2015, Pages 99-109

  Li, Heli ^a,b   Chen, Dawei ^b   Miao, Hong ^b   Zhao, Yunfeng ^b   Shen, Jianzhong ^a   Wu, Yongning ^a,b  

^a CHINA AGRICULTURAL UNIVERSITY   (China)

^b CHINA NATIONAL CENTER FOR FOOD SAFETY RISK ASSESSMENT   (China)

Author keywords

2 propanediol (3 MCPD esters); Edible vegetable oils; Fatty acid esters of 3 chloro 1; Isotope dilution; Matrix solid phase dispersion (MSPD); Ultra high performance liquid chromatography triple quadrupole mass spectrometry (UHPLC MS MS)

Indexed keywords

DISPERSIONS; ESTERS; EXTRACTION; FATTY ACIDS; GAS CHROMATOGRAPHY; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HIGH PRESSURE LIQUID CHROMATOGRAPHY; ISOTOPES; LIQUIDS; MASS SPECTROMETRY; OLIVE OIL; PALM OIL;

3-MCPD ESTERS; EDIBLE VEGETABLE OIL; FATTY ACID ESTERS; ISOTOPE DILUTIONS; MATRIX SOLID PHASE DISPERSION (MSPD); TRIPLE-QUADRUPOLE MASS SPECTROMETRY;

MATRIX SOLID PHASE DISPERSION;

ALPHA CHLOROHYDRIN; ARACHIS OIL; CORN OIL; EDIBLE OIL; FATTY ACID ESTER; OLIVE OIL; PALM OIL; RAPESEED OIL; SESAME SEED OIL; SOYBEAN OIL; SUNFLOWER OIL; VEGETABLE OIL; FATTY ACID; ISOTOPE;

ARTICLE; CALIBRATION; CONTROLLED STUDY; DISPERSION; FATTY ACID ANALYSIS; FOOD ANALYSIS; INTERMETHOD COMPARISON; ISOTOPE DILUTION ASSAY; LIMIT OF DETECTION; LIMIT OF QUANTITATION; MASS FRAGMENTOGRAPHY; MASS SPECTROMETRY; MATRIX SOLID PHASE DISPERSION; MEASUREMENT ACCURACY; MEASUREMENT PRECISION; MEASUREMENT REPEATABILITY; PRIORITY JOURNAL; PROCESS DEVELOPMENT; REPRODUCIBILITY; TRIPLE QUADRUPOLE MASS SPECTROMETRY; ULTRA PERFORMANCE LIQUID CHROMATOGRAPHY; CHEMISTRY; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; INDICATOR DILUTION CURVE; PROCEDURES; SOLID PHASE EXTRACTION; TANDEM MASS SPECTROMETRY;

ALPHA-CHLOROHYDRIN; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; FATTY ACIDS; FOOD ANALYSIS; INDICATOR DILUTION TECHNIQUES; ISOTOPES; LIMIT OF DETECTION; PLANT OILS; SOLID PHASE EXTRACTION; TANDEM MASS SPECTROMETRY;

EID: 84938956218     PISSN: 00219673     EISSN: 18733778     Source Type: Journal    
DOI: 10.1016/j.chroma.2015.07.080     Document Type: Article

References (48)

1. Pudel F., Benecke P., Fehling P., Freudenstein A., Matthaus B., Schwaf A. On the necessity of edible oil refining and possible sources of 3-MCPD and glycidyl esters. Eur. J. Lipid Sci. Technol. 2011, 113:368-373.
2. Hrncirik K., van Duijn G. An initial study on the formation of 3-MCPD esters during oil refining. Eur. J. Lipid Sci. Technol. 2011, 113:374-379.
3. Matthäus B., Pudel F., Fehling P., Vosmann K., Freudenstein A. Strategies for the reduction of 3-MCPD esters and related compounds in vegetable oils. Eur. J. Lipid Sci. Technol. 2011, 113:380-386.
4. Destaillats F., Craft B.D., Dubois M., Nagy K. Glycidyl esters in refined palm (Elaeis guineensis) oil and related fractions. Part I: Formation mechanism. Food Chem. 2012, 131:1391-1398.
5. Destaillats F., Craft B.D., Sandoz L., Nagy K. Formation mechanisms of monochloropropanediol (MCPD) fatty acid diesters in refined palm (Elaeis guineensis) oil and related fractions. Food Addit. Contam A 2012, 29:29-37.
6. Nagy K., Sandoz L., Craft B.D., Destaillats F. Mass-defect filtering of isotope signatures to reveal the source of chlorinated palm oil contaminants. Food Addit. Contam. 2011, 28:1492-1500.
7. Zhang X.-W., Gao B.-Y., Qin F., Shi H.-M., Jiang Y.-R., Xu X.-B., Yu L.-L. Free radical mediated formation of 3-monochloropropanediol (3-MCPD) fatty acid diesters. J. Agric. Food Chem. 2013, 61:2548-2555.
8. 3+. J. Agric. Food Chem. 2015, 63:1839-1848.
9. Zelinková Z., Svejokvská B., Velišek J., Doležal M. Fatty acid esters of 3-chloropropane-1, 2-diol in edible oils. Food Addit. Contam. 2006, 23:1290-1298.
10. Karšulinová L., Folprechtová B., Doležal M., Dostálová J., Velišek J. Analysis of the lipid fractions of coffee creamers, cream aerosols, and bouillon cubes for their health risk associated constituents. Czech Jnl. Food Sci. 2007, 25:257-264.
11. Svejkovská B., Novotný O., Divinová V., Réblová Z., Doležal M., Velíšek J. Esters of 3-chloropropane-1, 2-diol in foodstuffs. Czech J. Food Sci. 2004, 22:190-196.
12. Hamlet C., Sadd P. Chloropropanols and their esters in cereal products. Czech J. Food Sci. 2004, 22:259-262.
13. Federal German Institute for Risk Assessment, Stellungnahme Nr. 047/2007 des BfR vom 11, BfR, Berlin. http://www.bfr.bund.de/cm/208/saeuglingsanfangs_und_folgenahrung_kann_gesundheitlich_bednkliche_3_mcpd_fettsaeureester_enthalten.pdf.
14. Kusters M., Bimber U., Reeser S., Gallitzendorfer R., Gerhartz M. Simultaneous determination and differentiation of glycidyl esters and 3-monochloropropane-1, 2-diol (MCPD) esters in different foodstuffs by GC-MS. J. Agric. Food Chem. 2011, 59:6263-6270.
15. Zelinková Z., Doležal M., Velíšek J. Occurrence of 3 - chloropropane-1, 2-diol fatty acid esters in infant and baby foods. Eur. Food Res. Technol. 2009, 228:571-578.
16. Doležal M., Chaloupská M., Divinová V., Svejkovská B., Velišek J. Occurrence of 3-chloropropane-1,2-diol and its esters in coffee. Eur Food Res Technol. 2005, 221:221-225.
17. Zelinková Z., Novotný O., Schůrek J., Velíšek J., Hajšlová J., Dolezal M. Occurrence of 3-MCPD fatty acid esters in human breast milk. Food Addit. Contam. 2008, 25:669-676.
18. Cerbulis J., Parks O.W., Farrell H.M. Occurrence of diesters of 3-chloro-1,2-propanediol in the neutral lipid fraction of goats' milk. J. Agric. Food Chem. 1984, 32:474-476.
19. Bakhiya N., Abraham K., Gurtler R., Appel K.E., Lampen A. Toxicological assessment of 3-chloropropane-1,2-diol and glycidol fatty acid esters in food. Mol. Nutr. Food Res. 2011, 55:509-521.
20. Schilter B., Scholz G., Seefelder W. Fatty acid esters of chloropropanols and related compounds: Toxicological aspects. Eur. J. Lipid Sci. Technol. 2011, 113:309-313.
21. Buhrke T., Weißhaar R., Lampen A. Absorption and metabolism of the food contaminant 3-chloro-1,2-propanediol (3-MCPD) and its fatty acid esters by human intestinal Caco-2 cells. Arch. Toxicol. 2011, 85:1201-1208.
22. Abraham K., Appel K.E., Berger-Preiss E., Apel E., Gerling S., Mielke H., Creutzenberg O., Lampen A. Relative oral bioavailability of 3-MCPD from 3-MCPD fatty acid esters in rats. Arch. Toxicol. 2013, 87:649-659.
23. Barocelli E., Corradi A., Mutti A., Petronini P.G. Comparison between 3-MCPD and its palmitic esters in a 90-day toxicological study. SCIENTIFIC REPORT submitted to EFSA. 2011.
24. Seefelder W., Varga N., Struder A., Williamson G., Scanlan F.P., Stadler R.H. Esters of 3-chlor-1,2-propanediol (3-MCPD) in vegetable oils: Significance in the formation of 3-MCPD. Food Addit. Contam. 2008, 25:391-400.
25. Divinová V., Svejkovská B., Doležal M., Velíšek J. Determination of free and bound 3-chloropropane-1, 2-diol by gas chromatography with mass spectrometric detection using deuterated 3-chloropropane-1,2-diol as internal standard. Czech J. Food Sci. 2004, 22:182-189.
26. Weißhaar R. Determination of total 3-chloropropane-1,2-diol (3-MCPD) in edible oils by cleavage of MCPD esters with sodium methoxide. Eur. J. Lipid Sci. Technol. 2008, 110:183-186.
27. Koning S.D., Zelinkova Z., Hrncirik K., Janssen H.G. Large-volume injection coupled to comprehensive gas chromatography-time-of-flight mass spectrometry for the analysis of 3-MCPD esters in edible oils. Column 2010, 6:17-22.
28. Liu Q., Han F., Xie K., Miao H., Wu Y.-N. Simultaneous determination of total fatty acid esters of chloropropanols in edible oils by gas chromatography-mass spectrometry with solid-supported liquid-liquid extraction. J. Chromatogr. A 2013, 1314:208-215.
29. DGF Standard Method C-III 18 (09) Tensiden und verwandten Stoffen Wissenschaftliche Verlagsgesellschaft 2009, Stuttgart, Germany.
30. Xu X.-M., Wu H.-W., He H.-L., Huang B.-F., Han J.-L., Ren Y.-P. Study of chloropropanols in soy sauce by gas chromatography-triple quadrupole mass spectrometry with coupled column separation without derivatisation. Food Addit. Contam. A 2013, 30:421-429.
31. Dubois M. Analysis of MCPD- and glycidyl- esters in edible oils. 102nd AOCS Annual Meeting & Expo, Cincinnati, Ohio, USA, 1-4 May 2011.
32. Haines T.D., Adlaf K.J., Pierceall R.M., Lee I., Venkitasubramanian P., Collison M.W. Direct determination of MCPD fatty acid esters and glycidyl fatty acid esters in vegetable oils by LC-TOFMS. J. Am. Oil Chem. Soc. 2011, 88:1-14.
33. Hori K., Koriyama N., Omori H., Kuriyama M., Arishima T., Tsumura K. Simultaneous determination of 3-MCPD fatty acid esters and glycidol fatty acid esters in edible oils using liquid chromatography time-of-flight mass spectrometry. LWT-Food Sci. Technol. 2012, 48:204-208.
34. S. MacMahon, T. Begley, G. Diachenko, LC-MS/MS Detection of Glycidyl Esters and 3-MCPD Esters in Edible Oils, 102nd AOCS Annual Meeting & Expo, Cincinnati, Ohio, USA, 1-4 May, 2011.
35. Moravcova E., Vaclavik L., Lacina O., Hrbek V., Riddellova K., Hajslova J. Novel approaches to analysis of 3-chloropropane-1,2-diol esters in vegetable oils. Anal. Bioanal. Chem. 2012, 402:2871-2883.
36. J. D. Pinkston, P. J. Stoffolano, Update on the Development of a Sensitive, Accurate, and User-Friendly Method for the Direct Determination of 3-MCPD Esters, 102nd AOCS Annual Meeting & Expo, Cincinnati, Ohio, USA, 1-4 May, 2011.
37. Zelinková Z., Novotný O., Velíšek J., Doležal M. Determination of 3-chloropropane-1, 2-diol fatty acid esters. Paper presented at: EURO FOOD CHEM XIV, Food Quality and Issue of Molecule Based Science; 29-31. August, Paris, France 2007.
38. Arisseto A.P., Marcolino P.F.C., Vicente E. Determination of 3-monochloropropane-1, 2-diol fatty acid esters in Brazilian vegetable oils and fats by an in-house validated method. Food Addit. Contam. A 2014, 31:1385-1392.
39. MacMahon S., Mazzola E., Begley T.H., Diachenko G.W. Analysis of processing contaminants in edible oils. Part 1. liquid chromatography-tandem mass spectrometry method for the direct detection of 3-monochloropropanediol monoesters and glycidyl esters. J. Agric. Food Chem. 2013, 61:4737-4747.
40. MacMahon S., Begley T.H., Diachenko G.W. Analysis of processing contaminants in edible oils. Part 2. Liquid chromatography-tandem mass spectrometry method for the direct detection of 3-monochloropropanediol and 2-monochloropropanediol diesters. J. Agric. Food Chem. 2013, 61:4748-4757.
41. MacMahon S., Ridge C.D., Begley T.H. A liquid chromatography-tandem mass spectrometry (LC-MS/MS) method for the direct detection of 2-monochloropropanediol (2-MCPD) esters in edible oils. J. Agric. Food Chem. 2014, 62:11647-11656.
42. Dubois M., Tarres A., Goldmann T., Empl A.M., Donaubauer A., Seefelder W. Comparison of indirect and direct quantification of esters of monochloropropanediol in vegetable oil. J. Chromatogr. A 2012, 1236:189-201.
43. European Commission Decision 2002/657/EC, Implementing Council Directive96/23/EC concerning the performance of analytical methods and the interpretation of results. Off. J. Eur. Commun. 2002, L221:8-36.
44. Yamazaki K., Ogiso M., Isagawa S., Urushiyama T., Ukena T., Kibune N. A new, direct analytical method using LC-MS/MS for fatty acid esters of 3-chloro-1,2-propanediol (3-MCPD esters) in edible oils. Food Addit. Contam. A 2013, 30:52-68.
45. Frenich A.G., Romero-Gonzalez R., Gomez-Perez M.L., Martinez Vidal J.L. Multi-mycotoxin analysis in eggs using a QuEChERS-based extraction procedure and ultra-high-pressure liquid chromatography coupled to triple quadrupole masss pectrometry. J. Chromatogr. A 2011, 1218:4349-4356.
46. Zhou H.-R., Jin Q.-Z., Wang X.-G., Xu X.-B. Direct measurement of 3-chloropropane- 1,2-diol fatty acid esters in oils and fats by HPLC method. Food Control. 2014, 36:111-118.
47. Crews C., Chiodini A., Granvogl M., Hamlet C., Hrnčiřík K., Kuhlmann J., Lampen A., Scholz G., Weisshaar R., Wenzl T., Jasti P.R., Seefelder W. Analytical approaches for MCPD esters and glycidyl esters in food and biological samples: a review and future perspectives. Food Addit. Contam. A 2013, 30:11-45.
48. Food Analysis Performance Assessment Scheme (FAPAS). Available from:. http://www.fapas.com/index.cfm.