Skip to main content
Log in

Application of Indirect Enzymatic Method for Determinations of 2-/3-MCPD-Es and Gly-Es in Foods Containing fats and Oils

  • Original Paper
  • Published:
Journal of the American Oil Chemists' Society

Abstract

Because of the potential health risks, fatty acid esters of 3-chloro-1,2-propanediol (3-MCPD-Es), 2-chloro-1,3-propanediol (2-MCPD-Es) and glycidol (Gly-Es) in foods are drawing the attention of public health authorities. To assess applicability of the rapid indirect method developed earlier by using a Candida rugosa lipase for the analyses of refined fats and oils was applied to the analyses of various foods. Mayonnaise, vegetable oil margarine and fat spread could be analyzed with the hydrolysis condition of 30 min at room temperature. Analyses of 3-MCPD-Es in margarines and fat spreads containing milk fat could be analyzed by increasing the hydrolysis temperature to 40 °C. The results in a mayonnaise, four fat spreads and five margarines analyzed by the enzymatic method were 0.10–0.98 mg/kg for 3-MCPD, 0.05–0.41 mg/kg for 2-MCPD and 0.15–0.59 mg/kg for Gly, and correlated well with the results obtained by AOCS Cd 29a with Cd 30–15 with slopes of 0.99–1.13, and R 2s of 0.87–0.99. Further, by adding a simple fat extraction step using a solvent mix at 60 °C, foods high in protein and carbohydrate, such as infant formulas, could also be successfully analyzed with >90 % recovery in 1 day. Because the enzymatic method requires only 30 min for hydrolysis, the method is considered suitable for routine analyses of 2-/3-MCPD-Es and Gly-Es in foods.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Fig. 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5

Similar content being viewed by others

References

  1. Scientific Committee on Food (2001) Opinion on 3-mono-chloro-propane-1,2-diol (3-MCPD), updating the SCF opinion of 1994 adopted on 30 May 2001. http://ec.europa.eu/food/fs/sc/scf/out91_en.pdf

  2. Joint FAO/WHO Expert Committee on Food Additives (2001) 3-chloro-1,2-propanediol. WHO Food Add Ser 48: http://www.inchem.org/documents/jecfa/jecmono/v48je18.htm

  3. International Agency for Research on Cancer (2000) IARC monographs on the evaluation of carcinogenic risk of chemicals to humans, vol 77. https://monographs.iarc.fr/ENG/Monographs/vol77/mono77-19.pdf

  4. Weisshaar R, Roland Perz (2010) Fatty acid esters of glycidol in refined fats and oils. Eur J Lipid Sci Technol 112:158–165

    Article  CAS  Google Scholar 

  5. Hrncirik K, van Duijn Gerrit (2011) An initial study on the formation of 3-MCPD esters during oil refining. Eur J Lipid Sci Technol 113:374–379

    Article  CAS  Google Scholar 

  6. Bakhiya N, Abraham K, Gürtler R, Appel KE, Lampen A (2011) Toxicological assessment of 3-chloropropane-1,2-diol and glycidol fatty acid esters in food. Mol Nutr Food Res 55:509–521

    Article  CAS  Google Scholar 

  7. Crews C, Chiodini A, Granvogl M, Hamlet C, Hrncirik K, Kuhlmann J, Lampen A, Scholz G, Weisshaar R, Wenzl T, Jasti PR, Seefelder W (2013) Analytical approaches for MCPD esters and glycidyl esters in food and biological samples: a review and future perspectives. Food Addit Contam Part A 30:11–45

    Article  CAS  Google Scholar 

  8. Ermacora A, Hrncirik K (2013) A novel method for simultaneous monitoring of 2-MCPD, 3-MCPD and glycidyl esters in oils and fats. J Am Oil Chem Soc 90:1–8

    Article  CAS  Google Scholar 

  9. Kuhlmann J (2011) Determination of bound 2, 3-epoxy-1-propanol (glycidol) and bound monochloropropanediol (MCPD) in refined oils. Eur J Lipid Sci Technol 113:335–344

    Article  CAS  Google Scholar 

  10. Haines TD, Adlaf KJ, Pierceall RM, Lee I, Venkitasubramanian P, Collison MW (2011) Direct determination of MCPD fatty acid esters and glycidyl fatty acid esters in vegetable oils by LC-TOFMS. J Am Oil Chem Soc 88:1–14

    Article  CAS  Google Scholar 

  11. Yamazaki K, Ogiso M, Isagawa S, Urushiyama T, Ukena T, Kibune N (2013) 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 Part A 30:52–68

    Article  CAS  Google Scholar 

  12. Hori K, Koriyama N, Omori H, Kuriyama M, Arishima T, Tsumura K (2012) 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 48:204–208

    Article  CAS  Google Scholar 

  13. American Oil Chemists’ Society (2013) Glycidyl Fatty Acid Esters in Edible Oils Cd28-10. Joint AOCS/JOCS official method

  14. Japan Oil Chemists’ Society (2013) 2.4.13-2013. JOCS standard method for the analysis of fats, oils and related materials

  15. American Oil Chemists’ Society (2013) Cd29a. AOCS official method

  16. American Oil Chemists’ Society (2013) Cd29b. AOCS official method

  17. American Oil Chemists’ Society (2013) Cd29c. AOCS official method

  18. Miyazaki K, Koyama K, Sasako H, Hirao T (2012) Indirect method for simultaneous determinations of 3-chloro-1,2-propanediol fatty acid esters and glycidyl fatty acid esters. J Am Oil Chem Soc 89:1403–1407

    CAS  Google Scholar 

  19. Koyama K, Miyazaki K, Abe K, Egawa Y, Kido H, Kitta T, Miyashita T, Nezu T, Nohara H, Sano T, Takahashi Y, Taniguchi H, Yada H, Yamazaki K, Watanabe Y (2015) Optimization of an indirect enzymatic method for the simultaneous analysis of 3-MCPD, 2-MCPD, and glycidyl esters in edible oils. J Oleo Sci 64:1057–1064

    Article  CAS  Google Scholar 

  20. Koyama K, Miyazaki K, Abe K, Egawa Y, Kido H, Kitta T, Miyashita T, Nezu T, Nohara H, Sano T, Takahashi Y, Taniguchi H, Yada H, Yamazaki K, Watanabe Y (2016) Collaborative Study of an Indirect Enzymatic Method for the Simultaneous Analysis of 3-MCPD, 2-MCPD, and Glycidyl Esters in Edible Oils. J Oleo Sci in press

  21. Ermacora A, Hrncirik K (2014) Development of an analytical method for the simultaneous analysis of MCPD esters and glycidyl esters in oil-based foodstuffs. Food Addit Contam Part A 31:985–994

    Article  CAS  Google Scholar 

  22. American Oil Chemists’ Society (2015) Cd30-15. AOCS draft method

  23. Wenzl T, Samaras V, Giril A, Buttinger G, Karasek L, Zelinkova Z (2015) Development and validation of analytical methods for the analysis of 3-MCPD (both in free and ester form) and glycidyl esters in various food matrices and performance of an ad-hoc survey on specific food groups in support to a scientific opinion on comprehensive risk assessment on the presence of 3-MCPD and glycidyl esters in food. EFSA supporting publication EN-779

  24. The Ministry of Health, Labour and Welfare, Japan (2011) Committee, J. P. E. Japanese Pharmacopoeia. 16th ed. http://jpdb.nihs.go.jp/jp16e/jp16e.pdf

  25. Robert MC, Oberson JM, Stadler RH (2004) Model studies on the formation of monochloropropanediols in the presence of lipase. J Agric Food Chem 52:5102–5108

    Article  CAS  Google Scholar 

  26. Codex Alimentarius Commission (2015) Procedural manual twenty-third edition ftp.fao.org/codex/Publications/ProcManuals/Manual_23e.pdf

  27. Ministry of Agriculture, Forestry and Fisheries, Japan (2014) http://www.maff.go.jp/j/press/syouan/seisaku/pdf/141217-02.pdf

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Kinuko Miyazaki.

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Miyazaki, K., Koyama, K. Application of Indirect Enzymatic Method for Determinations of 2-/3-MCPD-Es and Gly-Es in Foods Containing fats and Oils. J Am Oil Chem Soc 93, 885–893 (2016). https://doi.org/10.1007/s11746-016-2833-6

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11746-016-2833-6

Keywords

Navigation