Korean Journal of Food Science and Technology (한국식품과학회지)

Korean Society of Food Science and Technology (한국식품과학회)
권호 표지

Simultaneous Analysis Method of BPA, BPF, BADGE, BFDGE and Their Degradation Products in Canned Foods and Food Simulants by HPLC

HPLC를 이용한 캔 식품 및 식품 유사용매 중 BPA, BPF, BADGE, BFDGE 및 분해산물의 동시분석법

  • Choi, Jae-Chun (Department of Applied Biology and Chemistry, KunKuK University) ;
  • Kyung, Suk-Hun (Department of Applied Biology and Chemistry, KunKuK University) ;
  • Lee, Gun-Tack (Department of Food Sciences, Kangnung National University) ;
  • Lee, Kwang-Ho (Division of Food Packaging, Korea Food and Drug Administration)
  • 최재천 (건국대학교 응용생물화학과) ;
  • 경석헌 (건국대학교 응용생물화학과) ;
  • 이근택 (강릉대학교 식품과학과) ;
  • 이광호 (식품의약품안전청 용기포장과)
  • Published : 2002.04.01
Download PDF
⟨ Previous Next ⟩

Abstract

A simple and sensitive analysis method based on reverse phase (RP) HPCL with flourescence detector was developed for simultaneous determination of bisphenol A (BPA), bisphenol F (BPF), bisphenol A diglycidyl ether (BADGE), bisphenol F diglycidyl ether (BFDGE), and their degradation products, $BADGE{\cdot}H_2O$, $BADGE{\cdot}2H_2O$, $BFDGE{\cdot}H_2O$, $BFDGE{\cdot}2H_2O$, $BADGE{\cdot}HCl{\cdot}H_2O$, $BADGE{\cdot}HCl$, $BADGE{\cdot}2HCl$, $BFDGE{\cdot}HCl{\cdot}H_2O$, $BFDGE{\cdot}HCl$ and $BFDGE{\cdot}2HCl$, which were hydrolyzed and chlorinated forms of BADGE and BFDGE, in canned foods and food simulants. These compounds were identified by GC/MSD with $MSTFA-NH_4I-DTE$ derivatization. Recovery study was performed at each 100 ng/mL levels of BPA, BPF, BADGE and BFDGE added to canned foods and food simulants. This method was resulted in recovery of $90{\sim}114%$ with relative standard deviation of $4.1{\sim}7.0%$, detection limits of $6{\sim}11$ ng/mL and quantitation limits of $12{\sim}18\;ng/mL$. Calibration curves were linear with correlatin coefficients of 0.997 for BPF, 0.996 for BPA, 0.9987 for BFDGE, and 0.9989 for BADGE.

역상 HPLC를 이용하여 식품용 캔에서 이행된 캔 식품 및 식품 유사용매 중에 잔류하는 BADGE, BFDGE 및 가수분해 또는 염화물(chlorinated) 형태인 그들의 분해산물인 $BADGE{\cdot}H_2O$, $BADGE{\cdot}2H_2O$, $BFDGE{\cdot}H_2O$, $BFDGE{\cdot}2H_2O$, $BADGE{\cdot}HCl{\cdot}H_2O$, $BADGE{\cdot}HCI$, $BADGE{\cdot}2HCl$, $BFDGE{\cdot}HCl{\cdot}H_2O$, $BFDGE{\cdot}HCl$ 및 $BFDGE{\cdot}2HCI$ 또는 BADGE와 BFDGE의 합성에 사용되는 출발물질인 BPA 및 BPF를 정량하고 이들 물질을 $MSTFA-NH_4I-DTE$ 유도체화 시약으로 유도체화 시킨 뒤 GC/MSD로 정성하는 동시분석법을 확립하였다. 이 방법은 캔 식품 및 식품 유사용매에 각 100 ng/mL의 BPA, BPF, BADGE 및 BFDGE를 첨가하여 행한 회수율 시험에서 $4.1{\sim}7.0%$의 상대 표준편차를 갖는 $90{\sim}114%$의 회수율을 보여 주었으며 검출한계가 $6{\sim}11ng/mL$이었고 정량한계는 $12{\sim}18\;ng/mL$이었으며 검량선의 상관계수도 0.9987이상의 우수한 직선성을 보여 주었다. 따라서 본연구의 방법은 식품용 캔에서 이행된 캔 식품 및 식품 유사용매 중에 잔류하는 BPA, BPF, BADGE, BFDGE 및 가수분해 또는 염화물형태인 그들의 분해산물을 정량함에 있어 적합한 방법이 될 수 있음을 확인할 수 있었다.

Keywords

References

  1. Lee, H., Nevile, K. Handbook of Epoxy Resins. McGraw Hill, New York, USA (1982)
  2. Kroschwitz, J.I. Polymers: An Encyclopedic Source Book of Engineering Properties. John Wiley & Sons, New York, USA(1987)
  3. Gandra, J.S. Selection of can coatings for different applications.Food Rev. Int.,1-5(1): 121-137 (1999)
  4. Krishnan, A., Stathis, P., Permuth, S., Tokes, L. and Feldman, D.Bisphenol A: An estrogenic substance is released from polycar-bonate flasks during autoclaving. Endocrinology 132: 2279-2286(1993) https://doi.org/10.1210/en.132.6.2279
  5. Mestan, S.A. and Morris, C.E.M. Chromatography of epoxy res-ins. Rev. Macromo 1. Chem. Phys. C24: 117-172 (1984)
  6. Brydia, L.E. Determination of bisphenol A and impurities by gaschromatography of their trimethylsilyl ether derivatives. Anal.Chem. 40: 2212-2215 (1968) https://doi.org/10.1021/ac50158a057
  7. Olmo, M.D., Gonzalez, A.C., Navas, N.A. and Vilchez, J.L.Determination of bisphenol A (BPA) in water by gas chromatog-raphy-mass spectrometry. Anal. Chem. Acta. 346: 87-92 (1997) https://doi.org/10.1016/S0003-2670(97)00182-7
  8. Gandara, J.S., Losada, P.P., Mahia, P.L., Lozano, J.S. and Abuin,S.P. RP-HPLC-TSP-MS of epoxy resins bisphenol A diglycidylether type. J. Chromat. Sci. 30: 11-16 (1992) https://doi.org/10.1093/chromsci/30.1.11
  9. Roubtsova, S., Hollander, J. and Franz, R. A rapid and convenient method for the quantitative determination of bisphenol A digly-cidyl ether(BADGE) in foodstuffs. Deutsche Lebensmittel-Rund-schan. 93: 273-276 (1997)
  10. Gandara, J.S., Abuin, S.P., Losada, P.P. and Lozano, J.S. Determi-nation of bisphenol A and F in noncured epoxy resins by RP-HPLC-fluorescene techniques. J. Chrom. Sci. 31: 450-454 (1993) https://doi.org/10.1093/chromsci/31.11.450
  11. Losada, P.P., Lamela, C.P., Fabal, M.F.R, Fenollera, P.S. and Loz-ano, J.S. Two RP-HPLC sensitive methods to quantity and iden-tify bisphenol A diglycidyl ether and its hydrolysis products, 1.European Union aqueous food simulants. J. Agric. Food Chem.45: 3493-3500 (1997) https://doi.org/10.1021/jf970016h
  12. Lambert, C. and Larroque, M. Chromatographic analysis of waterand wine samples for phenolic compounds released from foodcontact epoxy resins. J. Chrom. Sci. 35:57-62(1997) https://doi.org/10.1093/chromsci/35.2.57
  13. Biedermann, M., Bronz, M., Burchler, B., Grob, K., Franziska, K., Neukom, H.P., Richard, N. and Spinner, C. Reaction products of bisphenol A diglycidyl ether (BADGE) and bisphenol F digly-cidyl ether (BFDGE) with hydrochloric acid and water in canned foods with aqueous matrix. Mitt. Lebensm. Hyg. 90: 177-194(1999)
  14. Losada, P.P., Lozano, J.S., Abuin, S.P., Mahia, L.P. and Gandara, S.J. Kinetics of the hydrolysis of bisphenol A diglycidyl ether(BADGE) in water-based food simulants. J. Anal. Chem.345:527-532 (1993) https://doi.org/10.1007/BF00326345
  15. Losada, P.P., Lozano, J.S., Abuin, S.P., Mahia, L.P. and Gandara, S.J. Kinetics of the hydrolysis of bisphenol F diglycidyl ether(BFDGE) in water-based food simulants. Comparison with bisphenol A diglycidyl ether. J. Agric. Food Chem. 40: 868-872(1992) https://doi.org/10.1021/jf00017a034
  16. Hammarling, L., Gustavsson, H., Svensson, K. and Oskarsson, A.Migration of bisphenol A diglycidyl ether(BADGE) and its reac-tion products in canned foods. Food Additives and Contaminants.17(11): 937-943 (2000) https://doi.org/10.1080/026520300750038126
  17. Bronz, M. Biedermann, M. and Grob, K. Characterization of migrates from can coatings by size exclusion chromatography;total amounts of phenolics with molecular weight below 1000 D.Mitt. Gebiete Lebensm. Hyg. 89: 327-338(1998)
  18. Morrison, G.H. Guidelines for data acquisition and data quality evaluation in environmental chemistry. Anal. Chem. 52: 2242-2249(1980) https://doi.org/10.1021/ac50064a004
  19. Choi, M.H. and Chung, B.C. GC-MS determination of steroids related to androgen biosynthesis in human hair with pen-taflurophenyldimethylsilyl-trimethylsilyl derivatization. Analysts124: 1297-1300(1999) https://doi.org/10.1039/a903912k
  20. Vilchez, J. L., Zafra, A., Gonzalez-Casado, A., Hontoria, E. and Monsalud del Olmo. Determination of trace amounts of bisphenol F, bisphenol A and their diglycidyl ethers in wastewater by gaschromatography-mass spectrometry. Analitica Chimica Acta 431:31-40(2001) https://doi.org/10.1016/S0003-2670(00)01315-5
  21. Rauter, W., Dickinger, G., Zihlarz. and Lintschinger, J. Detenni-nation of bisphenol A diglycidyl ether(BADGE) and its hydroly-sis products in canned oily foods from the austrian market. Z.Lebensm. Unters. Forsch. A 208: 208-211 (1999)