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Migration of Bisphenol A and Bisphenol A Diglycidyl-ether from Can Coatings into Food Simulants
Corresponding Author(s) : Qin-Bao Lin
Asian Journal of Chemistry,
Vol. 27 No. 8 (2015): Vol 27 Issue 8
Abstract
The migration and alteration of the key bisphenol-A-related compounds, bisphenol A and bisphenol A diglycidyl-ether, in food simulants (deionized water, 3 % acetic acid and 50 % ethanol) stored in coated cans were investigated. Quantification and confirmation of the two compounds were performed with ultrahigh-performance liquid chromatography-tandem mass spectrometry (UHPLC-MS/MS). Recoveries for bisphenol A and bisphenol A diglycidyl-ether at three concentration levels (10, 25, 250 μg L-1) ranged from 81.8 to 101.5 % and RSDs were 2.61 to 12.52 %. The effects of the initial concentration, heat processing (for sterilization), time and temperature of storage on migration and alteration of bisphenol A and bisphenol A diglycidyl-ether were investigated. The results showed that heat processing contributed greatly to bisphenol release. Besides, storage temperature and time had a significant effect on the migration of bisphenol A , with concentrations increasing gradually with time and temperature. Conversely, the concentrations of bisphenol A diglycidyl-ether decreased during storage because of hydrolysis by the food simulants, especially for aqueous acetic acid.
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- H. Gallart-Ayala, E. Moyano and M.T. Galceran, J. Chromatogr. A, 1218, 1603 (2011); doi:10.1016/j.chroma.2011.01.026.
- H. Petersen, A. Biereichel, K. Burseg, T.J. Simat and H. Steinhart, Food Addit. Contam. A, 25, 911 (2008); doi:10.1080/02652030701837399.
- I. Poustková, J. Dobiáš, I. Steiner, J. Poustka and M. Voldrich, Eur. Food Res. Technol., 219, 534 (2004); doi:10.1007/s00217-004-0995-1.
- E.M. Munguia-Lopez and H. Soto-Valdez, J. Agric. Food Chem., 49, 3666 (2001); doi:10.1021/jf0009044.
- F.S. vom Saal, B.T. Akingbemi, S.M. Belcher, L.S. Birnbaum, D.A. Crain, M. Eriksen, F. Farabollini, L.J. Guillette Jr., R. Hauser, J.J. Heindel, S.-M. Ho, P.A. Hunt, T. Iguchi, S. Jobling, J. Kanno, R.A. Keri, K.E. Knudsen, H. Laufer, G.A. LeBlanc, M. Marcus, J.A. McLachlan, J.P. Myers, A. Nadal, R.R. Newbold, N. Olea, G.S. Prins, C.A. Richter, B.S. Rubin, C. Sonnenschein, A.M. Soto, C.E. Talsness, J.G. Vandenbergh, L.N. Vandenberg, D.R. Walser-Kuntz, C.S. Watson, W.V. Welshons, Y. Wetherill and R.T. Zoeller, Reprod. Toxicol., 24, 131 (2007); doi:10.1016/j.reprotox.2007.07.005.
- W.V. Welshons, S.C. Nagel and F.S. vom Saal, Endocrinology, 147, s56 (2006); doi:10.1210/en.2005-1159.
- L.N. Vandenberg, R. Hauser, M. Marcus, N. Olea and W.V. Welshons, Reprod. Toxicol., 24, 139 (2007); doi:10.1016/j.reprotox.2007.07.010.
- M. Muñoz-de-Toro, C.M. Markey, P.R. Wadia, E.H. Luque, B.S. Rubin, C. Sonnenschein and A.M. Soto, Endocrinology, 146, 4138 (2005); doi:10.1210/en.2005-0340.
- N. Lin, Y.Y. Zou and H. Zhang, Eur. Food Res. Technol., 237, 1009 (2013); doi:10.1007/s00217-013-2003-0.
- A.G. Cabado, S. Aldea, C. Porro, G. Ojea, J. Lago, C. Sobrado and J.M. Vieites, Food Chem. Toxicol., 46, 1674 (2008); doi:10.1016/j.fct.2008.01.006.
- E.L. Bradley, M. Driffield, N. Harmer, P. Oldring and L. Castle, Int. J. Polym. Anal. Charact., 13, 200 (2008); doi:10.1080/10236660802070512.
- X.L. Huang, Z.W. Wang, C.Y. Hu, Y. Zhu and J. Wang, Package Technol. Sci., 26(Suppl. 1), 23 (2013); doi:10.1002/pts.1993.
- E. Fasano, F. Bono-Blay, T. Cirillo, P. Montuori and S. Lacorte, Food Contr., 27, 132 (2012); doi:10.1016/j.foodcont.2012.03.005.
- A. Goodson, H. Robin, W. Summerfield and I. Cooper, Food Addit. Contam., 21, 1015 (2004); doi:10.1080/02652030400011387.
- N. Leepipatpiboon, O. Sae-Khow and S. Jayanta, J. Chromatogr. A, 1073, 331 (2005); doi:10.1016/j.chroma.2004.12.092.
- U. Berger, M. Oehme and L. Girardin, Fresenius J. Anal. Chem., 369, 115 (2001); doi:10.1007/s002160000668.
- Commission of the European Communities Commission Regulation (EC) No. 1895/2005 of 18 November 2005 on the Restriction of Use of Certain Epoxy Derivates in Materials and Articles Intended to Come into Contact with Foodstuffs (2005).
- S. Liu, Q. Xie, J. Chen, J.Z. Sun, H. He and X.K. Zhang, J. Chromatogr. A, 1295, 16 (2013); doi:10.1016/j.chroma.2013.04.054.
- Commission of the European Communities, EC/8/2011 Amending Directive 2002/72/EC as Regards the Restriction of use of Bisphenol A in Plastic Infant Feeding Bottles (2011).
- J. Míguez, C. Herrero, I. Quintás, C. Rodríguez, P.G. Gigosos and O.C. Mariz, Food Chem., 135, 1310 (2012); doi:10.1016/j.foodchem.2012.05.099.
- Commission of the European Communities, Commission Regulation (EU) No 10/2011 of 14 January 2011 on Plastic Materials and Articles Intended to come into Contact with Food (2011).
References
H. Gallart-Ayala, E. Moyano and M.T. Galceran, J. Chromatogr. A, 1218, 1603 (2011); doi:10.1016/j.chroma.2011.01.026.
H. Petersen, A. Biereichel, K. Burseg, T.J. Simat and H. Steinhart, Food Addit. Contam. A, 25, 911 (2008); doi:10.1080/02652030701837399.
I. Poustková, J. Dobiáš, I. Steiner, J. Poustka and M. Voldrich, Eur. Food Res. Technol., 219, 534 (2004); doi:10.1007/s00217-004-0995-1.
E.M. Munguia-Lopez and H. Soto-Valdez, J. Agric. Food Chem., 49, 3666 (2001); doi:10.1021/jf0009044.
F.S. vom Saal, B.T. Akingbemi, S.M. Belcher, L.S. Birnbaum, D.A. Crain, M. Eriksen, F. Farabollini, L.J. Guillette Jr., R. Hauser, J.J. Heindel, S.-M. Ho, P.A. Hunt, T. Iguchi, S. Jobling, J. Kanno, R.A. Keri, K.E. Knudsen, H. Laufer, G.A. LeBlanc, M. Marcus, J.A. McLachlan, J.P. Myers, A. Nadal, R.R. Newbold, N. Olea, G.S. Prins, C.A. Richter, B.S. Rubin, C. Sonnenschein, A.M. Soto, C.E. Talsness, J.G. Vandenbergh, L.N. Vandenberg, D.R. Walser-Kuntz, C.S. Watson, W.V. Welshons, Y. Wetherill and R.T. Zoeller, Reprod. Toxicol., 24, 131 (2007); doi:10.1016/j.reprotox.2007.07.005.
W.V. Welshons, S.C. Nagel and F.S. vom Saal, Endocrinology, 147, s56 (2006); doi:10.1210/en.2005-1159.
L.N. Vandenberg, R. Hauser, M. Marcus, N. Olea and W.V. Welshons, Reprod. Toxicol., 24, 139 (2007); doi:10.1016/j.reprotox.2007.07.010.
M. Muñoz-de-Toro, C.M. Markey, P.R. Wadia, E.H. Luque, B.S. Rubin, C. Sonnenschein and A.M. Soto, Endocrinology, 146, 4138 (2005); doi:10.1210/en.2005-0340.
N. Lin, Y.Y. Zou and H. Zhang, Eur. Food Res. Technol., 237, 1009 (2013); doi:10.1007/s00217-013-2003-0.
A.G. Cabado, S. Aldea, C. Porro, G. Ojea, J. Lago, C. Sobrado and J.M. Vieites, Food Chem. Toxicol., 46, 1674 (2008); doi:10.1016/j.fct.2008.01.006.
E.L. Bradley, M. Driffield, N. Harmer, P. Oldring and L. Castle, Int. J. Polym. Anal. Charact., 13, 200 (2008); doi:10.1080/10236660802070512.
X.L. Huang, Z.W. Wang, C.Y. Hu, Y. Zhu and J. Wang, Package Technol. Sci., 26(Suppl. 1), 23 (2013); doi:10.1002/pts.1993.
E. Fasano, F. Bono-Blay, T. Cirillo, P. Montuori and S. Lacorte, Food Contr., 27, 132 (2012); doi:10.1016/j.foodcont.2012.03.005.
A. Goodson, H. Robin, W. Summerfield and I. Cooper, Food Addit. Contam., 21, 1015 (2004); doi:10.1080/02652030400011387.
N. Leepipatpiboon, O. Sae-Khow and S. Jayanta, J. Chromatogr. A, 1073, 331 (2005); doi:10.1016/j.chroma.2004.12.092.
U. Berger, M. Oehme and L. Girardin, Fresenius J. Anal. Chem., 369, 115 (2001); doi:10.1007/s002160000668.
Commission of the European Communities Commission Regulation (EC) No. 1895/2005 of 18 November 2005 on the Restriction of Use of Certain Epoxy Derivates in Materials and Articles Intended to Come into Contact with Foodstuffs (2005).
S. Liu, Q. Xie, J. Chen, J.Z. Sun, H. He and X.K. Zhang, J. Chromatogr. A, 1295, 16 (2013); doi:10.1016/j.chroma.2013.04.054.
Commission of the European Communities, EC/8/2011 Amending Directive 2002/72/EC as Regards the Restriction of use of Bisphenol A in Plastic Infant Feeding Bottles (2011).
J. Míguez, C. Herrero, I. Quintás, C. Rodríguez, P.G. Gigosos and O.C. Mariz, Food Chem., 135, 1310 (2012); doi:10.1016/j.foodchem.2012.05.099.
Commission of the European Communities, Commission Regulation (EU) No 10/2011 of 14 January 2011 on Plastic Materials and Articles Intended to come into Contact with Food (2011).