Simultaneous determination of bisphenol A diglycidyl ether, bisphenol F diglycidyl ether, novolac glycidyl ether and their derivatives in canned fishes by matrix solid dispersion with ultra high performance liquid chromatography-tandem mass spectrometry การตรวจวัดบิสฟีนอลเอไดไกลซิดิลอีเธอร์ บิสฟีนอลเอฟไดไกลซิดิลอีเธอร์ โนโวแลคไกลซิดิลอีเธอร์และอนุพันธ์ในปลากระป๋องโดยเทคนิคแมทริกซ์โซลิดดิสเพอร์ชันและอัลตราไฮเพอร์ฟอร์แมนซ์ลิควิด โครมาโทกราฟี-แทนเดมแมสสเปกโทรเมตรี

Jutathip Lapviboonsuk, Sompop Lapviboonsuk

Abstract


         งานวิจัยนี้ได้พัฒนาการตรวจวัดปริมาณสารมอนอเมอร์ทั้งหมด 13 ชนิด ได้แก่ บิสฟีนอลเอไดไกลซิดิลอีเธอร์ (BADGE)  บิสฟีนอลเอฟไดไกลซิดิลอีเธอร์ (BFDGE)  โนโวแลคไกลซิดิลอีเธอร์ (NOGE 3-6 ring) และอนุพันธ์ (BADGE \cdot H2O, BADGE\cdot2H2O, BADGE\cdotHCl, BADGE\cdot2HCl, BADGE\cdotH2O\cdotHCl, BFDGE\cdot2H2O and BFDGE\cdot2HCl) ในอาหารกระป๋อง  โดยใช้เทคนิคลิควิดโครมาโทกราฟี-แทนเดมแมสสเปกโทรเมตรี (LC-MS/MS) และแมทริกซ์โซลิดดิสเพอชั้นที่รู้จักในชื่อว่า QuEChERS ทั้งนี้ได้ศึกษาและตรวจสอบความใช้ได้เพื่อให้ได้วิธีที่มีความน่าเชื่อถือสำหรับตรวจวัดปริมาณ โดยการตรวจสอบความใช้ได้ของวิธีดำเนินการตาม Eurachem Guide: 2014 โดยเติมสารละลายมาตรฐานที่ความเข้มข้น 5 ระดับ (0.025, 0.50, 1.00, 9.00 และ 18.0 มิลลิกรัมต่อกิโลกรัม) ค่าร้อยละกลับคืนมีค่าอยู่ในช่วง 60.8 ถึง 114.2% ที่ 0.025 มิลลิกรัมต่อกิโลกรัม, 81.2 ถึง 109.3% ที่ 0.50 มิลลิกรัมต่อกิโลกรัม, 80.1 ถึง 109.2% ที่ 1.00 มิลลิกรัมต่อกิโลกรัม, 83.7 ถึง 110.0% ที่ 9.00 มิลลิกรัมต่อกิโลกรัมและ 84.6 ถึง 109.1% ที่ 18.0 มิลลิกรัมต่อกิโลกรัมและได้ค่าการทำซ้ำที่ดี  (ร้อยละส่วนเบี่ยงเบนมาตรฐานประมาณ 1.13 ถึง 19.5) โดยมีค่าขีดจำกัดของการตรวจพบเท่ากับ 0.010 มิลลิกรัมต่อกิโลกรัมสำหรับมอนอเมอร์แต่ละชนิด และขีดจำกัดของการหาปริมาณมีค่าเท่ากันสำหรับทุกชนิด เท่ากับ 0.025 มิลลิกรัมต่อกิโลกรัม กราฟมาตรฐานมีความเป็นเส้นตรงสูงถึง 1000 ไมโครกรัมต่อลิตรด้วยค่าสัมประสิทธิ์การกำหนดที่ดี (r2) อยู่ในช่วงระหว่าง 0.9983 ถึง 0.9999

   

Simultaneous determination of bisphenol A diglycidyl ether, bisphenol F diglycidyl ether, novolac glycidyl ether and their derivatives in canned fishes by matrix solid dispersion with ultra high performance liquid chromatography-tandem mass spectrometry

          A method was successfully developed for the simultaneous determination of thirteen monomers, i.e. bisphenol A diglycidyl ether (BADGE), bisphenol F diglycidyl ether (BFDGE), novolac glycidyl ether (NOGE 3-6 ring) and their derivatives (BADGE×H2O, BADGE×2H2O, BADGE×HCl, BADGE×2HCl, BADGE×H2O×HCl, BFDGE×2H2O and BFDGE×2HCl) in canned foods. Liquid chromatography with tandem mass spectrometry (LC-MS/MS) and matrix solid dispersion method known as QuEChERS were investigated and validated to obtain a reliable method for the application of concentration measurement. The method validation was performed according to Eurachem Guide: 2014 using fortified samples at five different concentration levels (0.025, 0.50, 1.00, 9.00 and 18.0 mg kg-1). The extraction recoveries ranged from 60.8 to 114.2% at 0.025 mg kg-1, 81.2 to 109.3% at 0.50 mg kg-1, 80.1 to 109.2% at 1.00 mg kg-1, 83.7 to 110.0% at 9.00 mg kg-1 and 84.6 to 109.1% at 18.0 mg kg-1  with good repeatability (%RSD » 1.13-19.5). The limits of detection were 0.010 mg kg-1 for all monomers, while the limits of quantitation were the same at 0.025 mg kg-1 for all analytes. The calibration curves were provided linear up to 1000 mg L-1 with the excellent coefficient of determination (r2) in the range 0.9983-0.9999.   


Keywords


Bisphenol A diglycidyl ether; Bisphenol F diglycidyl ether; Novolac glycidyl ether; Ultra-high-performance liquid chromatography-tandem mass spectrometry; Matrix solid dispersion; Canned fish; QuEChERSบิสฟีนอลเอไดไกลซิดิลอีเธอร์; บิสฟีนอลเอฟไดไกลซิดิลอีเธ

Full Text:

PDF Remote

References


VALERA-TARIFA, N.M., R. SANTIAGO-VALVERDE, E.HERNANDEZ-TORRES, J.L. MARTINEZ-VIDAL and A. GARRIDO-FRENICH. Development and full validation of a multiresidue method for the analysis of a wide range of pesticides in processed fruit by UHPLC-MS/MS. Food Chemistry. 2020, 315, 126304.

FRITSCHE, J. Recent developments and digital perspectives in food safety and authenticity. Journal of Agricultural and Food Chemistry. 2018, 66(29), 7562-7567.

PETERSEN, H., A. SCHAEFER, C.A. BUCKOW, T.J. SIMAT and H. STEINHART. Determination of bisphenol A diglycidyl ether (BADGE) and its derivatives in food: identification and quantification by internal standard. Europen Food Research and Technology. 2003, 216(4), 355-364.

Wang L, J. Xue and K. Kannan. Widespread occurrence and accumulation of bisphenol A diglycidyl ether (BADGE), bisphenol F diglycidyl ether (BFDGE) and their derivatives in human blood and adipose fat. Environmental Science & Technology. 2015, 49(5), 3150-3157.

TSUJI, M., C. KORIYAMA, Y. ISHIHARA, C.F.A. VOGELand T. KAWAMOTO. Association between bisphenol A diglycidyl ether-specific IgG in serum and food sensitization in young children. Europe an Journal of Medical Research. 2018, 23(1), 61.

Commission Regulation (EC) No 1895/2005 of 18November 2005 on the restriction of use of certain epoxy derivatives in materials and articles intended to come into contact with food, (2005).

ROMERO-GONZALEZ, R. Food safety: how analytical chemists ensure it. Analytical Methods. 2015, 7(17), 7193-7201.

MUNGUIA-LOPEZ, E.M. and H. SOTO-VALDEZ. Effect of heat processing and storage time on migration of bisphenol A (BPA) and bisphenol A diglycidyl Ether (BADGE) to aqueous food simulant from Mexican can coatings. Journal of Agricultural and Food Chemistry. 2001, 49(8), 3666-3671.

POUSTKOVA, I., J. DOBIAS, I. STEINER, J. POUSTKA and M. VOLDRICH. Stability of bisphenol A diglycidyl ether and bisphenol F diglycidyl ether in water-based food simulants. European Food Research & Technology. 2004, 219(5), 534-539.

UEMATSU, Y., HIRATA, K., SUZUKI, K., IIDA, K. and SAITO, K. Chlorohydrins of bisphenol A diglycidyl ether (BADGE) and of bisphenol F diglycidyl ether (BFDGE) in canned foods and ready-todrink coffees from the Japanese market. Food Additives and Contaminants. 2001, 18(2), 177-185.

SUMMERFIELD, W., A. GOODSON and I. COOPER. Survey of bisphenol A diglycidyl ether (BADGE) in canned foods. Food Additives and Contaminants. 1998, 15(7), 818-830.

BILES, J.E., K.D. WHITE, T.P. MANEAL and T.H. BEGLEY. Determination of the diglycidyl ether of bisphenol A and Its derivatives in canned foods. Journal of Agricultural and Food Chemistry. 1999, 47(5), 1965-1969.

ZHANG, H., M. XUE, Y. LU, Z. DAI and H. WANG. Microwave-assisted extraction for the simultaneous determination of novolac glycidyl ethers, bisphenol A diglycidyl ether, and its derivatives in canned food using HPLC with fluorescence detection. Journal of Separation Science. 2010, 33(2), 235-243.

CASAJUANA, N. and S. LACORTE. New methodology for the determination of phthalate esters, bisphenol A, bisphenol A diglycidyl ether, and nonylphenol in commercial whole milk samples. Journal of Agricultural and Food Chemistry. 2004, 52(12), 3702-3707.

SUN, C., L.P. LEONG, P.J. B ARLOW, S.H. CHAN and B.C. BLOODWORTH. Single laboratory validation of a method for the determination of bisphenol A, bisphenol A diglycidyl ether and its derivatives in canned foods by reversed-phase liquid chromatography. Journal of Chromatography A. 2006, 1129(1), 145-148.

YONEKUBO, J., K. HAYAKAWA and K. SAJIKI. Concentrations of bisphenol A, bisphenol A diglycidyl ether, and their derivatives in canned foods in Japanese markets. Journal of Agricultural and Food Chemistry. 2008, 56(6), 2041-2047.

GALLART-AYALA, H., E. MOYANA and M.T. GAL CERAN. Fast liquid chromatography-tandem mass spectrometry for the analysis of bisphenol A-diglycidyl ether, bisphenol F-diglycidyl ether and their derivatives in canned food and beverages. Journal of Chromatography A. 2011, 1218(12), 1603-1610.

GUO, M., M. HE, J. ZHONG, Q. HE, B.B. ISMAIL, G. CHEN and D. LIU. High-performance liquid chromatography (HPLC)-fluorescence method for determination of bisphenol A diglycidyl ether (BADGE) and its derivatives in canned foods. Science of The Total Environment 2020, 710, 134975.

LEEPIPATPIBOON, N., O. SAE-KHOW, S. JAYANTA. Simultaneous determination of bisphenol-A-diglycidyl ether, bisphenol-F-diglycidyl ether, and their derivatives in oil-in-water and aqueous-based canned foods by high-performance liquid chromatography with fluorescence detection. Journal of Chromatography A. 2005, 1973(1), 331-339.

SZCZEPANSKA, N., P. KUBICA, J. PLOTKA-WASYLKA, B. KUDLAK and J. NAMIESNIK. Ultrasound assisted solvent extraction of porous membrane-packed samples followed by liquid chromatography-tandem mass spectrometry for determination of BADGE, BFDGE and their derivatives in packed vegetables. Science of The Total Environment. 2020, 708, 135178.

ZOU, Y., S. LIN, S. CHEN and H. ZHANG. Determination of bisphenol A diglycidyl ether, novolac glycidyl ether and their derivatives migrated from can coatings into foodstuff by UPLC-MS/MS. European Food Research & Technology. 2012, 235(2), 231-244.

ANASTASSIADES, M., S.J. LEHOTAY, D. STAJNBA HER and F.J. SCHENCK. Fast and easy multiresidue method employing acetonitrile extraction/ partitioning and "dispersive solid-phase extraction” for the determination of pesticide residues in produce. Journal of AOAC International. 2003, 86(2), 412-431.

LAPVIBOONSUK, J. Method development for determination of momomers mgrated from food contact materials in canned foods. Bangkok: Chulalongkorn University. 2014.

MATUSZEWSKI, B.K., M.L. CONSTANZER and C.M. CHAVEZ-ENG. Matrix effect in quantitative LC/ MS/MS analyses of biological fluids: A method for determination of finasteride in human plasma at picogram per milliliter concentrations. Analytical Chemistry. 1998, 70(5), 882-889.

ZHOU, W., S. YANG and P.G. WANG. Matrix effects and application of matrix effect factor. Bioanalysis. 2017, 9(23),1839-1844.

MATUSZEWSKI, B.K., M.L. CONSTANZER and C.M. CHAVEZ-ENG. Strategies for the assessment of matrix effect in quantitative bioanalytical methods based on HPLC-MS/MS. Analytical Chemistry. 2003, 75(13), 3019-3030.

SZCZEPANSKA, N., P. KUBICA, B. KUDLAK, J. NAMIESNIK and A. WASIK. Stabilities of bisphenol A diglycidyl ether, bisphenol F diglycidyl ether, and their derivatives under controlled conditions analyzed using liquid chromatography coupled with tandem mass spectrometry. Analytical and Bioanalytical Chemistry. 2019, 411(24), 6387-6398.

PAN, CHUN-XIU, XU, XIU-ZHU, HE, HONG-MEI, CAI, XIAO-JUN, ZHANG, XUE-JUN. Separation and identification of cis and trans isomers of 2-butene-1,4-diol and lafutidine by HPLC and LC-MS. Journal of Zhejiang University Science B. 2005, 6(1), 74-78.

SANTOS, N.A.dos, L.V. TOSE, S.R.C. da SILVA, M. MURGU, R.M. KUSTER, R.S. ORTIZ et al. Analysis of isomeric cannabinoid standards and cannabis products by UPLC-ESI-TWIM-MS: A comparison with GC-MS and GC x GC-QMS. Journal of the Brazilian Chemical Society. 2019, 30(1), 60-70.

GUO, Y., H. HU, T. LI, L. XUE, X. ZHANG, Z. ZHONG, Y. ZHANG and Y. JIN. Primary secondary amine as a sorbent material in dispersive solid-phase extraction clean-up for the determination of indicator polychlorinated biphenyls in environmental water samples by gas chromatography with electron capture detection. Journal of Separation Science. 2017, 40(16), 3279-3288

BS EN 15136:2006. Materials and articles in contact with foodstuffs. Certain epoxy derivatives subject to limitation. Determination of BADGE, BFDGE and their hydroxy and chlorinated derivatives in food simulants. 2006, p. 34.

MAGNUSSON, B. and U. ORNEMARK. Eurachem Guide: The fitness for purpose of analytical methods - A laboratory guide to method validation and related topics, 2nd edition, 2014.

BRATINOVA, S., B. RAFFAEL and C. SIMONEAU. Guidelines for performance criteria and validation procedures of analytical methods used in controls of food contact materials. EUR 24105 EN. Luxembourg (Luxembourg): Publications Office of the European Union. 2009.


Refbacks

  • There are currently no refbacks.


Creative Commons License
This work is licensed under a Creative Commons Attribution-NonCommercial 4.0 International License.