Determination of caramel colorants’ by-products in liquid foods by ultra-high-performance liquid chromatography-tandem mass spectrometry (UPLC-MS/MS)

References

• Abraham K, Gürtler R, Berg K, Heinemeyer G, Lampen A, Appel KE. 2011. Toxicology and risk assessment of 5-hydroxymethylfurfural in food. Mol Nutr Food Res. 55:667–678.
   PubMed Web of Science ®Google Scholar
• Akpınar K, Karakaş B, Akça H, Certel M. 2011. Determination of HMF in roasted flour/oil mixtures and effect of solvent used in the extraction procedure. Food Chem. 128:790–794.
   Web of Science ®Google Scholar
• Bradbury MG, Doherty KV, Parish CR, Lyons AB. 1996. The immunosuppressive compound 2-acetyl-4-tetrahydroxybutyl imidazole inhibits the allogeneic mixed lymphocyte reaction by sequestration of a recirculating subpopulation of T cells. Immunology. 87:80–85.
   PubMed Web of Science ®Google Scholar
• Capuano E, Fogliano V. 2011. Acrylamide and 5-hydroxymethylfurfural (HMF): a review on metabolism, toxicity, occurrence in food and mitigation strategies. LWT - Food Sci Technol. 44:793–810.
   Web of Science ®Google Scholar
• Casal S, Fernandes JO, Oliviera MB, Ferreira MA. 2002. Gas chromatographic-mass spectrometric quantification of 4-(5-) methylimidazole in roasted coffee after ion-pair extraction. J Chromatogr A. 976:285–291.
   PubMed Web of Science ®Google Scholar
• Commission Directive. 2008/128/EC—Official Journal of the European Union L 6/20 10.1.2009, 40–42.
   Google Scholar
• Cunha SC, Barrado AI, Faria MA, Fernandes JO. 2011. Assessment of 4-(5)-methylimidazole in soft drinks and dark beer. J Food Compos Anal. 24:609–614.
   Web of Science ®Google Scholar
• [EFSA] European Food Safety Authority. 2011. Scientific Opinion of the ANS Panel: re-evaluation of caramel colours (E 150 a,b,c,d) as food additives. EFSA J. 9, 2004–2106.
   Google Scholar
• [EFSA] European Food Safety Authority. 2012. Refined exposure assessment for caramel colours (E 150a, c, d). EFSA J. 10:3030.
   Google Scholar
• Glatt H, Schneider H, Liu Y. 2005. V79-hCYP2E1-hSULT1A1, a cell line for the sensitive detection of genotoxic effects induced by carbohydrate pyrolysis products and other food-borne chemicals. Mut Res/Genetic Toxicol Environ Mut. 580:41–52.
   PubMed Web of Science ®Google Scholar
• Glatt H, Sommer Y. 2006. Health risks of 5-hydroxymethylfurfural (HMF) and related compounds. In: Skog K, Alexander J, editors. Acrylamide and other health hazardous compounds in heat-treated foods. Cambridge: Woodhead Publishing.
   Google Scholar
• Houben GF, Berg H, Kuijpers MHM, Lam BW, Loveren H.V., Seinen W, Penninks A. 1992. Effects of the color additive caramel color III and 2-acetyl-4(5)-tetrahydroxybutylimidazole (THI) on the immune system of rats. Toxicol Appl Pharmacol. 113:43–54.
   PubMed Web of Science ®Google Scholar
• Husøy T, Haugen M, Murkovic M, Jöbstl D, Stølen LH, Bjellaas T, Rønningborg C, Glatt H, Alexander J. 2008. Dietary exposure to 5-hydroxymethylfurfural from Norwegian food and correlations with urine metabolites of short-term exposure. Food Chem Toxicol. 46:3697–3702.
   PubMed Web of Science ®Google Scholar
• International Agency for Research on Cancer. 2011. Agents Classified by the IARC Monographs, Vol. 1–102. Available from: http://monographs.iarc.fr/ENG/Classification/ClassificationsAlphaOrder.pdf
   Google Scholar
• JECFA Monographs [Internet]. [cited 2013 Sept 12]. Available from: http://www.fao.org/food/food-safety-quality/scientific-advice/jecfa/jecfa-additives/en/
   Google Scholar
• Klejdus B, Moravcová J, Kubáň V. 2003. Reversed-phase high performance liquid chromatographic/mass spectrometric method for separation of 4-methylimidazole and 2-acetyl-4-(1,2,3,4 tetrahydroxybutyl)imidazole at pg levels. Anal Chim Acta. 477:49–58.
   Web of Science ®Google Scholar
• Klejdus B, Moravcová J, Lojková L, Vacek J, Kubáň V. 2006. Solid-phase extraction of 4(5)-methylimidazole (4MeI) and 2-acetyl-4(5)-(1,2,3,4-tetrahydroxybutyl)-imidazole (THI) from foods and beverages with subsequent liquid chromatographic-electrospray mass spectrometric quantification. J Sep Sci. 29:378–384.
   PubMed Web of Science ®Google Scholar
• Lee YC, Shlyankevich M, Jeong HK, Douglas JS, Surh YJ. 1995. Bioactivation of 5 hydroxymethyl-2-furaldehyde to an electrophilic and mutagenic allylic sulfuric acid ester. Biochem Biophys Res Commun. 209:996–1002.
   PubMed Web of Science ®Google Scholar
• Lim H-H, Shin H-S. 2013. Simple determination of 4-Methylimidazole in soft drinks by headspace SPME GC-MS. Chromatographia. 76:97–101.
   Web of Science ®Google Scholar
• Lojková L, Klejdus B, Moravcová J, Kubáň V. 2006. Supercritical fluid extraction (SFE) of 4(5) methylimidazole (4-MeI) and 2-acetyl-4(5)-(1,2,3,4)-tetrahydroxybutylimidazole (THI) from ground-coffee with high-performance liquid chromatographic-electrospray mass spectrometric quantification (HPLC/ESI-MS). Food Addit Contam: Part A. 23:963–973.
   PubMed Web of Science ®Google Scholar
• Mandel J. 1964. The statistical analysis of experimental data. New York: Wiley & Sons, Inc.
   Google Scholar
• Moretton C, Crétier G, Nigay H, Rocca JL. 2011. Quantification of 4-methylimidazole in class III and IV caramel colors: validation of a new method based on heart-cutting two-dimensional liquid chromatography (LC-LC). J Agric Food Chem. 59:3544–3550.
   PubMed Web of Science ®Google Scholar
• National Toxicology Program. 2007. Toxicology and Carcinogenesis Studies of 4-Methylimidazole (CAS No. 822-36-6) in F344/N Rats and B6C3F1Mice (Fee Studies).NTP Technical Report Series No. 535, NIH Publication No. 07–4471; U.S. Department of Health and Human Service, NTP: Research Triangle Park, NC: 1–274.
   Google Scholar
• Nishi Y, Miyakawa Y, Kato K. 1989. Chromosome aberrations induced by pyrolysates of carbohydrates in Chinese hamster V79 cells. Mut Res Lett. 227:117–123.
   PubMed Web of Science ®Google Scholar
• Petruci JF, Pereira EA, Cardoso AA. 2013. Determination of 2-Methylimidazole and 4-methylimidazole in caramel colors by capillary electrophoresis. J Agric Food Chem. 61:2263–2267.
   PubMed Web of Science ®Google Scholar
• Rajchl A, Drgová L, Grégrová A, Čížková H, Ševčík R, Voldřich M. 2013. Rapid determination of 5-hydroxymethylfurfural by DART ionization with time-of-flight mass spectrometry. Anal Bioanal Chem. 405:4737–4745.
   PubMed Web of Science ®Google Scholar
• Schlee C, Markova M, Schrank J, Laplagne F, Schneider R, Lachenmeier DW. 2013. Determination of 2-methylimidazole, 4-methylimidazole and 2-acetyl-4-(1,2,3,4-tetrahydroxybutyl)imidazole in caramel colours and cola using LC/MS/MS. J Chromatogr B. 927:223–226.
   PubMed Web of Science ®Google Scholar
• Sengar G, Sharma HK. 2012. Food caramels: a review. J Food Sci Technol. 1–11. doi:10.1007/s13197-012-0633-z
   Google Scholar
• Surh YJ, Liem A, Miller JA, Tannenbaum SR. 1994. 5-Sulfooxymethylfurfural as a possible ultimate mutagenic and carcinogenic metabolite of the Maillard reaction product, 5-hydroxymethylfurfural. Carcinogenesis. 15:2375–2377.
   PubMed Web of Science ®Google Scholar
• Surh YJ, Tannenbaum SR. 1994. Activation of the Maillard reaction product 5 (hydroxymethyl) furfural to strong mutagens via allylic sulfonation and chlorination. Chem Res Toxicol. 7:313–318.
   PubMed Web of Science ®Google Scholar
• Teixidó E, Santos FJ, Puignou L, Galceran MT. 2006. Analysis of 5-hydroxymethylfurfural in foods by gas chromatography–mass spectrometry. J Chromatogr A. 1135:85–90.
   PubMed Web of Science ®Google Scholar
• Theobald A, Müller A, Anklam E. 1998. Determination of 5-hydroxymethylfurfural in vinegar samples by HPLC. J Agric Food Chem. 46:1850–1854.
   Web of Science ®Google Scholar
• Ulbricht RJ, Northup SJ, Thomas JA. 1984. A review of 5-hydroxymethylfurfural (HMF) in parenteral solutions. Fund Appl Toxicol. 4:843–853.
   PubMedGoogle Scholar
• Wang J, Schnute WC. 2012. Simultaneous Quantitation of 2-acetyl-4-tetrahydroxybutylimidazole, 2- and 4-methylimidazoles, and 5-hydroxymethylfurfural in beverages by ultrahigh-performance liquid chromatography–tandem mass spectrometry. J Agric Food Chem. 60:917–921.
   PubMed Web of Science ®Google Scholar
• Wilks RA, Shingler AJ, Thurman LS, Warner JS. 1973. The isolation of 4-methylimidazole from caramel color and its determination by thin-layer and gas-liquid chromatography. J Chromatogr A. 87:411–418.
   Web of Science ®Google Scholar
• Yamaguchi H, Masuda T. 2011. Determination of 4(5)-methylimidazole in soy sauce and other foods by LC-MS/MS after solidphase extraction. J Agric Food Chem. 59:9770–9775.
   PubMed Web of Science ®Google Scholar
• Yoshikawa S, Fujiwara M. 1981. Determination of 4(5)-methylimidazole in food by thin-layer chromatography. Shokuhin Eiseigaku Zasshi. 22:189–196.
   Google Scholar