Dietary exposure to acrylamide: A critical appraisal on the conversion of disregarded intermediates into acrylamide and possible reactions during digestion

Current Research in Food Science - Tập 5 - Trang 1118-1126 - 2022
Işıl Gürsul Aktağ1, Aytül Hamzalıoğlu2, Tolgahan Kocadağlı2, Vural Gökmen2
1Department of Culinary Arts and Gastronomy, Munzur University, 62000, Aktuluk Campus, Tunceli, Turkey
2Food Quality and Safety (FoQuS) Research Group, Department of Food Engineering, Hacettepe University, 06800, Beytepe, Ankara, Turkey

Tài liệu tham khảo

Acar, 2009, Investigation of acrylamide formation on bakery products using a crust-like model, Mol. Nutr. Food Res., 53, 1521, 10.1002/mnfr.200800585 Adams, 2010, Stability of acrylamide in model systems and its reactivity with selected nucleophiles, Food Res. Int., 43, 1517, 10.1016/j.foodres.2010.04.033 Ahn, 2002, Verification of the findings of acrylamide in heated foods, Food Addit. Contam., 19, 1116, 10.1080/0265203021000048214 Aktağ, 2020, A survey of the occurrence of α-dicarbonyl compounds and 5-hydroxymethylfurfural in dried fruits, fruit juices, puree and concentrates, J. Food Compos. Anal., 91, 10.1016/j.jfca.2020.103523 Amrein, 2006, Investigations on the promoting effect of ammonium hydrogencarbonate on the formation of acrylamide in model systems, J. Agric. Food Chem., 54, 10253, 10.1021/jf0625860 FDA, 2015 EC Badoud, 2020, Fate of acrylamide during coffee roasting and in vitro digestion assessed with carbon 14-and carbon 13-labeled materials, Food Chem., 320, 7, 10.1016/j.foodchem.2020.126601 Bagdonaite, 2008, Determination of acrylamide during roasting of coffee, J. Agric. Food Chem., 56, 6081, 10.1021/jf073051p Becalski, 2011, Formation of acrylamide at temperatures lower than 100 degrees C: the case of prunes and a model study, Food Addit. Contam. Part a-Chemistry Analysis Control Exposure & Risk Assessment, 28, 726, 10.1080/19440049.2010.535217 Berk, 2019, Investigations on the maillard reaction in sesame (Sesamum indicum L.) seeds induced by roasting, J. Agric. Food Chem., 67, 4923, 10.1021/acs.jafc.9b01413 Berk, 2020, Multiresponse kinetic modelling of 5-hydroxymethylfurfural and acrylamide formation in sesame (Sesamum indicum L.) seeds during roasting, Eur. Food Res. Technol., 246, 2399, 10.1007/s00217-020-03583-z Blank, 2005, Current status of acrylamide research in food: measurement, safety assessment, and formation, Ann. N. Y. Acad. Sci., 1043, 30, 10.1196/annals.1333.004 Boettcher, 2006, Acrylamide exposure via the diet: influence of fasting on urinary mercapturic acid metabolite excretion in humans, Arch. Toxicol., 80, 817, 10.1007/s00204-006-0123-z Bruhns, 2019, Basic structure of melanoidins formed in the maillard reaction of 3-Deoxyglucosone and γ-aminobutyric acid, J. Agric. Food Chem., 67, 5197, 10.1021/acs.jafc.9b00202 Cai, 2014, Chlorogenic acid increased acrylamide formation through promotion of HMF formation and 3-aminopropionamide deamination, J. Hazard Mater., 268, 1, 10.1016/j.jhazmat.2013.12.067 Claeys, 2005, Kinetics of acrylamide formation and elimination during heating of an Asparagine−Sugar model system, J. Agric. Food Chem., 53, 9999, 10.1021/jf051197n Comert, 2019, Kinetic evaluation of the reaction between methylglyoxal and certain scavenging compounds and determination of their in vitro dicarbonyl scavenging activity, Food Res. Int., 121, 257, 10.1016/j.foodres.2019.03.046 Constantin, 2019, Effect of thermal processing on simultaneous formation of acrylamide and hydroxymethylfurfural in plum purée, Pol. J. Food Nutr. Sci., 69, 179, 10.31883/pjfns/106128 Constantinou, 2016, Investigations on the effect of antioxidant type and concentration and model system matrix on acrylamide formation in model Maillard reaction systems, Food Chem., 197, 769, 10.1016/j.foodchem.2015.11.037 De Wilde, 2006, Selection criteria for potato tubers to minimize acrylamide formation during frying, J. Agric. Food Chem., 54, 2199, 10.1021/jf0525030 Dybing, 2005, Human exposure and internal dose assessments of acrylamide in food, Food Chem. Toxicol., 43, 365, 10.1016/j.fct.2004.11.004 2015 2015, Scientific Opinion on acrylamide in food, EFSA J., 13, 4104 Friedman, 2003, Chemistry, biochemistry, and safety of acrylamide. A review, J. Agric. Food Chem., 51, 4504, 10.1021/jf030204+ Gökmen, 2012, Model studies on the role of 5-hydroxymethyl-2-furfural in acrylamide formation from asparagine, Food Chem., 132, 168, 10.1016/j.foodchem.2011.10.048 Granvogl, 2007, Quantification of 3-aminopropionamide in cocoa, coffee and cereal products, Eur. Food Res. Technol., 225, 857, 10.1007/s00217-006-0492-9 Granvogl, 2004, Quantitation of 3-aminopropionamide in PotatoesA minor but potent precursor in acrylamide formation, J. Agric. Food Chem., 52, 4751, 10.1021/jf049581s Guenther, 2007, Acrylamide in coffee: review of progress in analysis, formation and level reduction, Food Addit. Contam., 24, 60, 10.1080/02652030701243119 Haase, 2004, Aspects of acrylamide formation in potato crisps, J. Appl. Botany Food Qual-angewandte Botanik, 78, 144 Hagmar, 2005, Differences in hemoglobin adduct levels of acrylamide in the general population with respect to dietary intake, smoking habits and gender, Mutat. Res., 580, 157, 10.1016/j.mrgentox.2004.11.008 Hamzalıoğlu, 2012, Role of bioactive carbonyl compounds on the conversion of asparagine into acrylamide during heating, Eur. Food Res. Technol., 235, 1093, 10.1007/s00217-012-1839-z Hamzalıoğlu, 2015, Investigation of the reactions of acrylamide during in vitro multistep enzymatic digestion of thermally processed foods, Food Funct., 6, 108, 10.1039/C4FO00884G Hamzalıoğlu, 2016, Chapter 18 - Interaction between bioactive carbonyl compounds and asparagine and impact on acrylamide, 355 Hamzalıoğlu, 2018, Investigation and kinetic evaluation of the reactions of hydroxymethylfurfural with amino and thiol groups of amino acids, Food Chem., 240, 354, 10.1016/j.foodchem.2017.07.131 Hamzalıoğlu, 2019, formation of acrylamide in thermally processed foods and its reactions during digestion, 45 Hamzalıoğlu, 2019, Investigations on the effect of broccoli and wine sulphur compounds on glyoxal scavenging under simulated physiological conditions, J. Funct.Foods, 55, 220, 10.1016/j.jff.2019.02.033 Hamzalıoğlu, 2020, 5-Hydroxymethylfurfural accumulation plays a critical role on acrylamide formation in coffee during roasting as confirmed by multiresponse kinetic modelling, Food Chem., 318, 10.1016/j.foodchem.2020.126467 Hidalgo, 2011, Positive interaction between amino and sulfhydryl groups for acrylamide removal, Food Res. Int., 44, 1083, 10.1016/j.foodres.2011.03.013 1994 Jiang, 2019, Adducts formed during protein digestion decreased the toxicity of five carbonyl compounds against Caco-2 cells, J. Hazard Mater., 363, 26, 10.1016/j.jhazmat.2018.09.053 Khaneghah, 2020, The concentration of acrylamide in different food products: a global systematic review, meta-analysis, and meta-regression, Food Rev. Int., 19 Kim, 2007, An in vitro enzymatic digestion method for estimation of the acrylamide contents of foods, Food Sci. Biotechnol., 16, 493 Kocadağlı, 2016, Chapter 6 - metabolism of acrylamide in humans and biomarkers of exposure to acrylamide, 109 Konings, 2003, Acrylamide exposure from foods of the Dutch population and an assessment of the consequent risks, Food Chem. Toxicol., 41, 1569, 10.1016/S0278-6915(03)00187-X Koutsidis, 2008, Acrylamide and pyrazine formation in model systems containing asparagine, J. Agric. Food Chem., 56, 6105, 10.1021/jf703744k Ledl, 1990, New aspects of the maillard reaction in foods and in the human body, Angew Chem. Int. Ed. Engl., 29, 565, 10.1002/anie.199005653 Li, 2022, formation and identification of six amino acid - acrylamide adducts and their cytotoxicity toward gastrointestinal cell lines, Front. Nutr., 9 Loaëc, 2014, Acrylamide, 5-hydroxymethylfurfural and N(ε)-carboxymethyl-lysine in coffee substitutes and instant coffees, Food Addit. Contam. Part A Chem Anal Control Expo Risk Assess, 31, 593, 10.1080/19440049.2014.885661 Mills, 2008, Acrylamide, 21 Mogol, 2021, 3.04 - mitigation of acrylamide in thermally processed foods, 32 Mottram, 2002, Acrylamide is formed in the Maillard reaction, Nature, 419, 448, 10.1038/419448a Mulla, 2011, Effect of formulation and processing parameters on acrylamide formation: a case study on extrusion of blends of potato flour and semolina, LWT - Food Sci. Technol., 44, 1643, 10.1016/j.lwt.2010.11.019 Muttucumaru, 2017, Acrylamide-forming potential of potatoes grown at different locations, and the ratio of free asparagine to reducing sugars at which free asparagine becomes a limiting factor for acrylamide formation, Food Chem., 220, 76, 10.1016/j.foodchem.2016.09.199 Napolitano, 2008, Relationship between virgin olive oil phenolic compounds and acrylamide formation in fried crisps, J. Agric. Food Chem., 56, 2034, 10.1021/jf0730082 Nematollahi, 2020, Investigation and determination of acrylamide in 24 types of roasted nuts and seeds using microextraction method coupled with gas chromatography-mass spectrometry: central composite design, J. Food Meas. Char., 14, 1249, 10.1007/s11694-020-00373-9 Nikolov, 2011, Thermal decomposition of 5-(Hydroxymethyl)-2-furaldehyde (HMF) and its further transformations in the presence of Glycine, J. Agric. Food Chem., 59, 10104, 10.1021/jf202470u Pourmand, 2017, Determination of acrylamide in potato-based foods using headspace solid-phase microextraction based on nanostructured polypyrrole fiber coupled with ion mobility spectrometry: a heat treatment study, Anal. Methods, 9, 5127, 10.1039/C7AY01506B Rifai, 2020, A review on acrylamide in food: occurrence, toxicity, and mitigation strategies, Int. J. Toxicol., 39, 93, 10.1177/1091581820902405 Rottmann, 2021, Phenylacrylic acids addition to potato and sweet potato showed no impact on acrylamide concentration via oxa-Michael-addition during frying, Curr. Res. Food Sci., 4, 262, 10.1016/j.crfs.2021.04.005 Sansano, 2017, Dietary acrylamide: what happens during digestion, Food Chem., 237, 58, 10.1016/j.foodchem.2017.05.104 Schabacker, 2004, Reduction of acrylamide uptake by dietary proteins in a caco-2 gut model, J. Agric. Food Chem., 52, 4021, 10.1021/jf035238w Serpen, 2009, Evaluation of the Maillard reaction in potato crisps by acrylamide, antioxidant capacity and color, J. Food Compos. Anal., 22, 589, 10.1016/j.jfca.2008.11.003 Stadler, 2002, Acrylamide from Maillard reaction products, Nature, 419, 449, 10.1038/419449a Stadler, 2004, In-depth mechanistic study on the formation of acrylamide and other vinylogous compounds by the maillard reaction, J. Agric. Food Chem., 52, 5550, 10.1021/jf0495486 Surma, 2018, Assessment of thermal processing contaminant levels in dried and smoked fruits, Eur. Food Res. Technol., 244, 1533, 10.1007/s00217-018-3067-7 Tardiff, 2010, Estimation of safe dietary intake levels of acrylamide for humans, Food Chem. Toxicol., 48, 658, 10.1016/j.fct.2009.11.048 Tareke, 2000, Acrylamide: a cooking carcinogen?, Chem. Res. Toxicol., 13, 517, 10.1021/tx9901938 Tareke, 2002, Analysis of acrylamide, a carcinogen formed in heated foodstuffs, J. Agric. Food Chem., 50, 4998, 10.1021/jf020302f Tareke, 2008, Acrylamide: a dietary carcinogen formed in vivo?, J. Agric. Food Chem., 56, 6020, 10.1021/jf703749h Van Der Fels-Klerx, 2014, Acrylamide and 5-hydroxymethylfurfural formation during baking of biscuits: NaCl and temperature–time profile effects and kinetics, Food Res. Int., 57, 210, 10.1016/j.foodres.2014.01.039 WHO/FAO, 2002 Xiong, 2017, Effect of selected mercapto flavor compounds on acrylamide elimination in a model system, Molecules, 22, 10.3390/molecules22060888 Yasuhara, 2003, Gas chromatographic investigation of acrylamide formation in browning model systems, J. Agric. Food Chem., 51, 3999, 10.1021/jf0300947 Yaylayan, 2003, Why asparagine needs carbohydrates to generate acrylamide, J. Agric. Food Chem., 51, 1753, 10.1021/jf0261506 Zamora, 2010, Model reactions of acrylamide with selected amino compounds, J. Agric. Food Chem., 58, 1708, 10.1021/jf903378x Zamora, 2016, Use of nucleophilic compounds, and their combination, for acrylamide removal, 297 Zhou, 2020, Urine metabolome profiling reveals imprints of food heating processes after dietary intervention with differently cooked potatoes, J. Agric. Food Chem., 68, 6122, 10.1021/acs.jafc.0c01136 Zhu, 2016, The kinetics of the inhibition of acrylamide by glycine in potato model systems, J. Sci. Food Agric., 96, 548, 10.1002/jsfa.7122 Zhu, 2020, Inhibition of acrylamide by glutathione in asparagine/glucose model systems and cookies, Food Chem., 329, 10.1016/j.foodchem.2020.127171 Žilić, 2020, Acrylamide formation in biscuits made of different wholegrain flours depending on their free asparagine content and baking conditions, Food Res. Int., 132, 10.1016/j.foodres.2020.109109 Zyzak, 2003, acrylamide formation mechanism in heated foods, J. Agric. Food Chem., 51, 4782, 10.1021/jf034180i