Thermally processed foods, such as cookies, are susceptible to heat treatments and easily generate hazardous substances including reactive carbonyl compounds, 5-hydroxymethylfurfural, acrylamide, and advanced glycation end products (AGEs).They all displayed various deleterious effects on human health.Amino acids have been found to inhibit the formation of these harmful substances by eliminating the reactive carbonyl compounds.However, the application of single amino acids in food products tends to affect the organoleptic quality of the products negatively.Moreover, the simultaneous inhibition effects of the amino acids on different hazardous substances in real food were less investigated.This study aimed to obtain an amino acid complex formula that could efficiently and simultaneously reduce the levels of the abovementioned harmful substances in cookies while retaining the desired organoleptic quality of the products.Four amino acids with efficient elimination capacity on harmful substances were selected for the investigation.Based on the evaluation of sensory, colour, and texture properties, and the inhibition rate of all the harmful substances, the amino acid formula was optimized as 0.15 g/kg of cysteine, 0.35 g/kg of γ-aminobutyric acid, 0.5 g/kg of alanine, and 0.5 g/kg of glycine.The cookies prepared with this formula showed an evident reduction in the levels of 5-hydroxymethylfurfural, methylglyoxal, 3-deoxyglucosone, acrylamide, carboxymethyl lysine, carboxyethyl lysine, and fluorescent AGEs by 92%, 28%, 47%, 38%, 50%, 71%, and 62%, respectively, as compared to the blank group.In addition, this formula improved the crispiness of cookies and the organoleptic qualities of the product.The study provides important strategies and guidelines for the control of harmful substances, and in the meantime, the improvement of the quality of thermally processed foods such as cookies.
[1] ZHENG J, OU J Y, OU S Y. Alpha-Dicarbonyl Compounds[M]. Singapore: Springer, 2019:19-46.
[2] SHANGARI N, CHAN T S, POPOVIC M, et al. Glyoxal markedly compromises hepatocyte resistance to hydrogen peroxide[J]. Biochemical Pharmacology, 2006, 71(11):1610-1618.
[3] AMREIN T M, ANDRES L, MANZARDO G G G, et al. Investigations on the promoting effect of ammonium hydrogencarbonate on the formation of acrylamide in model systems[J]. Journal of Agricultural and Food Chemistry, 2006, 54(26):10253-10261.
[4] 黄才欢, 李丹, 龙成艳, 等. 半胱氨酸消减丙烯酰胺的机理及消减工艺在薯条中的应用[J]. 食品工业科技, 2022, 43(22):287-295.
HUANG C H, LI D, LONG C Y, et al. Mechanism of acrylamide elimination by cysteine and its application in potato chips[J]. Science and Technology of Food Industry, 2022, 43(22):287-295.
[5] MONIEN B H, ENGST W, BARKNOWITZ G, et al. Mutagenicity of 5-hydroxymethylfurfural in V79 cells expressing human SULT1A1: Identification and mass spectrometric quantification of DNA adducts formed[J]. Chemical Research in Toxicology, 2012, 25(7):1484-1492.
[6] MONIEN B H, FRANK H, SEIDEL A, et al. Conversion of the common food constituent 5-hydroxymethylfurfural into a mutagenic and carcinogenic sulfuric acid ester in the mouse in vivo[J]. Chemical Research in Toxicology, 2009, 22(6):1123-1128.
[7] 龙成艳, 王超群, 欧隽滢, 等. 根皮素对5-羟甲基糠醛的消减机理以及在广式月饼中的应用[J]. 食品与发酵工业, 2024, 50(3):132-140.
LONG C Y, WANG C Q, OU J Y, et al. Reduction mechanism of 5-hydroxymethylfurfural by phloretin and its application in Cantonese-style moon cakes[J]. Food and Fermentation Industries, 2024, 50(3):132-140.
[8] ZHAO L, ZHOU T, YAN F F, et al. Synergistic inhibitory effects of procyanidin B2 and catechin on acrylamide in food matrix[J]. Food Chemistry, 2019, 296:94-99.
[9] 郭鸿阳, 李瑞阳, 刘启辉, 等. L-半胱氨酸对油炸薯片中有害醛、晚期糖基化终产物的抑制作用及其品质的改善效果[J]. 食品科学, 2022, 43(4):60-68.
GUO H Y, LI R Y, LIU Q H, et al. L-cysteine immersion of fresh-cut potato chips inhibited the formation of reactive carbonyl compounds and advanced glycation end products, and improved quality parameters of fried potato chips[J]. Food Science, 2022, 43(4):60-68.
[10] 于淼, 邓刘蒙子, 江姗姗, 等. 7种氨基酸对丙烯酰胺的消除作用[J]. 食品科学, 2012, 33(17):21-24.
YU M, DENG L, JIANG S S, et al. Effects of seven amino acids on the elimination of acrylamide[J]. Food Science, 2012, 33(17):21-24.
[11] LIN J Y, HUANG C H, LIU F, et al. Simultaneous scavenging capacity of Glycine and serine for formaldehyde along with glyoxal and the cytotoxicity of the interaction product in three cell lines[J]. ACS Food Science & Technology, 2023, 3(4):781-789.
[12] 胡嘉漫, 黄才欢, 郑洁, 等. 氨基酸对丙酮醛和甲醛的消除效果及其机理分析[J]. 食品科学, 2022, 43(4):32-38.
HU J M, HUANG C H, ZHENG J, et al. Efficacy and mechanism of action of amino acids in eliminating methylglyoxal and formaldehyde[J]. Food Science, 2022, 43(4):32-38.
[13] HU H Y, WANG Y T, HUANG Y S, et al. Natural antioxidants and hydrocolloids as a mitigation strategy to inhibit advanced glycation end products (AGEs) and 5-hydroxymethylfurfural (HMF) in butter cookies[J]. Foods, 2022, 11(5):657.
[14] 翁婷. L-半胱氨酸盐酸盐对饼干感官品质和活泼羰基化合物的影响[D]. 广州: 暨南大学, 2021.
WENG T. Effect of L-cysteine hydrochloride on the sensory qualities and reactive carbonyl species in biscuits[D]. Guangzhou: Jinan University, 2021.
[15] MUSTAFA A, FINK M, KAMAL-ELDIN A, et al. Interaction effects of fermentation time and added asparagine and glycine on acrylamide content in yeast-leavened bread[J]. Food Chemistry, 2009, 112(4):767-774.
[16] WANG W T, WANG H X, WU Z J, et al. Reduction in five harmful substances in fried potato chips by pre-soaking treatment with different tea extracts[J]. Foods, 2023, 12(2):321.
[17] ZHANG Z H, ZOU Y Y, WU T G, et al. Chlorogenic acid increased 5-hydroxymethylfurfural formation when heating fructose alone or with aspartic acid at two pH levels[J]. Food Chemistry, 2016, 190:832-835.
[18] 林钦, 郑小严, 陈纯, 等. UPLC-Q-TOF/MS在烘焙食品中羧甲基赖氨酸和羧乙基赖氨酸检测中的应用[J]. 分析测试学报, 2017, 36(3):297-304.
LIN Q, ZHENG X Y, CHEN C, et al. Application of ultra performance liquid chromatography-quadrupole time-of-flight mass spectrometry in determination of CML and CEL in baking foods[J]. Journal of Instrumental Analysis, 2017, 36(3):297-304.
[19] JIANG K Y, HUANG C H, JIAO R, et al. Adducts formed during protein digestion decreased the toxicity of five carbonyl compounds against Caco-2 cells[J]. Journal of Hazardous Materials, 2019, 363:26-33.
[20] CHENG K W, ZENG X H, TANG Y S, et al. Inhibitory mechanism of naringenin against carcinogenic acrylamide formation and nonenzymatic browning in Maillard model reactions[J]. Chemical Research in Toxicology, 2009, 22(8):1483-1489.
[21] 丁捷, 刘书香, 张雪军, 等. 鲜切马铃薯复合褐变抑制剂组合的筛选[J]. 食品科学, 2011, 32(6):288-292.
DING J, LIU S X, ZHANG X J, et al. Screening of compound browning inhibitors for fresh-cut potatoes[J]. Food Science, 2011, 32(6):288-292.
[22] 刘洁, 王亚丹, 满勇, 等. 甘氨酸和淀粉膜对面包中丙烯酰胺的协同控制作用[J]. 食品科学, 2018, 39(16):34-39.
LIU J, WANG Y D, MAN Y, et al. Synergistic effect of Glycine and starch coating on reduction of acrylamide in bread[J]. Food Science, 2018, 39(16):34-39.
[23] AHMAD S, NAZ A, USMAN M, et al. Impediment effect of chemical agents (additives) on gluten development in cookie dough[J]. Journal of Food Science and Technology, 2022, 59(4):1396-1406.
[24] 林佳钰, 黄才欢, 郑洁, 等. 氨基酸同时消除甲醛和乙二醛的机理及消减产物的细胞毒性[J]. 食品科学, 2023, 44(4):278-285.
LIN J Y, HUANG C H, ZHENG J, et al. Mechanisms for simultaneous removal of formaldehyde and glyoxal by amino acids and cytotoxicity of their products[J]. Food Science, 2023, 44(4):278-285.
[25] CÖMERT E D, GÖKMEN V. Interactions of epicatechin and cysteine with certain other dicarbonyl scavengers during their reaction with methylglyoxal under simulated physiological conditions[J]. Food Chemistry, 2022, 369:130884.
[26] ZOU Y Y, HUANG C H, PEI K H, et al. Cysteine alone or in combination with glycine simultaneously reduced the contents of acrylamide and hydroxymethylfurfural[J]. LWT-Food Science and Technology, 2015, 63(1):275-280.
[27] ZHU Y C, LUO Y H, SUN G Y, et al. The simultaneous inhibition of histidine on 5-hydroxymethylfurfural and acrylamide in model systems and cookies[J]. Food Chemistry, 2022, 370:131271.
[28] NIKOLOV P Y, YAYLAYAN V A. Thermal decomposition of 5-(hydroxymethyl)-2-furaldehyde (HMF) and its further transformations in the presence of Glycine[J]. Journal of Agricultural and Food Chemistry, 2011, 59(18):10104-10113.
[29] YU M. Effect of ten amino acids on elimination of acrylamide in a model reaction system[J]. African Journal of Food Science, 2013, 7(9):329-333.
[30] LI D, XIAN F F, OU J Y, et al. Formation and identification of six amino acid-acrylamide adducts and their cytotoxicity toward gastrointestinal cell lines[J]. Frontiers in Nutrition, 2022, 9:902040.