Abstract
Objective: A new technical idea was provided for the study of biogenic amine formation mechanism and food safety risk assessment. Methods: An analytical method was established for determination of tyramine, phenylethylamine, tryptamine, octopamine and cadaverine in cheeses with high performance liquid chromatography-tandem mass spectrometry (HPLC-MS/MS). Biogenic amines were extracted by ultrasonic-assisted solvent extraction from cheeses, and were separated by HILIC column, determined by positive electrospray ionization (ESI) with multiple reaction monitoring (MRM) mode, quantified by the internal standard method. The effect of extraction solvent type, ultrasonic time and matrix effect on the peak area was studied, and the performance of the method was validated and evaluated. Results: Using 0.1% formic acid (acetonitrile/water) as the extraction solvent, the samples were extracted by ultrasound for 15 min. Ammonium acetate of 5 mmol/L (pH value was adjusted to 4 by formic acid) and acetonitrile were used as the mobile phase,biogenic amines without derivatization were detected by HPLC-MS/MS. The recoveries of 5 biogenic amines were 78.6%~113.8% and relative standard deviations were 2.41%~7.12% at three spiked levels. The limit of detection of tryptamine, phenylethylamine, tyramine and octopamine was 0.75 μg/kg and the limit of quantification was 2.5 μg/kg; The limit of detection of cadaverine was 1.50 μg/kg and the limit of quantification was 5.0 μg/kg. The linear relationship was good in the respective linear ranges, and the correlation coefficient was greater than 0.99. The method was used for the determination of commercially available cheese samples. The contents of different biogenic amines in different samples varied greatly, ranging from 4.45 to 2 863.00 μg/kg, which was within the safe range. Conclusion: The proposed method was suitable for fast determination of 5 kinds of biogenic amines in cheese.
Publication Date
12-26-2023
First Page
80
Last Page
86
DOI
10.13652/j.spjx.1003.5788.2022.81103
Recommended Citation
Hui, ZHANG; Hui, CAO; Jin, WANG; Gongnian, XIAO; and Kan, JIANG
(2023)
"Determination of 5 kinds of biogenic amines in cheeses by high performance liquid chromatography-tandem mass spectrometry,"
Food and Machinery: Vol. 39:
Iss.
10, Article 12.
DOI: 10.13652/j.spjx.1003.5788.2022.81103
Available at:
https://www.ifoodmm.cn/journal/vol39/iss10/12
References
[1] 丁海燕, 孙晓杰, 宁劲松, 等. 储藏温度对3种海水鱼产生生物胺的规律影响研究[J]. 食品科技, 2018, 43(9): 172-177.
DING H Y, SUN X J, NING J S, et al. Study on the regular of biogenic amines from three marine fish stored at different temperature[J]. Food Science and Technology, 2018, 43(9): 172-177.
[2] 宋颖, 董全. 黄酒中生物胺的形成与控制研究进展[J]. 食品工业科技, 2016, 37(8): 387-391.
SONG Y, DONG Q. Research progress in formation and control of the biogenic amine in Chinese rice wine[J]. Science and Technology of Food Industry, 2016, 37(8): 387-391.
[3] 胡永金, 薛桥丽, 李泽众, 等. 三川火腿加工过程中生物胺的变化规律[J]. 轻工学报, 2018, 33(5): 1-8.
HU Y J, XUE Q L, LI Z Z, et al. The change rule of biogenic amines during the processing of Sanchuan ham[J]. Journal of Light Industry, 2018, 33(5): 1-8.
[4] 李东蕊, 刘红霞, 吴剑荣, 等. 豆瓣酱工业发酵过程中生物胺的生成规律[J]. 食品与发酵工业, 2020, 46(9): 78-82.
LI D R, LIU H X, WU J R, et al. The regular pattern of biogenic amine formation during the industrial fermentation of broad bean paste[J]. Food and Fermentation Industries, 2020, 46(9): 78-82.
[5] 刘景, 任婧, 王渊龙, 等. 中国地区干酪生物胺风险评估中膳食暴露评估模型的构建[J]. 食品工业科技, 2013, 34(23): 289-294.
LIU J, REN J, WANG Y L, et al. Probability estimate modeling of risk assessment on dietary exposure to biogenic amines via cheeses in China[J]. Science and Technology of Food Industry, 2013, 34(23): 289-294.
[6] SANTOS M H S. Biogenic amines: Their importance in foods[J]. International Journal of Food Microbiology, 1996, 29: 213-231.
[7] SANDLER M, YOUDIM M B H, HANINGTON E. A phenylethylamine oxidising defect in migraine[J]. Nature, 1974, 250(5 464): 335-337.
[8] ANLI R E, VURAL N, YILMAZ S, et al. The determination of biogenic amines in Turkish red wines[J]. Journal of Food Composition and Analysis, 2004, 17(1): 53-62.
[9] BRINK B T, DAMINK C, JOOSTEN H M, et al. Occurrence and formation of biologically active amines in foods[J]. International Journal of Food Microbiology, 1990, 11(1): 73-84.
[10] KUNG H F, LEE Y C, HUNG Y R, et al. Biogenic amines content, histamine-forming bacteria, and adulteration of pork and poultry in tuna dumpling products[J]. Food Control, 2010, 21(7): 977-982.
[11] 刘蕾, 牛天娇, 陈历水, 等. 我国传统干酪中生物胺含量检测分析[J]. 中国酿造, 2018, 37(2): 164-168.
LIU L, NIU T J, CHEN L S, et al. Determination and analysis of biogenic amines in Chinese traditional cheese[J]. China Brewing, 2018, 37(2): 164-168.
[12] 宋雪梅, 宋国顺, 梁琪, 等. 牦牛乳硬质干酪成熟过程中生物胺与细菌群落结构分析[J]. 食品科学, 2021, 42(23): 27-33.
SONG X M, SONG G S, LIANG Q, et al. Analysis of biogenic amines and bacterial community composition during the ripening of hard cheese made from Yak's milk[J]. Food Science, 2021, 42(23): 27-33.
[13] MAYER H K, GREGOR F. UHPLC analysis of biogenic amines in different cheese varieties[J]. Food Control, 2018, 93: 9-16.
[14] VIEIRA C P, COSTA M P, SILVA V L M, et al. Development and validation of RP-HPLC-DAD method for biogenic amines determination in probiotic yogurts[J]. Arabian Journal of Chemistry, 2017, 12: 1-16.
[15] 刘慧琳, 赵源, 张瑛, 等. 白酒和黄酒中生物胺的高效液相色谱分析法[J]. 中国食品学报, 2020, 20(8): 248-254.
LIU H L, ZHAO Y, ZHANG Y, et al. Determination of biogenic amines in Baijiu and Chinese rice by high performance liquid chromatography[J]. Journal of Chinese Institute of Food Science and Technology, 2020, 20(8): 248-254.
[16] 丁涛, 吕辰, 柳菡, 等. 高效液相色谱—四极杆/静电场轨道阱高分辨质谱检测葡萄酒中8种生物胺[J]. 分析测试学报, 2014, 33(1): 27-32.
DING T, LU C, LIU H, et al. Determination of eight biogenic amines in red wines by liquid chromatography quadrupole/electrostatic field orbit trap mass spectrometry[J]. Journal of Instrumental Analysis, 2014, 33(1): 27-32.
[17] FABJANOWICZ M, NSKA A R, KALINOWSKA K, et al. Miniaturized, green salting-out liquid-liquid microextraction coupled with GC-MS used to evaluate biogenic amines in wine samples[J]. Microchemical Journal, 2022, 180: 107616.
[18] MICHAKSKI R, UTYLSKA P P, KERNERT J. Determination of ammonium and biogenic amines by ion chromatography: A review[J]. Journal of Chromatography A, 2021, 1 651: 462319.
[19] ROMANO A, KLEBANOWSKI H, GUERCHE S L, et al. Determination of biogenic amines in wine by thin-layer chromatography/densitometry[J]. Food Chemistry, 2012, 135: 1 392-1 396.
[20] LEE S H, YOO M, SHIN D B. The identification and quantification of biogenic amines in Korean turbid rice wine, Makgeolli by HPLC with mass spectrometry detection[J]. LWT-Food Science and Technology, 2015, 62: 350-356.
[21] HUANG Y K, SONG Y N, CHEN F, et al. Simultaneous determination of eight biogenic amines in the traditional Chinese condiment Pixian Douban using UHPLC-MS/MS[J]. Food Chemistry, 2021, 353: 129423.
[22] ZHANG X, FANG C L, HUANG D M, et al. Determination of 8 biogenic amines in aquatic products and their derived products by high-performance liquid chromatography-tandem mass spectrometry without derivatization[J]. Food Chemistry, 2021, 361: 130044.
[23] 崔晓美, 陈树兵, 陈杰, 等. 基质分散固相萃取—亲水作用色谱—串联质谱法测定鲣鱼中5种生物胺的含量[J]. 分析化学, 2013, 41(12): 1 869-1 874.
CUI X M, CHEN S B, CHEN J, et al. Phase dispersion extraction with hydrophilic interaction chromatography-tandem mass spectrometry[J]. Chinese Journal of Analytical Chemistry, 2013, 41(12): 1 869-1 874.
[24] 叶磊海, 裘均陶, 钟世欢, 等. 基于PriME净化的高效液相色谱—串联质谱法检测水产品中9种生物胺[J]. 食品工业科技, 2019, 40(9): 253-257.
YE L H, QIU J T, ZHONG S H, et al. Determination of 9 kinds of biological amines in aquatic products by high performance liquid chromatography-tandem mass spectrometry based on PriME solid phase extraction[J]. Science and Technology of Food Industry. 2019, 40(9): 253-257.
[25] 曾立威, 蔡翔宇, 吴玉杰, 等. 超高效液相色谱法同时快速测定多种动物源食品中9种生物胺的含量[J]. 食品安全质量检测学报, 2017, 8(3): 968-974.
ZENG L W, CAI X Y, WU Y J, et al. Rapid and simultaneous determination of 9 kinds of biogenic amines in various animal-derived foodstuffs by ultra performance liquid chromatography[J]. Journal of Food Safety and Quality, 2017, 8(3): 968-974.
[26] 陈召桂, 郑国建, 朱玲琳. 液相色谱—串联质谱法测定腐乳中的生物胺[J]. 中国酿造, 2020, 39(12): 160-163.
CHEN Z G, ZHENG G J, ZHU L L. Determination of biogenic amine in sufu by LC-MS/MS[J]. China Brewing, 2020, 39(12): 160-163.
[27] 杨姗姗, 杨亚楠, 李雪霖, 等. 在线固相萃取—毛细管高效液相色谱联用测定奶酪中的生物胺[J]. 分析化学, 2016, 44(3): 396-402.
YANG S S, YANG Y N, LI X L, et al. Determination of biogenic amines in cheese by on-line solid phase extraction coupled with capillary high performance liquid chromatography[J]. Chinese Journal of Analytical Chemistry, 2016, 44(3): 396-402.