Analysis of glyoxal, methylglyoxal and diacetyl in soy sauce


In this study, an analytical method for the determination of α-dicarbonyl compounds (α-DCs), including glyoxal (GO), methylglyoxal (MGO) and diacetyl (DA), in soy sauce was validated using gas chromatography–nitrogen-phosphorus detection. Through Maillard reaction various α-DCs, including GO, MGO and DA have been found in fermented food, dairy products and beverages. The analysis of α-DC was carried out by a derivatisation with o-phenylenediamine. The limit of detection and limit of quantitation were 0.04 and 0.12 μg/kg for GO, 0.04 and 0.13 μg/kg for MGO, and 0.07 and 0.22 μg/kg for DA. The intra- and inter-day accuracy ranged from 92.8 to 109% for GO, from 99.5 to 113% for MGO and from 93.6 to 102% for DA. The intra- and inter-day precision ranged from 3.38 to 12.1% for GO, from 0.67 to 7.65% for MGO and from 1.27 to 9.35% for DA. In 20 commercial soy sauces, α-DCs were found in concentration ranges of 5.60–31.7 μg/mL for GO, 14.4–116 μg/mL for MGO and 0.47–5.48 μg/mL for DA. The developed analytical method could be applied for the determination of α-DCs in soy sauce and motivate investigations related to reducing the content of α-DCs in soy sauce.

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  1. Cha J, Debnath T, Lee K-G. Analysis of α-dicarbonyl compounds and volatiles formed in Maillard reaction model systems. Scientific Reports 9: 1-6 (2019)

    Google Scholar 

  2. Degen J, Hellwig M, Henle T. 1,2-Dicarbonyl compounds in commonly consumed foods. Journal of Agricultural and Food Chemistry 60: 7071-7079 (2012)

    CAS  Article  Google Scholar 

  3. Esteve MJ, Frígola A, Rodrigo MC, Rodrigo M. Use of polarography as a quality-control method for determining diacetyl in citrus and vegetable juices, yoghurt and butter. Food Additives & Contaminants 19: 519-523 (2002)

    CAS  Article  Google Scholar 

  4. FDA, Administration USFaD (2019).

  5. Furihata C, Yoshida S, Matsushima T. Potential initiating and promoting activities of diacetyl and glyoxal in rat stomach mucosa. Japanese Journal of Cancer Research 76: 809-814 (1985)

    CAS  PubMed  Google Scholar 

  6. Gobert J, Glomb MA. Degradation of glucose: reinvestigation of reactive α-dicarbonyl compounds. Journal of Agricultural and Food Chemistry 57: 8591-8597 (2009)

    CAS  Article  Google Scholar 

  7. Hashiba H. Participation of Amadori rearrangement products and carbonyl compounds in oxygen-dependent browning of soy sauce. Journal of Agricultural and Food Chemistry 24: 70-73 (1976)

    CAS  Article  Google Scholar 

  8. Hayashi T, Shibamoto T. Analysis of methyl glyoxal in foods and beverages. Journal of Agricultural and Food Chemistry 33: 1090-1093 (1985)

    CAS  Article  Google Scholar 

  9. Jeong JH, Cha J, Lee KG. Validation of analytical method for α‐dicarbonyl compounds using gas chromatography–nitrogen phosphorous detector and their levels in alcoholic beverages. International Journal of Food Science and Technology 52: 1491–1497 (2017)

  10. Jiang Y, Hengel M, Pan C, Seiber JN, Shibamoto T. Determination of toxic α-dicarbonyl compounds, glyoxal, methylglyoxal, and diacetyl, released to the headspace of lipid commodities upon heat treatment. Journal of Agricultural and Food Chemistry 61: 1067-1071 (2013)

    CAS  Article  Google Scholar 

  11. Kielhorn J, Pohlenz-Michel C, Schmidt S, Mangelsdorf I, Organization WH. Glyoxal. World Health Organization (2004)

  12. Kim SJ, Kwon JE, Kim Y, Lee KG. Correlation Analysis Between the Concentration of α-Dicarbonyls and Flavor Compounds in Soy Sauce. Food Bioscience. 36: 100615 (2020)

  13. Kovacic P, Cooksy AL. Electron transfer as a potential cause of diacetyl toxicity in popcorn lung disease. pp. 133–148. In: Reviews of environmental contamination and toxicology. Springer (2010)

  14. Kwon J, Ahn H, Lee KG. Analysis of α-dicarbonyl compounds in coffee (Coffea arabica) prepared under various roasting and brewing methods. Food Chemistry 343: 128525 (2021)

  15. Lee HJ, Lee K, Kim KH, Kim HK, Lee HJ. Antitumor activity of peptide fraction from traditional Korean soy sauce. Journal of Microbiology and Biotechnology 14: 628-630 (2004)

    Google Scholar 

  16. Lee M-S, Shin K-S. Intestinal immune-modulating activities of polysaccharides isolated from commercial and traditional Korean soy sauces. Journal of the Korean Society of Food Science and Nutrition 43: 9-15 (2014)

    Article  Google Scholar 

  17. Lee N, Ryu Y-J, Yeo I-C, Kwon K-O, Suh E-M, Hahm Y-T. Physiological activities of korean traditional soybean-fermented royal court soy sauces, Gungjungjang. Journal of the Korean Society of Food Science and Nutrition 41(2): 149-155 (2012)

    CAS  Article  Google Scholar 

  18. Lee S, Jeong Y, Yim SB, Ryu SR. Antioxidant activity of Korean traditional soy sauce. Journal of the Korean Society of Food Science and Nutrition 44(9): 1399-1406 (2015)

    CAS  Article  Google Scholar 

  19. Luh BS. Industrial production of soy sauce. Journal of Industrial Microbiology 14: 467-471 (1995)

    CAS  Article  Google Scholar 

  20. Papetti A, Mascherpa D, Gazzani G. Free α-dicarbonyl compounds in coffee, barley coffee and soy sauce and effects of in vitro digestion. Food Chemistry 164: 259-265 (2014)

    CAS  Article  Google Scholar 

  21. Park J-W, Lee Y-J, Yoon S. Total flavonoids and phenolics in fermented soy products and their effects on antioxidant activities determined by different assays. Journal of the Korean Society of Food Culture 22: 353-358 (2007)

    Google Scholar 

  22. Sanjukta S, Rai AK. Production of bioactive peptides during soybean fermentation and their potential health benefits. Trends in Food Science & Technology 50: 1-10 (2016)

    CAS  Article  Google Scholar 

  23. Shibamoto T. Diacetyl: occurrence, analysis, and toxicity. Journal of Agricultural and Food Chemistry 62: 4048-4053 (2014)

    CAS  Article  Google Scholar 

  24. Shin J-H, Kang M-J, Yang S-M, Lee S-J, Ryu J-H, Kim R-J, Sung N-J. Comparison of physicochemical properties and antioxidant activities of Korean traditional Kanjang and garlic added Kanjang. Journal of Agriculture & Life Science 44: 39-48 (2010)

    Google Scholar 

  25. Uribarri J, Woodruff S, Goodman S, Cai W, Chen X, Pyzik R, Yong A, Striker GE, Vlassara H. Advanced glycation end products in foods and a practical guide to their reduction in the diet. Journal of the American Dietetic Association 110: 911–916, e12 (2010)

  26. Wang C, Lu Y, Huang Q, Zheng T, Sang S, Lv L. Levels and formation of α-dicarbonyl compounds in beverages and the preventive effects of flavonoids. Journal of Food Science and Technology 54: 2030-2040 (2017)

    CAS  Article  Google Scholar 

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This research was supported by the Research Program of Dongguk University.

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Correspondence to Kwang-Geun Lee.

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Kim, Y., Ahn, H. & Lee, KG. Analysis of glyoxal, methylglyoxal and diacetyl in soy sauce. Food Sci Biotechnol (2021).

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  • Soy sauce
  • Α-Dicarbonyl compound
  • Glyoxal
  • Methylglyoxal
  • Diacetyl