Formation of heterocyclic amines in a model system during heating

J Food Prot. 1999 Dec;62(12):1445-50. doi: 10.4315/0362-028x-62.12.1445.

Abstract

The formation of heterocyclic amines (HAs) in a model system during heating at 100, 150, or 200 degrees C for varied lengths of time was studied. The following systems were used: (i) phenylalanine, (ii) creatinine, (iii) phenylalanine and glucose, (iv) phenylalanine and creatinine, (v) glucose and creatinine, and (vi) phenylalanine, glucose, and creatinine. Results showed that HAs could only be found in both systems of glucose and creatinine, and of phenylalanine, glucose, and creatinine. Both 2-amino-9H-pyrido-[2,3-b]indole (AalphaC) and 2-amino-3-methyl-9H-pyrido-[2,3-b]indole (MeAalphaC) were observed in the former system, and the formation rate of AalphaC was higher than MeAalphaC. For the latter system, 2-amino-3-dimethylimidazo[4,5-f]quinoxaline (IQx), 9H-pyrido-[4,3-b]indole (Norharman), 1-methyl-9H-pyrido-[4,3-b]indole (Harman), AalphaC, and MeAalphaC were present. The formation rate of AalphaC was the highest at 200 degrees C, followed by MeAalphaC, Harman, Norharman, and IQx. In addition, the varieties of HAs increased both with increasing heating time and temperature. The amounts of HAs formed were less in the model system of glucose and creatinine than that of phenylalanine, glucose, and creatinine. The same trend was also observed for the formation rate of HAs. At 150 or 200 degrees C, the amounts of IQx, Harman, Norharman, AalphaC, and MeAalphaC increased in the initial period of heating and then reached a plateau. The results of this study provided a basic understanding of the conditions that result in the formation of HAs during cooking of meat and fish products.

MeSH terms

  • Amines / analysis
  • Amines / chemistry*
  • Chromatography, High Pressure Liquid
  • Cooking*
  • Creatinine / chemistry
  • Food Contamination
  • Glucose / chemistry
  • Heterocyclic Compounds / analysis
  • Heterocyclic Compounds / chemistry*
  • Hot Temperature*
  • Mutagens / analysis
  • Mutagens / chemistry*
  • Phenylalanine / chemistry
  • Time Factors

Substances

  • Amines
  • Heterocyclic Compounds
  • Mutagens
  • Phenylalanine
  • Creatinine
  • Glucose