Mg. Knize et al., EFFECT OF COOKING TIME AND TEMPERATURE ON THE HETEROCYCLIC AMINE CONTENT OF FRIED BEEF PATTIES, Food and chemical toxicology, 32(7), 1994, pp. 595-603
The mutagenic heterocyclic amines 2-amino-3,8-dimethylimidazo[4,5-f]qu
inoxaline (MeIQx), 2-amino-3-methylimidazo[4,5-f]quinoline (IQ), 2-ami
no-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP) and 2-amino-3,4,8-tr
imethylimidazo[4,5-f]quinoxaline (DiMeIQx) were measured in ground-bee
f patties fried at 150, 190 and 230 degrees C for 2-10 min on each sid
e. Heterocyclic amines were purified using solid-phase extraction and
analysed by HPLC. Recovery-corrected amounts of each heterocyclic amin
e were determined by the method of standard addition based on spiked s
amples with recoveries ranging from 40 to 70%. Mutagenic activity meas
ured by the Ames/Salmonella test was determined for each sample. The a
mounts of MeIQx, PhIP, DiMeIQx and IQ increased with time and temperat
ure of cooking. 3-Amino-1,4-dimethyl-5H-pyrido[4,3-b]indole (Trp-P-1),
3-amino-1-methyl-5H-pyrido[4,3-b]indole (Trp-P-2) and 2-amino-9H-pyri
do[2,3-b]indole (A alpha C) were not detected in any sample. The mutag
enic activity response measured for the meat extracts (TA98 revertants
) was similar to the mutagenic activity calculated from the mass of he
terocyclic amines present. The rate of formation of PhIP in a model sy
stem containing creatinine and phenylalanine heated in 80% diethylene
glycol was compared with PhIP formation during meat frying. The appare
nt heats of activation were 6.5 kcal/mol in the model system compared
with 6.0 kcal/mol in the fried meat patties. The increase in PhIP and
MeIQx formation fitted an exponential function over the range 0 to 11
min and from 150 to 230 degrees C. This report shows clearly that incr
eases in cooking temperature and time can have a profound effect on th
e amounts of heterocyclic amines generated and subsequently consumed i
n the diet.