Biomedical subjects

M Jägerstad

Publications and source records attributed to M Jägerstad.

At least 19 recordsLinked to original sources

PubMed1999

Dietary heterocyclic amines and cancer of the colon, rectum, bladder, and kidney: a population-based study.

BACKGROUND: Heterocyclic amines formed in cooked meat and fish are carcinogenic in animal models and form DNA adducts in human beings. We undertook a study to assess whether these substances are related to the risks of cancer in the large bowel and urinary tract. METHODS: In a population-based case-control study, cases were identified from the Swedish cancer registry. Controls were randomly selected from the population register. Information on intake of various foods and nutrients was assessed by questionnaire, with photographs of foods cooked at various temperatures. We measured the content of heterocyclic amines in foods cooked under these conditions. FINDINGS: Information was retrieved from 553 controls, 352 cases of colon cancer, 249 cases of rectal cancer, 273 cases of bladder cancer, and 138 cases of kidney cancer. The response rate was 80% for controls and 70% for cases. The estimated daily median intake of heterocyclic amines was 77 ng for controls, and 66 ng, 63 ng, 96 ng, and 84 ng for cases with cancer of the colon, rectum, bladder, and kidney, respectively. The relative risk for the intake of heterocyclic amines (highest vs lowest quintile) was 0.6 (95% CI 0.4-1.0) for colon cancer, 0.7 (0.4-1.1) for rectal cancer, 1.2 (0.7-2.1) for bladder cancer, and 1.0 (0.5-1.9) for kidney cancer. Seven cases, but no controls, had an estimated daily intake of heterocyclic amines above 1900 ng. INTERPRETATION: Intake of heterocyclic amines, within the usual dietary range in this study population, is unlikely to increase the incidence of cancer in the colon, rectum, bladder, or kidney. For daily intakes above 1900 ng, our data are consistent with human carcinogenicity, but the precision was extremely low.

Aged↗

PubMed1999

Heterocyclic amines in process flavours, process flavour ingredients, bouillon concentrates and a pan residue.

Seven process flavours, five process flavour ingredients, four bouillon concentrates and a pan residue were analysed for mutagenic/carcinogenic heterocyclic amines. To improve chromatographic efficiency for samples with complex matrixes (process flavours, pan residues, etc.), a new additional purification method was designed. The following polar heterocyclic amines were detected: 2-amino-3-methylimidazo[4,5-f]quinoline (IQ) in one sample (3.4 ng/g), 2-amino-3-methylimidazo[4,5-f]quinoxaline (IQx) in two samples (0.7-2.0 ng/g), 2-amino-3,8-dimethylimidazo[4,5-f]quinoxaline (MeIQx) in four samples (1.0-13.8 ng/g), 2-amino-3,4,8-trimethylimidazo[4,5-f]quinoxaline (4,8-DiMeIQx) in three samples (1.3-2.9 ng/g), 2-amino-3,7,8-trimethylimidazo[4,5-f]quinoxaline (7,8-DiMeIQx) in one sample (0.3 ng/g), and traces of 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP) in two samples. 2-amino-3,4-dimethylimidazo[4,5-f]quinoline (MeIQ) was not identified in any of the samples. The following non-polar heterocyclic amines were detected: 2-amino-9H-pyrido[2,3-b]indole (AalphaC) in one sample (0.4 ng/g), 2-amino-3-methyl-9H-pyrido[2,3-b]indole (MeAalphaC) in one sample (20.3 ng/g), 3-amino-1,4-dimethyl-5H-pyrido[4,3-b]indole (Trp-P-1) in two samples (1.4-1.7 ng/g), and traces of 3-amino-1-methyl-5H-pyrido[4,3-b]indole (Trp-P-2) in two samples. Of the co-mutagenic heterocyclic amines, 1-methyl-9H-pyrido[3,4-b]indole (harman) was identified in 15 of 17 samples (3.3-755 ng/g), and 9H-pyrido[3,4-b]indole (norharman) in 16 of 17 samples (1.2-176 ng/g). The polar heterocyclic amines were detected only in the samples of animal and mixed animal plus vegetable origin, while the non-polar heterocyclic amines were identified in samples of animal, mixed animal plus vegetable and pure vegetable origin.

Amines↗

PubMed1998

Inhibitory effect of threo-9,10-dichlorostearic acid on the mutagenic activity of MeIQx, 2-AF and B[a]P in the Ames/Salmonella test.

The mutagenic activity of threo-9,10-dichlorostearic acid, one of the chlorinated fatty acids identified in fish lipids, was examined in the Ames/Salmonella test. No mutagenic activity was found on any of the Salmonella typhimurium strains TA 98, TA 100 and TA 102, either with or without S9 activation. On the other hand, dichlorostearic acid showed an inhibitory effect on the mutagenic activity of the indirectly-acting mutagens 2-amino-3, 8-dimethylimidazo[4,5-f]quinoxaline (MeIQx), 2-aminofluorene (2-AF) and benzo[a]pyrene (B[a]P) using strain TA 98 in the presence of S9. However, no inhibition was observed when mixing MeIQx and S9 before the addition of dichlorostearic acid. Furthermore, dichlorostearic acid did not show any inhibitory effect on the mutagenic activity of the directly-acting mutagen 4-nitroquinoline-N-oxide (4NQO) using the tester strains TA 98 and TA 100. We, therefore, suggest that dichlorostearic acid interacts with the enzymes of the S9 mix, thereby dose-dependently inhibiting the transformation of MeIQx, 2-AF and B[a]P into their active forms.

4-Nitroquinoline-1-oxide↗

PubMed1998

Analysis of nonpolar heterocyclic amines in cooked foods and meat extracts using gas chromatography-mass spectrometry.

Heat processing of muscle foods gives rise to the formation of mutagenic and carcinogenic heterocyclic amines, often at ng/g levels. A gas chromatographic-mass spectrometric (GC-MS) technique was introduced for the analysis of nonpolar heterocyclic amines in common cooked meats, pan residues, and meat extracts after solid-phase extraction. The mutagenic heterocyclic amines 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), 2-amino-9H-pyrido[2,3-b]indole (A alpha C) and 2-amino-3-methyl-9H-pyrido[2,3-b]indole (MeA alpha C) were identified in several samples in amounts up to 8 ng/g. Also the comutagenic substances 1-methyl-9H-pyrido [3,4-b]indole (harman) and 9H-pyrido[3,4-b]indole (norharman) were detected in the samples in amounts up to almost 200 ng/g. The GC-MS method can be applied without derivatisation of the sample. The technique offers high chromatographic efficiency, yielding detection limits for pure references in the range 0.1-2 ng per injection.

Amines↗

PubMed1997

Trigonelline, a naturally occurring constituent of green coffee beans behind the mutagenic activity of roasted coffee?

Trigonelline and amino acids are natural components in green coffee beans. Model systems mimicking coffee roasting were used to produce heated samples of trigonelline, amino acids and glucose. Trigonelline and amino acids were heated separately or in combinations for 20 min at 250 degrees C. The results of bacteria mutation assays (Salmonella typhimurium strains TA 98, YG 1024 and YG 1029) showed that trigonelline, alone or in combination with most of the single amino acids and mixtures of amino acids, yielded potent mutagenic activity. Of the singly heated compounds, the highest mutagenic activity was found for trigonelline. The mutagenic activity detected with metabolic activation of the heated trigonelline samples indicated that the mutagenic compounds might be amines; however, higher mutagenic activity was found for trigonelline and its combinations without metabolic activation, which suggests that other types of mutagens (direct-acting) were predominant. High-performance liquid chromatographic analysis of some of the heated samples did not reveal the presence of any known mutagenic heterocyclic amine.

Alkaloids↗

PubMed1997

Polar and non-polar heterocyclic amines in cooked fish and meat products and their corresponding pan residues.

Fourteen cooked dishes with their corresponding pan residues were analysed for polar and non-polar heterocyclic amines using HPLC. The choice of foods, including beef, pork, poultry, game, fish, egg and sausages, was based on an investigation of an elderly population in Stockholm participating in an analytical epidemiological case-control study on cancer risks after intake of heterocyclic amines. The food items were prepared using normal household cooking practices, and to reflect the wide range of surface browning of the cooked dishes that would be encountered in this population, four cooking temperatures were used in the range 150-225 degrees C. For all food samples, the total amount of heterocyclic amines formed at 150 degrees C was less than 1 ng/g cooked product, and at 175 degrees C less than 2 ng/g. The highest concentrations of heterocyclic amines were detected in fillet of pork, reindeer meat and chicken breast fried at 200 and 225 degrees C and their corresponding pan residues. The total sum of 2-amino-3,8-dimethylimidazo-[4,5-f]quinoxaline, 2-amino-3,4,8-trimethylimidazo[4,5-f]quinoxaline and 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine was about 1 microgram per 100 g portion (including pan residues) for reindeer meat and chicken breast, and between 1.9 and 6.3 micrograms per 100-g portion for fillet of pork. PhIP was the most abundant heterocyclic amine, identified in 73 of 84 samples, and the highest concentration of PhIP, 32.0 ng/g, was found in the pan residue from fillet of pork cooked at 225 degrees C. The non-polar heterocyclic amines 3-amino-1,4-dimethyl-5H-pyrido[4,3-b]indole and 3-amino-1-methyl-5H-pyrido[4,3-b]indole were detected in the range of 0.5-7.4 ng/g in most foods cooked at 225 degrees C, and also in meat sauce prepared at 200 and 175 degrees C. The other heterocyclic amines tested for: 2-amino-3-methylimidazo-[4,5-f]quinoline, 2-amino-3,4-dimethylimidazo[4,5-f]quinoline, 2-amino-6-methyl-pyrido-[1,2-a:3',2'-d]-imidazole and 2-aminodipyrido-[1,2-a:3',2'-d]imidazole, were present only at very low or non-detectable levels. The low recoveries of the amino-alpha-carbolines 2-amino-9H-pyrido[2,3-b]indole and 2-amino-3-methyl-9H-pyrido[2,3-b]indole made it impossible to quantify them. However, the co-mutagenic substances 1-methyl-9H-pyrido-[3,4-b]indole and 9H-pyrido[3,4-b]indole were detected at levels of about 1-30 ng/g in most of the dishes cooked at 200 and 225 degrees C.

Amines↗

PubMed1997

Folate and folate-binding protein content in dairy products.

Recent findings suggest a protective role for folates in the reduction of neural tube defects and possibly also coronary heart disease and cancer. Consequently, an increase in the daily intake of folates is warranted, which emphasizes the need for quantitative as well as qualitative measurements of dietary folates. Milk plays an important part in the food chain in many Western countries today. Several studies suggest that folate-binding proteins might have an impact on folate absorption and therefore their concentrations are also important. The mean concentration of the predominant form of folate, 5-methyltetrahydrofolate (5-CH3THF), was determined using HPLC in thirteen selected dairy products; skim milk powder, two pasteurized milks, UHT milk, two fermented milks, three whey products and four different cheeses. All results were corrected for recovery by spiking the samples with 5-CH3THF. Effects of storage of dairy products on 5-CH3THF concentrations were also investigated; generally small and insignificant fluctuations were found, except for hard cheese, in which 5-CH3THF decreased significantly. There was a significant seasonal variation in the folate concentration of pasteurized milk which peaked in the summer months. The concentrations of folate-binding protein in skim milk powder and pasteurized milk analysed using an enzyme-linked immunosorbent assay were similar. UHT milk and fermented milk, both of which are processed at temperatures > 90 degrees C, contained significantly lower concentrations of folate-binding protein.

Animals↗

PubMed1997

Assessment of the human exposure to heterocyclic amines.

Heterocyclic amines are possible human carcinogens and fried meat is an important source of exposure in the Western diet. To study the effect of heterocyclic amines in humans, accurate assessment of individual food consumption is essential. Parameters influencing the intake include the amount and type of meat ingested, frequency of consumption, cooking method, cooking temperature and the duration of cooking. The aim of the present study was to develop a practical method for assessing individual intakes of specific heterocyclic amines in a large sample of people. This has been done by combining information on food consumption and laboratory findings of heterocyclic amines in food products. Diet was assessed using a semi-quantitative food frequency questionnaire including photos of fried meat and, in all, 22 dishes were cooked and chemically analyzed. The method was employed in an elderly population in Stockholm to estimate the daily mean intake of the five heterocyclic amines 2-amino-3-methylimidazo[4,5-f]quinoline (IQ), 2-amino-3,4-dimethylimidazo[4,5-f]quinoline (MeIQ), 2-amino-3,8-dimethylimidazo[4,5-f]quinoxaline (MeIQx), 2-amino-3,4,8-trimethylimidazo[4,5-f]quinoxaline (DiMeIQx) and 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP). The total daily intake ranged from none to 1816 ng, with a mean intake of 160 ng, which is well below estimates reported previously. Highest amounts ingested were of PhIP (mean 72, range 0-865 ng/day) and MeIQx (mean 72, range 0-1388 ng/day), followed by DiMeIQx (mean 16, range 0-171 ng/day), while MeIQ and IQ were ingested only in very small amounts (mean <1 ng/day).

Aged↗

PubMed1996

Effect of milk processing on the concentration of folate-binding protein (FBP), folate-binding capacity and retention of 5-methyltetrahydrofolate.

The main objective of this study was to investigate the effects of pasteurisation, UHT processing and fermentation on the concentration of folate-binding proteins (FBP) and their folate binding capacity in comparison with the retention of the most predominant folate from, 5-CH3THF. The amount of folate-binding protein (FBP) was analysed using enzyme-linked immunosorbent assay (ELISA). Unprocessed milk and pasteurised milk were found to contain similar amounts, 211 and 168 nmol/l, of FBP, respectively. UHT-processed milk and Yoghurt naturelle, both processed at temperatures above 90 degrees C, contained only 5.2 and 0.2 nmol/l FBP, respectively. As an indication of the protein-binding capacity free and protein-bound folates were analysed after charcoal treatment using the radio-protein binding assay method (RPBA). These results indicated that all folates in unprocessed milk and pasteurised milk were protein-bound, while folates in UHT-processed milk and Yoghurt naturelle occurred freely which is supported by our findings on FBP. High-performance liquid chromatography analysis indicated that unprocessed milk, pasteurised milk, UHT-processed milk and Yoghurt naturelle contained 44.8 +/- 2.1 (n = 10), 41.1 +/- 0.9 (n = 10), 36.1 +/- 1.8 (n = 10) and 35.6 +/- 9.1 micrograms/l (n = 10) 5-methyltetrahydrofolates (5-CH3THF), respectively, after deconjugation. Corresponding values for total milk folates analysed using radio-protein binding assay were 80.4 +/- 0.9 (n = 10), 64.2 +/- 2.7 (n = 10), 48.2 +/- 1.8 (n = 10) and 54.0 +/- 8.2 micrograms/l (n = 10), respectively. Hence, both methods indicated significant (P < 0.05) losses of 5-CH3THF as a result of pasteurisation, UHT processing and fermentation, compared with unprocessed milk. In spite of apparent discrepancies in folate concentrations obtained using the two different methods, these results support the equimolar ratio of FBP and folates in unprocessed and pasteurised milk when data on 5-CH3THF, obtained using HPLC were corrected for differences in recovery. Thus, heat processing of milk not only reduced the amount of 5-CH3 THF significantly, but also changed the concentration of FBP and the folate-binding capacity of FBP, which may have implications on the bioavailability of milk folates.

Animals↗

PubMed1995

Characterization of mutagenic activity in instant hot beverage powders.

Extracts of several grain-based coffee-substitute blends and instant coffees were mutagenic in the Ames/Salmonella test using TA98, YG1024, and YG1029 with metabolic activation. The beverage powders induced 150 to 500 TA98 and 1,150 to 4,050 YG1024 revertant colonies/g, respectively. Increased sensitivity was achieved using strain YG1024. No mutagenic activity was found in instant hot cocoa products. The mutagenic activity in the beverage powders was shown to be stable to heat and the products varied in resistance to acid nitrite treatment. Differential bacterial strain specificity, and a requirement for metabolic activation suggest that aromatic amines are present. Characterization of the mutagenic activity, using HPLC and the Ames test of the collected fractions, showed the coffee-substitute blends and instant coffees contain several mutagenic compounds. Known heterocyclic amines are not responsible for the major part of the mutagenic activity. The main mutagenic activity in grain-based coffee-substitute blends and instant coffees is due to several unidentified compounds, which are most likely aromatic amines.

Amines↗

PubMed1995

Influence of frying fat on the formation of heterocyclic amines in fried beefburgers and pan residues.

The influence of six frying fats (butter, margarine, margarine fat phase, liquid margarine, rapeseed oil and sunflower seed oil) on the formation of mutagenic/carcinogenic heterocyclic amines (HAs) during the frying of beefburgers was investigated. Frying was performed at 165 and 200 degrees C (i.e. under conditions that represented normal household cooking practices). The fried beefburgers and their corresponding pan residues were purified using solid-phase extraction and analysed for HAs using HPLC with photodiode array UV and fluorescence detection. The HAs 2-amino-3,8-dimethylimidazo[4,5-f]-quinoxaline (MeIQx), 2-amino-3,4,8-trimethylimidazo[4,5-f]quinoxaline (DiMeIQx), 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP), 9H-pyrido[3,4-b]indole (norharman) and 1-methyl-9H-pyridol[3,4-b]indole (harman) were recovered. The amount increased with the temperature, and the content of HAs in the pan residue was much higher than in the corresponding beefburger. The amounts of MeIQx ranged from 0.2 to 1.6 ng/g in the beefburgers and from 0.8 to 4.3 ng/g in the pan residues. DiMeIQx ranged from undetectable to 0.4 ng/g in the beefburgers and from 0.4 to 1.3 ng/g in the residues. PhIP ranged from 0.08 to 1.5 ng/g in the meat and from 0.4 to 13.3 ng/g in the residues. The total amount of HAs in meat and pan residue combined was significantly lower after frying in sunflower seed oil or margarine than after frying with the other fats. The observed differences in MeIQx and DiMeIQx formation could be explained in terms of oxidation status (peroxide and anisidine value) and antioxidant content (vitamin A, vitamin E and tocopherols/tocotrienols) using partial least squares analysis.

Animals↗

PubMed1995

Influence of amino acids on the formation of mutagenic/carcinogenic heterocyclic amines in a model system.

Mixtures of creatinine, glucose and various single amino acids were heated at 180 degrees C for 10 min in an aqueous model system. The heated mixtures all showed mutagenic activity, ranging from 80 to 2400 TA98 revertant colonies/mumol creatinine with metabolic activation. Testing of HPLC fractions for mutagenic activity showed each mixture to contain several mutagenic components, some of which corresponded to known heterocyclic amines and others to unknown compounds. The presence of 2-amino-3-methyl-imidazo[4,5-f]quinoxaline, 2-amino-3,8-dimethylmidazo[4,5-f]quinoxaline and 2-amino-3,7,8-trimethylimidazo[4,5-f]quinoxaline in most of the samples was established using HPLC with photodiode array detection and liquid chromatography/mass spectrometry with electrospray interface and single ion monitoring. In addition, 2-amino-3,4,8-trimethylimidazo[4,5-f]quinoxaline, 2-amino-1-methyl-6-phenylimidazo[4,5-f]quinoxaline, 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine, 3-amino-1,4-dimethyl-5H-pyrido[4,3-b]indole and 3-amino-1-methyl-5H-pyrido[4,3-b]indole and the co-mutagenic compounds 9H-pyrido[3,4-b]indole and 1-methyl-9H-pyrido[3,4-b]indole were detected in some samples.

Amines↗

PubMed1995

Effect of cooking temperature on the formation of heterocyclic amines in fried meat products and pan residues.

Frequent consumers of meat have an increased risk of colorectal cancer and possibly also of breast, stomach, pancreas and urinary bladder cancer. Bacon, 'Falusausage', ground beef, meatballs, pork belly, pork chops and sliced beef account for more than one-third of the intake of fried meat of the population of Stockholm of age 50-75. These dishes were fried at four temperatures (150, 175, 200 and 225 degrees C) representing normal household cooking practices in Stockholm. Heterocyclic amines in these dishes were analysed using solid-phase extraction and HPLC. The heterocyclic amines 2-amino-3-methylimidazo[4,5-f]quinoline (IQ), 2-amino-3,8-dimethylimidazo[4,5-f]quinoxaline (MeIQx), 2-amino-3,4,8-trimethylimidazo[4,5-f]quinoxaline (DiMeIQx) and 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP) were recovered. The formation of IQ was favoured by moderate cooking temperatures; IQ was detected in one meat sample cooked at 150 degrees C and in some pan residues. The yield of MeIQx, DiMeIQx and PhIP increased with the temperature. For several of the meat dishes, the content of heterocyclic amines in the pan residue was as large or larger than for corresponding piece of meat. The highest levels of MeIQx were 23.7 ng/g in the meat and 23.3 ng/g in the pan residue. Corresponding data for DiMeIQx were 2.7 and 4.1 ng/g and for PhIP 12.7 and 82.4 ng/g. The study leaves little doubt that mutagenic heterocyclic amines are ingested by the population of Stockholm, and added to previous epidemiological studies from the same area, the combined data are consistent with human carcinogenicity of heterocyclic amines. However, analytical epidemiological studies are needed before any statement on causality can be made.

Aged↗

PubMed1995

Factors affecting the formation and yield of heterocyclic amines.

The main food mutagens found in cooked meat products are heterocyclic amines. The formation of these heterocyclic amines has been shown to require three classes of precursors: (i) creatine/creatinine, (ii) free amino acids or dipeptides, and (iii) sugar. The mutagen forming reactions were investigated in model systems and several heterocyclic amines (IQx, MeIQx, DiMeIQx, TriMeIQx and PhIP) were identified and quantified. A number of mutagenic fractions produced in the model system are not yet identified, among them one having a mass number of 217. A participation of the Maillard reaction in the formation of the heterocyclic amines was proposed ten years ago. Since then, the support for this route has increased, especially in a recent study in which carbon atoms from 14C-labelled glucose were shown to be incorporated into MeIQx and DiMeIQx. Other studies have shown sugar to either enhance or inhibit the yield of mutagenic activity depending on its molar ratio relative to the other reactants. Thus, the Maillard reaction can be utilized both to enhance and inhibit the formation of the heterocyclic amines. Olive oil and corn oil were found to almost double the yield of MeIQx in the model system after heating for 30 minutes at 180 degrees C. When adding deep-fat frying oil of different oxidation status in the model system, the yield of MeIQx was not affected by oxidation status or presence of vitamin E, but the lipids enhanced the formation of MeIQx by 30% after heating at 180 degrees C for 30 minutes. Artificial production of free radical reactions by adding FeSO4, hydrogen peroxide and oxygen to the model system doubled the yield of MeIQx.

Carcinogens↗

PubMed1994

Occurrence of mutagenic/carcinogenic heterocyclic amines in meat and fish products, including pan residues, prepared under domestic conditions.

Some typical Swedish meat and fish products, e.g. bacon, beefburgers, meatballs, Baltic herring, salmon, smoked fish, black pudding and sausages, and their corresponding pan residues, were analysed by HPLC for their content of mutagenic/carcinogenic heterocyclic amines (HAs). The products were cooked using recommended domestic cooking conditions concerning temperature, time and frying equipment. The amount of HAs was low in most products, though the amount was higher in the pan residues, especially in the pan residue from the frying of Falun sausage, which contained 18.5 ng HAs/g cooked product. Mostly MeIQx (2-amino-3,8-dimethylimidazo[4,5-f]-quinoxaline) and 4,8-DiMeIQx (2-amino-3,4,8-trimethylimidazo[4,5-f]-quinoxaline) were found, being 0.03-2.8 ng MeIQx/g and n.d.-3.4 ng 4,8-DiMeIQx/g cooked product in the food products and 0.05-7.3 ng MeIQx/g and n.d.-2.8 ng 4,8-DiMeIQx/g cooked product in the pan residues. High levels of IQ (2-amino-3-methylimidazo[4,5-f]quinoline), 10.5 ng/g, were only found in well-done bacon and a correlation was seen between fat content and IQ formation. Low levels of MeIQ (2-amino-3,4-dimethylimidazo[4,5-f]quinoline) and PhIP (2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine) were found in the foods.

Antioxidants↗

PubMed1993

Influence of oxidized deep-frying fat and iron on the formation of food mutagens in a model system.

The effects of oxidized fats, iron and tocopherol content on the yield and species of mutagenic heterocyclic amines were studied using a model system. A mixture of glycine (0.9 mmol), creatinine (0.9 mmol) and glucose (0.45 mmol) was heated for 10 and 30 min at 180 degrees C, with the addition of iron and fats. The mutagens formed were identified and quantified using HPLC. (2-Amino-3-methylimidazo[4,5-f]-quinoxaline) (IQx), 2-amino-3,8-dimethylimidazo[4,5-f]quinoxaline (MeIQx) and 2-amino-3,4,8-trimethylimidazo[4,5-f]quinoxaline (4,8-DiMeIQx) were formed in the model mixtures. The addition of iron (FeSO4) or oxidized fats to the model system did not affect the species of food mutagens formed, but the iron addition more than doubled the amount of MeIQx. The oxidation status of the fat added to the model system had little effect on the formation of MeIQx. The fat content was shown to affect the mutagen formation significantly, especially after heating for 30 min. No difference in yield of MeIQx was observed in the presence of tocopherol and tocotrienol at naturally occurring concentrations.

Chromatography, High Pressure Liquid↗

PubMed1993

Effects of edible oils and fatty acids on the formation of mutagenic heterocyclic amines in a model system.

The effects of glycerol, fatty acids and oils on the yield and species of mutagenic heterocyclic amines were studied in a model system. The addition of lipids to the model system did not affect the species of food mutagens formed, but did affect the yield of 2-amino-3,8-dimethylimidazo[4,5-f]quinoxaline (MeIQx). When heating creatinine, glycine and glucose dissolved in water, at 180 degrees C for 10 and 30 min, 9 and 18 nmol MeIQx/mmol creatinine were formed respectively. Corresponding figures of MeIQx formed, after addition of various fatty acids or edible oils to the model system, were as follows: oleic acid (9 and 11 nmol MeIQx/mmol creatinine), stearic acid (16 and 19 nmol), linoleic acid (8 and 16 nmol), linolenic acid (5 and 20 nmol), corn oil (10 and 33 nmol) and olive oil (10 and 28 nmol) after heating at 180 degrees C for 10 and 30 min respectively. Addition of corn or olive oil in a model system heated at 180 degrees C for 30 min, almost doubled the yield of MeIQx formed, compared with the amount formed in a model system without fat. This increase was not observed if glycerol or a fatty acid was added to the model system.

Amines↗

PubMed1993

Incorporation of carbon atoms from glucose into the food mutagens MeIQx and 4,8-DiMeIQx using 14C-labelled glucose in a model system.

Mixtures of creatinine, glucose and threonine with the addition of a small amount, 250 microCi, of [U-14C]glucose, [1-14C]glucose or [6-14C]glucose were heated at 180 degrees C for 30 min in an aqueous model system. The mixtures were purified and analysed using HPLC, scintillation and Ames tests. 2-Amino-3,8-dimethylimidazo[4,5-f]quinoxaline (MeIQx) and 2-amino-3,4,8-trimethylimidazo[4,5-f]quinoxaline (4,8-DiMeIQx) were detected as the main radioactive mutagens. The amount of MeIQx and 4,8-DiMeIQx produced from threonine was estimated at 18 and 60 nmol/mmol glucose respectively. Radioactive carbon atoms originating from glucose were also shown to be incorporated into 2-amino-3-methylimidazo[4,5-f]quinoxaline (IQx). The specific activity was calculated to be 0.6, 0.3 and 0.1-0.3 mCi/mmol for MeIQx, 4,8-DiMeIQx and IQx respectively for all three labelled forms of glucose. By the incorporation of carbon atoms originating from glucose into the imidazoquinoxaline mutagens it was clearly demonstrated that glucose is a precursor in the formation of these food mutagens.

Carbon↗