Literature DB >> 7889848

Mutagenic activity of heterocyclic amines in cooked foods.

J S Felton1, M G Knize, F A Dolbeare, R Wu.   

Abstract

Mutagenic heterocyclic amines are generated in foods when they are cooked at temperatures over 150 degrees C. These compounds are present from 0.1 to 50 ppb, depending on the food and cooking conditions. These heterocyclic amines are not only present in cooked red meat, fish, and chicken, but are also present at lower levels in baked and fried foods derived from grain. Mutagenicity of fried beef hamburgers cooked at 230 degrees C is 800 +/- 37 TA98 revertants per gram cooked weight. We measured 2-amino-3,8-dimethylimidazo[4,5-f]quinoxaline (MelQx), 2-amino-3,4,8-trimethylimidazo[4,5-f]quinoxaline (DiMelQx), and 2-amino-3-methylimidazo[4,5-f]quinoline (IQ) formation at this temperature and found 3.0 +/- 2.0, 1.0 +/- 0.18, and 0.06 +/- 0.03 ng/g, respectively. 2-amino-1-methyl-6-phenylimidaz[4,5-b]pyridine (PhIP) was found at a higher concentration of 9.6 ng/g. In our laboratory we have shown these heterocyclic amines are capable of producing both reverse and forward mutations in Salmonella bacteria and forward mutations in Chinese hamster ovary cells (CHO). We have also been able to show a statistically significant increase in mutations in the pancreas of the "mutamouse" following PhIP exposure. The pancreas also shows relatively high DNA binding compared to other organs in the mouse. The number and type of mutations depend on the repair capacity of the cells for both Salmonella and CHO. In Salmonella the mutations are primarily 2-base deletions when the cells lack uvrB repair, but mutations are more complex (larger deletions and insertions) but lower in frequency when repair is functional.(ABSTRACT TRUNCATED AT 250 WORDS)

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Year:  1994        PMID: 7889848      PMCID: PMC1566835          DOI: 10.1289/ehp.94102s6201

Source DB:  PubMed          Journal:  Environ Health Perspect        ISSN: 0091-6765            Impact factor:   9.031


  19 in total

1.  The identification of a new heterocyclic amine mutagen from a heated mixture of creatine, glutamic acid and glucose.

Authors:  M G Knize; E Hopmans; J A Happe
Journal:  Mutat Res       Date:  1991-08       Impact factor: 2.433

2.  A comparison of mutagen production in fried ground chicken and beef: effect of supplemental creatine.

Authors:  M G Knize; N H Shen; J S Felton
Journal:  Mutagenesis       Date:  1988-11       Impact factor: 3.000

3.  Measurement of MeIQx and DiMeIQx in fried beef by capillary column gas chromatography electron capture negative ion chemical ionisation mass spectrometry.

Authors:  S Murray; N J Gooderham; A R Boobis; D S Davies
Journal:  Carcinogenesis       Date:  1988-02       Impact factor: 4.944

4.  Effects of temperature, patty thickness and fat content on the production of mutagens in fried ground beef.

Authors:  M G Knize; B D Andresen; S K Healy; N H Shen; P R Lewis; L F Bjeldanes; F T Hatch; J S Felton
Journal:  Food Chem Toxicol       Date:  1985-12       Impact factor: 6.023

5.  An XAD-2 resin method for efficient extraction of mutagens from fried ground beef.

Authors:  L F Bjeldanes; K R Grose; P H Davis; D H Stuermer; S K Healy; J S Felton
Journal:  Mutat Res       Date:  1982-08       Impact factor: 2.433

6.  Genotoxicity of compounds from cooked beef in repair-deficient CHO cells versus Salmonella mutagenicity.

Authors:  L H Thompson; J D Tucker; S A Stewart; M L Christensen; E P Salazar; A V Carrano; J S Felton
Journal:  Mutagenesis       Date:  1987-11       Impact factor: 3.000

7.  Base-change analysis of revertants of the hisD3052 allele in Salmonella typhimurium.

Authors:  J C Fuscoe; R Wu; N H Shen; S K Healy; J S Felton
Journal:  Mutat Res       Date:  1988-09       Impact factor: 2.433

8.  Comparative mutagenic efficiencies of the DNA adducts from the cooked-food-related mutagens Trp-P-2 and IQ in CHO cells.

Authors:  K W Brookman; E P Salazar; L H Thompson
Journal:  Mutat Res       Date:  1985-04       Impact factor: 2.433

9.  Synthesis and radiolabeling of heterocyclic food mutagens.

Authors:  H Rapoport; A L Waterhouse; C M Thompson; J F O'Connell
Journal:  Environ Health Perspect       Date:  1986-08       Impact factor: 9.031

10.  Identification of the mutagens in cooked beef.

Authors:  J S Felton; M G Knize; N H Shen; B D Andresen; L F Bjeldanes; F T Hatch
Journal:  Environ Health Perspect       Date:  1986-08       Impact factor: 9.031

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  6 in total

1.  Base-displaced intercalated structure of the food mutagen 2-amino-3-methylimidazo[4,5-f]quinoline in the recognition sequence of the NarI restriction enzyme, a hotspot for -2 bp deletions.

Authors:  Feng Wang; Nicholas E DeMuro; C Eric Elmquist; James S Stover; Carmelo J Rizzo; Michael P Stone
Journal:  J Am Chem Soc       Date:  2006-08-09       Impact factor: 15.419

2.  Conformational differences of the C8-deoxyguanosine adduct of 2-amino-3-methylimidazo[4,5-f]quinoline (IQ) within the NarI recognition sequence.

Authors:  C Eric Elmquist; Feng Wang; James S Stover; Michael P Stone; Carmelo J Rizzo
Journal:  Chem Res Toxicol       Date:  2007-02-21       Impact factor: 3.739

3.  DNA sequence modulates the conformation of the food mutagen 2-amino-3-methylimidazo[4,5-f]quinoline in the recognition sequence of the NarI restriction enzyme.

Authors:  Feng Wang; C Eric Elmquist; James S Stover; Carmelo J Rizzo; Michael P Stone
Journal:  Biochemistry       Date:  2007-06-30       Impact factor: 3.162

4.  Heterocyclic amines: occurrence and prevention in cooked food.

Authors:  S Robbana-Barnat; M Rabache; E Rialland; J Fradin
Journal:  Environ Health Perspect       Date:  1996-03       Impact factor: 9.031

5.  Bilirubin and related tetrapyrroles inhibit food-borne mutagenesis: a mechanism for antigenotoxic action against a model epoxide.

Authors:  Christine Mölzer; Hedwig Huber; Andrea Steyrer; Gesa V Ziesel; Marlies Wallner; Hung T Hong; Joanne T Blanchfield; Andrew C Bulmer; Karl-Heinz Wagner
Journal:  J Nat Prod       Date:  2013-10-11       Impact factor: 4.050

6.  Induction of lacZ mutations in MutaMouse primary hepatocytes.

Authors:  Guosheng Chen; John Gingerich; Lynda Soper; George R Douglas; Paul A White
Journal:  Environ Mol Mutagen       Date:  2010-05       Impact factor: 3.216

  6 in total

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