Food Additives & Contaminants
ISSN: 0265-203X (Print) (Online) Journal homepage: http://www.tandfonline.com/loi/tfac19
Isolation and characterization of some products of the BHA‐nitrite reaction: Examination of their mutagenicity W. H. Kalus , R. Münzner & W. G. Filby To cite this article: W. H. Kalus , R. Münzner & W. G. Filby (1990) Isolation and characterization of some products of the BHA‐nitrite reaction: Examination of their mutagenicity, Food Additives & Contaminants, 7:2, 223-233, DOI: 10.1080/02652039009373886 To link to this article: http://dx.doi.org/10.1080/02652039009373886
Published online: 10 Jan 2009.
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Full Terms & Conditions of access and use can be found at http://www.tandfonline.com/action/journalInformation?journalCode=tfac20 Download by: [NUS National University of Singapore]
Date: 09 November 2015, At: 05:58
FOOD ADDITIVES AND CONTAMINANTS, 1990, VOL. 7, NO. 2, 2 2 3 - 2 3 3
Isolation and characterization of some products of the BHA-nitrite reaction: examination of their mutagenicity W. H. KALUS, R. MÜNZNER and W. G. FILBY†
Downloaded by [NUS National University of Singapore] at 05:58 09 November 2015
Federal Research Centre for Nutrition, Engesserstr 20, D-7500 Karlsruhe, FRG, and †Nuclear Research Centre, D-7500 Karlsruhe, FRG (Received 25 August 1988; revised 8 December 1988; accepted 13 December 1988) The reaction mixture and several products arising from the reaction of butylated hydroxyanisole (BHA) and nitrite in anaerobic aqueous acidic solution were separated and tested in the Salmonella mutagenicity test. Among the nine products separable by thin-layer chromatography, l-hydroxyl-2-tert-butyl-4-methoxy-6-nitrobenzene (BHA-NO 2 ), tertbutyl-substituted para-quinone (t-BuQ) and 3-tert-butyl-5-methoxy-l,2-benzoquinone (t-Bu-o-Q) are dominant. The last compound has not been previously reported in this system. Spot testing indicated at least one further compound of nitroso character and traces of tert-butylhydroquinone (t-BuHQ), which reacts with nitrite to yield t-BuQ. No evidence was found for the formation of the BHA dimer under our conditions. The substances gave no evidence of mutagenicity in the Salmonella typhimurium strains TA 98 and TA 100, either in the standard plate incorporation assay or in the procedure with preincubation with or without S9 mix. In some instances the substances were unstable in the test procedure. Keywords: BHA, aqueous nitrite, TLC separation, mutagenicity testing
Introduction
Nitrite is added in small amounts (
ISSN: 0265-203X (Print) (Online) Journal homepage: http://www.tandfonline.com/loi/tfac19
Isolation and characterization of some products of the BHA‐nitrite reaction: Examination of their mutagenicity W. H. Kalus , R. Münzner & W. G. Filby To cite this article: W. H. Kalus , R. Münzner & W. G. Filby (1990) Isolation and characterization of some products of the BHA‐nitrite reaction: Examination of their mutagenicity, Food Additives & Contaminants, 7:2, 223-233, DOI: 10.1080/02652039009373886 To link to this article: http://dx.doi.org/10.1080/02652039009373886
Published online: 10 Jan 2009.
Submit your article to this journal
Article views: 6
View related articles
Citing articles: 1 View citing articles
Full Terms & Conditions of access and use can be found at http://www.tandfonline.com/action/journalInformation?journalCode=tfac20 Download by: [NUS National University of Singapore]
Date: 09 November 2015, At: 05:58
FOOD ADDITIVES AND CONTAMINANTS, 1990, VOL. 7, NO. 2, 2 2 3 - 2 3 3
Isolation and characterization of some products of the BHA-nitrite reaction: examination of their mutagenicity W. H. KALUS, R. MÜNZNER and W. G. FILBY†
Downloaded by [NUS National University of Singapore] at 05:58 09 November 2015
Federal Research Centre for Nutrition, Engesserstr 20, D-7500 Karlsruhe, FRG, and †Nuclear Research Centre, D-7500 Karlsruhe, FRG (Received 25 August 1988; revised 8 December 1988; accepted 13 December 1988) The reaction mixture and several products arising from the reaction of butylated hydroxyanisole (BHA) and nitrite in anaerobic aqueous acidic solution were separated and tested in the Salmonella mutagenicity test. Among the nine products separable by thin-layer chromatography, l-hydroxyl-2-tert-butyl-4-methoxy-6-nitrobenzene (BHA-NO 2 ), tertbutyl-substituted para-quinone (t-BuQ) and 3-tert-butyl-5-methoxy-l,2-benzoquinone (t-Bu-o-Q) are dominant. The last compound has not been previously reported in this system. Spot testing indicated at least one further compound of nitroso character and traces of tert-butylhydroquinone (t-BuHQ), which reacts with nitrite to yield t-BuQ. No evidence was found for the formation of the BHA dimer under our conditions. The substances gave no evidence of mutagenicity in the Salmonella typhimurium strains TA 98 and TA 100, either in the standard plate incorporation assay or in the procedure with preincubation with or without S9 mix. In some instances the substances were unstable in the test procedure. Keywords: BHA, aqueous nitrite, TLC separation, mutagenicity testing
Introduction
Nitrite is added in small amounts (
