Alkylating potential of potassium sorbate

Journal of Agricultural and Food Chemistry

Volumn 53, Issue 26, 2005, Pages 10244-10247

  Pérez Prior, M Teresa ^a   Manso, José A ^a   García Santos, M Del Pilar ^a   Calle, Emilio ^a   Casado, Julio ^a  

^a UNIVERSITY OF SALAMANCA   (Spain)

Author keywords

Alkylating reactions; Alkylation; Potassium sorbate

Indexed keywords

ALKYLATING AGENT; FOOD PRESERVATIVE; SORBIC ACID;

ALKYLATION; ARTICLE; CHEMISTRY; KINETICS; PH; ULTRAVIOLET SPECTROPHOTOMETRY;

ALKYLATING AGENTS; ALKYLATION; FOOD PRESERVATIVES; HYDROGEN-ION CONCENTRATION; KINETICS; SORBIC ACID; SPECTROPHOTOMETRY, ULTRAVIOLET;

EID: 30544443007     PISSN: 00218561     EISSN: None     Source Type: Journal    
DOI: 10.1021/jf052152p     Document Type: Article

References (25)

1. Thakur, B. R.; Singh, K.; Arya, S. S. Chemistry of Sorbates - A Basic Perspective. Food Rev. Int. 1994, 10, 71-91.
2. Dacosta, Y. L'Acide Sorbique et les Sorbates; CDIUPA: Massy, France, 1994.
3. U.S. Food and Drug Administration, Center for Food Safety and Applied Nutrition. FDA List of Food Additives that are Generally Recognized as Safe (GRAS); U.S. GPO: Washington, DC, 2005.
4. Würgler, F. E.; Schlatter, J.; Maier, P. The genotoxicity status of sorbic acid, potassium sorbate and sodium sorbate. Mutat. Res. 1992, 283, 107-111.
5. Münzer, R.; Guigas, C.; Renner, H. W. Reexamination of potassium sorbate and sodium sorbate for possible genotoxic potential. Food Chem. Toxicol. 1990, 28, 397-401.
6. Ferrand, C.; Marc, F.; Fritsch, P.; Cassand, P.; de Saint Blanquat, G. Genotoxicity Study of Reaction Products of Sorbic Acid. J. Agric. Food Chem. 2000, 48, 3605-3610.
7. Sugihara, N.; Shimomichi, K.; Furuno, K. Cytotoxicity of food preservatives in cultured rat hepatocytes loaded with linoleic acid. Toxicology 1997, 120, 29-36.
8. Ferrand, C.; Marc, F.; Fritsch, P.; Cassand, P.; de Saint Blanquat, G. Mutagenicity and genotoxicity of sorbic acid-amine reaction products. Toxicol. in Vitro 2000, 14, 423-428.
9. Verbiscar, A. J.; Campbell, K. N. Unsaturated six-membered ring lactams. J. Org. Chem. 1974, 29, 2472-2474.
10. Ferrand, C.; Marc, F.; Fritsch, P.; Cassand, P.; de Saint Blanquat, G. Sorbic acid-amine function interactions. Food Addit. Contam. 1988, 15, 487-493.
11. Khandelwal, G. D.; Wedzicha, B. L. Derivatives of sorbic acid-thiol reaction products. Food Chem. 1990, 37, 159-169.
12. Kito, Y.; Namiki, M.; Tsuji, K. A new N-nitropyrrole. 1,4-Dinitro-2-methylpyrrole, formed by the reaction of sorbic acid with sodium nitrite. Tetrahedron 1970, 34, 505-508.
13. Khandelwal, G. D.; Wedzicha, B. L. Nucleophilic reactions of sorbic acid. Food Addit. Contam. 1990, 7, 685-694.
14. Kim, J. H.; Thomas, J. J. Use of 4-(4-nitrobenzyl)pyridine (4-NBP) to test mutagenic potential of slow-reacting epoxides, their corresponding olefins, and other alkylating agents. Bull. Environ. Contam. Toxicol. 1992, 49, 879-885.
15. Shephard, S. E.; Lutz, W. K. Nitrosation of dietary precursors. Cancer Surv. 1989, 8, 401-421.
16. García Santos, M. P.; Calle, E.; Casado, J. Amino acid nitrosation products as alkylating agents. J. Am. Chem. Soc. 2001, 123, 7506-7510.
17. García Santos, M. P.; González Mancebo, S.; Hernández Benito, J.; Calle, E.; Casado, J. Reactivity of amino acids in nitrosation reactions and its relation to the alkylating potential of their products. J. Am. Chem. Soc. 2002, 124, 2177-2182.
18. Pérez Prior, M. T.; Manso, J. A.; García Santos, M. P.; Calle, E.; Casado, J. Reactivity of Lactones and GHB Formation. J. Org. Chem. 2005, 70, 420-426.
19. Manso, J. A.; Pérez Prior, M. T.; García Santos, M. P.; Calle, E.; Casado, J. A Kinetic Approach to the Alkylating Potential of Carcinogenic Lactones. Chem. Res. Toxicol. 2005, 18, 1161-1166.
20. Tindall, G. W. Mobile-Phase Buffers, Part I. The Interpretation of pH in Partially Aqueous Mobile Phases. LCGC North Am. 2002, 20, 1028-1032.
21. Food Safety and Hygiene; Bulletin for the Australian Food Industry, June 2003; p 2.
22. Eklund, T. The antimicrobial effect of dissociated and undissociated sorbic acid at different pH levels. J. Appl. Bacteriol. 1983, 54, 383-389.
23. Connors, K. A. Chemical Kinetics. The Study of Reaction Rates in Solution; VCH: New York, 1990; pp 208, 246.
24. Lawley, P. D. In Chemical Carcinogens, 2nd ed.; Searle, C. E., Ed.; ACS Monograph 182; American Chemical Society: Washington, DC, 1984; Vol. 1, Chapter 7.
25. IARC. Reevaluation of Some Organic Chemicals, Hydrazine and Hydrogen Peroxide; IARC Monograph 71; IARC: Lyon, France, 1999; pp 367, 1103, and 1317.