Sorbic Acid as an Alkylating Agent

  1. del Pilar García-Santos, M.
  2. Pérez-Prior, M. Teresa
  3. Calle, Emilio
  4. Casado, Julio
  5. Manso, José A.
Revista:
Journal of Solution Chemistry

ISSN: 0095-9782 1572-8927

Año de publicación: 2008

Volumen: 37

Número: 4

Páginas: 459-466

Tipo: Artículo

DOI: 10.1007/S10953-008-9251-9 GOOGLE SCHOLAR

Otras publicaciones en: Journal of Solution Chemistry

Referencias bibliográficas

  • Thakur, B.R., Singh, K., Arya, S.S.: Chemistry of sorbates—a basic perspective. Food Rev. Int. 10, 71–91 (1994)
  • Dacosta, Y.: L’acide sorbique et les sorbates. In: CDIUPA, Massy (1994)
  • 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). Rockville, MD (2005)
  • Ferrand, C., Marc, F., Fritsch, P., Cassand, P., de Saint Blanquat, G.: Genotoxicity study of reaction products of sorbic acid. J. Agric. Food Chem. 48, 3605–3610 (2000)
  • Münzer, R., Guigas, C., Renner, H.W.: Reexamination of potassium sorbate and sodium sorbate for possible genotoxic potential. Food Chem. Toxicol. 28, 397–401 (1990)
  • Schlater, J., Würgler, F.E., Kränzlin, R., Maier, P., Hollinger, E., Graf, U.: The potential genotoxicity of sorbates: effects on cell cycle in vitro in V79 cells and somatic mutations in Drosophila. Food Chem. Toxicol. 30, 843–851 (1992)
  • Würgler, F.E., Schlatter, J., Maier, P.: The genotoxicity status of sorbic acid, potassium sorbate and sodium sorbate. Mutat. Res. 283, 107–111 (1992)
  • Wedzicha, B.L., Brook, M.A.: Reaction of sorbic acid with nucleophiles: preliminary studies. Food Chem. 31, 29–40 (1989)
  • Khandelwal, G.D., Wedzicha, B.L.: Nucleophilic reactions of sorbic acid. Food Addit. Contam. 7, 685–694 (1990)
  • Verbiscar, A.J., Campbell, K.N.: Unsaturated six-membered ring lactams. J. Org. Chem. 29, 2472–2474 (1974)
  • Khandelwal, G.D., Wedzicha, B.L.: Derivatives of sorbic acid-thiol reaction products. Food Chem. 37, 159–169 (1990)
  • 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 34, 505–508 (1970)
  • 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. 49, 879–885 (1992)
  • Shephard, S.E., Lutz, W.K.: Nitrosation of dietary precursors. Cancer Surv. 8, 401–421 (1989)
  • García Santos, M.P., Calle, E., Casado, J.: Amino acid nitrosation products as alkylating agents. J. Am. Chem. Soc. 123, 7506–7510 (2001)
  • 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. 124, 2177–2182 (2002)
  • Pérez Prior, M.T., Manso, J.A., García Santos, M.P., Calle, E., Casado, J.: Reactivity of lactones and GHB formation. J. Org. Chem. 70, 420–426 (2005)
  • 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. 18, 1161–1166 (2005)
  • Pérez Prior, M.T., Manso, J.A., García Santos, M.P., Calle, E., Casado, J.: Alkylating potential of potassium sorbate. J. Agric. Food Chem. 53, 10244–10247 (2005)
  • Tindall, G.W.: Mobile-phase buffers, part I: the interpretation of pH in partially aqueous mobile phases. LCGC North Am. 20, 1028–1032 (2002)
  • Eklund, T.: The antimicrobial effect of dissociated and undissociated sorbic acid at different pH levels. J. Appl. Bacteriol. 54, 383–389 (1983)
  • Food Safety & Hygiene, Bulletin for the Australian Food Industry, p. 2 (June 2003)
  • Connors, K.A.: Chemical Kinetics The Study of Reaction Rates in Solution. VCH, New York (1990), pp. 208 and 246
  • Exner, O.: Correlation Analysis of Chemical Data. Plenum, New York (1988), Chap. 3