Determination of Volatile Organic Selenium Compounds from the

Interpretation of alkyl diselenide and selenosulfenate mass spectra. Juris Meija , Thomas L. Beck , Joseph A. Caruso. Journal of the American Society ...
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J. Agric. Food Chem. 1998, 46, 2541−2545

2541

Determination of Volatile Organic Selenium Compounds from the Maillard Reaction in a Selenomethionine-Glucose Model System Judy H. Tsai, Richard D. Hiserodt, Chi-Tang Ho, Thomas G. Hartman, and Robert T. Rosen* Center For Advanced Food Technology and Food Science Department, Cook College, College Farm and Dudley Road, Rutgers, The State University of New Jersey, New Brunswick, New Jersey 08903

In the past, biomedicine, toxicology, and other related disciplines have made some progress with regard to the detrimental and beneficial effects of selenium in biological systems. Therefore, it is of interest to determine the chemical structure and occurrence of organoselenium compounds generated in food systems via the Maillard reaction. The Maillard reaction involves the reaction of amino acids with reducing sugars and occurs in many food systems during processing under hightemperature conditions and is responsible for the generation of many volatiles. This research describes a model Maillard reaction system between the amino acid selenomethionine and a reducing sugar, glucose, to generate volatile organoselenium compounds. Using gas chromatography and gas chromatography-mass spectrometry, five selenium compounds were tentatively identified and semiquantitative values for concentration obtained. Keywords: Organoselenium; selenomethionine; Maillard reaction; gas chromatography (GC); gas chromatography/mass spectrometry (GC/MS) INTRODUCTION

The metal selenium, the 34th element on the periodic chart, has recently captured the interest of scientists in a gamut of research arenas. For example, the U.S. National Research Council has recommended a daily requirement of 60-120 µg per person. This number was directly extrapolated from numerical selenium levels that are safe and nutritionally adequate for laboratory animals (Food and Nutrition Board, 1976). An additionally recommended supplementation has been recommended for persons living in low-selenium areas (Food and Nutrition Board, 1977). Biomedical research has indicated that selenium may have certain antitumor and anticarcinogenic effects. A 1994 study indicated that diets with high amounts of Brazil nuts, which contain selenomethionine as a source of selenium, resulted in higher inhibition of tumor yield (Ip and Lisk, 1994). High levels of selenium in the diet are, however, toxic. Toxicologists have found that an excess of selenium in the diet of rats has effected biological changes such as a decrease in average kidney weight and an increase in average spleen weight (Palmer et al., 1982). Elemental selenium is found to be more toxic than methylated selenium, and the least toxic form of selenium is selenium containing amino acids (Lo and Sandi, 1980). In 1970, Morris and Levander determined the elemental selenium content of foods representative of the American diet (Morris and Levander, 1970). The selenium content of grain products ranged from 0.025 to 0.66 ppm, most likely because of the variation in selenium content of the soil in which they were grown. Meat samples ranged from 0.1 to 1.9 ppm. Most fruits and vegetables contained