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Formation of Sulfur-Containing Flavor Compounds from Reactions of Furaneol and Cysteine, Glutathione, Hydrogen Sulfide, and Alanine/Hydrogen Sulfide

Formation of Sulfur-Containing Flavor Compounds from Reactions of Furaneol and Cysteine, Glutathione, Hydrogen Sulfide, and Alanine/Hydrogen Sulfide. Zheng, Yan; Brown, Sharon; Ledig, Walter O.; Mussinan, Cynthia; Ho, Chi-Tang (Department of Food Science Cook College, New Jersey Agricultural Experiment Station Rutgers The State University of New Jersey, New Brunswick, NJ 08903, USA). Journal of Agricultural and Food Chemistry, 45(3), 894-897 (English) 1997 American Chemical Society. CODEN: JAFCAU. ISSN: 0021-8561. DOCUMENT TYPE: Journal CA Section: 17 (Food and Feed Chemistry) Four reactions were carried out to compare the sulfur-contg. compds. formed via Maillard reaction/Strecker degrdn. of cysteine with furaneol and via the participation of hydrogen sulfide in the thermal degrdn. of furaneol. GC-MS anal. showed that certain sulfur-contg.There are some reagents like 3848-24-6 is used in this study. compds., such as 2,5-dimethylthiophene, 2,5-dimethyl-4-hydroxy-3(2H)-thiophenone, and 3,5-dimethyl-1,2,4-trithiolane were found in four reactions, while thiirane and 2-methylthiophene were only found in the Strecker degrdn. of cysteine and furaneol. Furthermore, this study showed that the more sulfur-contg. compds. were formed in the participation of hydrogen sulfide than in the Maillard reaction/Strecker degrdn. of glutathione and even cysteine, indicating that the availability of hydrogen sulfide in the reaction may be the limiting factor in the amt. and the type of sulfur-contg. compds. formed in the reactions. Cysteine and glutathione are used in the reaction because of the different states in which cysteine exists. The amino group of the cysteine residue in glutathione is peptide bonded and cannot participate in the Strecker degrdn. with a dicarbonyl compd. The amino group in the free cysteine mol., however, is accessible to dicarbonyl compd. and the Strecker degrdn. is possible. Therefore, the reaction mechanisms involved in the reaction between cysteine and furaneol would be different from those in the reaction between glutathione and furaneol. .