title: Formation and distribution of 2,4-dihydroxy-2,5-dimethyl-3(2H)-thiophenone, a pigment, an aroma and a biologically active compound formed by the Maillard reaction, in foods and beverages.
abstract: We recently identified 2,4-dihydroxy-2,5-dimethyl-3(2H)-thiophenone (DHDMT) from soy sauce as a low-molecular-weight pigment formed by the Maillard reaction. DHDMT has also been reported as an aroma compound in a model system and a biologically active compound of heated garlic. To utilize these functions efficiently, we here examined how DHDMT was formed during fermentation of soy sauce and in model systems. Although DHDMT was formed from cysteine and glucose, it was formed more from cystine and fructose in the model system. We also showed that this compound exists in various kinds of soy sauce and miso as well as in some brown foods and beverages such as roasted bread and beer.
authors.affiliation: Department of Nutrition and Food Science, Ochanomizu University, 2-1-1 Otsuka, Bunkyo-ku, Tokyo, +112-8610 Japan.
authors.forename: Rina
authors.initials: R
authors.lastname: Furusawa
authors.forename: Chiaki
authors.initials: C
authors.lastname: Goto
authors.forename: Miki
authors.initials: M
authors.lastname: Satoh
authors.forename: Yuri
authors.initials: Y
authors.lastname: Nomi
authors.forename: Masatsune
authors.initials: M
authors.lastname: Murata
mesh_terms: D001236:Aspergillus oryzae / Q000378:metabolism; D001628:Beverages / Q000032:analysis*; D003296:Cooking; D003545:Cysteine / Q000737:chemistry / Q000378:metabolism; D005285:Fermentation; D005421:Flavoring Agents / Q000737:chemistry* / Q000378:metabolism; D005504:Food Analysis; D005632:Fructose / Q000737:chemistry / Q000378:metabolism; D006358:Hot Temperature; D015416:Maillard Reaction; D015394:Molecular Structure; D010860:Pigments, Biological / Q000737:chemistry / Q000378:metabolism; D045730:Soy Foods / Q000032:analysis* / Q000382:microbiology; D013025:Glycine max / Q000737:chemistry* / Q000378:metabolism / Q000382:microbiology; D013876:Thiophenes / Q000737:chemistry* / Q000378:metabolism; D014908:Triticum / Q000737:chemistry / Q000378:metabolism / Q000382:microbiology
chemical_list: D005421:Flavoring Agents; D010860:Pigments, Biological; D013876:Thiophenes; D005632:Fructose; D003545:Cysteine