Furfural-cysteine model reaction in food grade nonionic oil/water microemulsions for selective flavor formation

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The thermal reaction between cysteine and furfural was investigated at 65 degrees C in five-component food grade oil/water (O/W) microemulsions of R-(+)-limonene/ethanol, EtOH/water/propylene glycol, PG/Tween 60 as apart of a systematic study on the generation of aroma compounds by utilizing structured W/O and O/W fluids. The furfural-cysteine reaction led to the formation of unique aroma compounds such as 2-furfurylthiol (FFT), 2-(2-furanyl)thiazolidine (main reaction product), 2-(2-furanyl)thiazoline, and N-(2-mercaptovinyl)-2-(2-furanyl)thiazolidine. These products were determined and characterized by GC-MS. Enhancement in flavor formation is termed "microemulsion catalysis". The chemical reaction occurs preferably at the interfacial film, and therefore a pseudophase model was assumed to explain the enhanced flavor formation. The product internal composition is dictated by process conditions such as temperature, time, pH, and mainly the nature of the interface. Increasing water/PG ratio leads to a dramatic increase in the initial reaction rate (V(0)). V(0) increased linearly as a function of the aqueous phase content, which could be due to the increase in the interfacial concentration of furfural. Microemulsions offer a new reaction medium to produce selective aroma compounds and to optimize their formation.
Original languageEnglish
JournalJournal of Agricultural and Food Chemistry
Volume50
Issue number10
Pages (from-to)2878-83
Number of pages6
ISSN0021-8561
Publication statusPublished - 8 May 2002
Externally publishedYes

    Research areas

  • Cyclohexenes, Cysteine, Emulsions, Ethanol, Food Technology, Furaldehyde, Gas Chromatography-Mass Spectrometry, Hot Temperature, Hydrogen-Ion Concentration, Odors, Taste, Terpenes

ID: 46403075