PMID: 11929297Apr 4, 2002Paper

Degradation of the coffee flavor compound furfuryl mercaptan in model Fenton-type reaction systems

Journal of Agricultural and Food Chemistry
Imre BlankBernard A Goodman

Abstract

The stability of the coffee flavor compound furfuryl mercaptan has been investigated in aqueous solutions under Fenton-type reaction conditions. The impact of hydrogen peroxide, iron, ascorbic acid, and ethylenediaminetetraacetic acid was studied in various combinations of reagents and temperature. Furfuryl mercaptan reacts readily under Fenton-type reaction conditions, leading to up to 90% degradation within 1 h at 37 degrees C. The losses were lower when one or more of the reagents was omitted or the temperature decreased to 22 degrees C. Volatile reaction products identified were mainly dimers of furfuryl mercaptan, difurfuryl disulfide being the major compound. In addition, a large number of nonvolatile compounds was observed with molecular masses in the range of 92-510 Da. The formation of hydroxyl and carbon-centered radicals was indicated by electron paramagnetic resonance spectra using alpha-(4-pyridyl-1-oxide)-N-tert-butylnitrone or 5-(diethoxyphosphoryl)-5-methyl-1-pyrroline-N-oxide as spin traps. Whereas *OH was generated by Fenton-type reactions, the C-centered radical is probably a secondary product of the reaction of *OH with various organic molecules, the reaction with furfuryl mercaptan appearing to be the most ...Continue Reading

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Citations

Aug 9, 2011·Journal of Agricultural and Food Chemistry·Maria Nikolantonaki, Philippe Darriet
Jan 8, 2013·Journal of Agricultural and Food Chemistry·Gal Y KreitmanRyan J Elias
Mar 24, 2009·Free Radical Research·Katharina F PirkerBernard A Goodman
Jul 15, 2015·Applied and Environmental Microbiology·Michael Joe VaughanBrian B McSpadden Gardener
Mar 23, 2006·Free Radical Research·Katharina F PirkerBernard A Goodman
Mar 17, 2007·Critical Reviews in Food Science and Nutrition·Meenakshi Arya, L Jagan Mohan Rao
Sep 14, 2012·Journal of Mass Spectrometry : JMS·P PicconeP Pittia
Mar 29, 2019·Angewandte Chemie·Michael Hellwig
Aug 23, 2019·Journal of the Science of Food and Agriculture·Wenjun WangYun Yin
Apr 14, 2017·Beilstein Journal of Organic Chemistry·Flavio FanelliRenzo Luisi
Jun 1, 2015·Journal of Food and Drug Analysis·Monthana WeerawatanakornChi-Tang Ho
Nov 11, 2011·Journal of Receptor and Signal Transduction Research·Júlia LángLászló Kohidai
Sep 1, 2018·Comprehensive Reviews in Food Science and Food Safety·Ahsan HameedHafiz Ansar Rasul Suleria
May 27, 2008·Journal of Agricultural and Food Chemistry·Ulrich KringsRalf G Berger
Oct 12, 2007·Journal of Agricultural and Food Chemistry·Segolene LeclercqChristian Milo
Dec 8, 2021·Journal of Agricultural and Food Chemistry·Michael GiglOliver Frank

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