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2013 | 63 | 4 |

Tytuł artykułu

5-hydroxymethyl-2-furfural (HMF) – heat-induced formation, occurrence in food and biotransformation - a review

Treść / Zawartość

Warianty tytułu

Języki publikacji

EN

Abstrakty

EN
The chemical structure of 5-hydroxymethyl-2-furfural (HMF), its physicochemical properties and reactions that lead to the synthesis of HMF were discussed. Special attention was paid to HMF formation in food during processing. The potential applications of this compound in industry were described as well. Moreover, this review outlines the most important sources of HMF in human diet and estimates the potential daily intake of HMF by consumers. The known and suggested metabolic pathways, as well as the impact of HMF and its metabolites on human health are also discussed.

Słowa kluczowe

Wydawca

-

Rocznik

Tom

63

Numer

4

Opis fizyczny

p.207-225,fig.,ref.

Twórcy

autor
  • Department of Carbohydrate Technology, University of Agriculture in Krakow, ul. Balicka 122, 30–149 Krakow, Poland
  • Department of Carbohydrate Technology, University of Agriculture in Krakow, ul. Balicka 122, 30–149 Krakow, Poland
  • Department of Fermentation Technology and Technical Microbiology, University
autor
  • Department of Carbohydrate Technology, University of Agriculture in Krakow, ul. Balicka 122, 30–149 Krakow, Poland

Bibliografia

  • 1. Abdulmalik O., Safo M.K., Chen Q., Yang J., Brugnara C., Ohene-Frempong K., Abraham D.J., Asakura T., 5-hydroxymethyl-2-furfural modifies intracellular sickle haemoglobin and inhibits sickling of red blood cells. Br. J. Haematol., 2005, 128, 552–561.
  • 2. Aeschbacher H.U., Chappuis C., Manganel M., Aeschbach R., Investigation of Maillard products in bacterial mutagenicity test systems. Prog. Food Nutr. Sci., 1981, 5, 279–293.
  • 3. Akıllıoglu G., Mogol B.A., Gökmen V., Degradation of 5-hydroxymethylfurfural during yeast fermentation. Food Addit. Contam., 2011, 28, 1629–1635.
  • 4. Aktar Hossain S., Pal P.K., Sarkar P.K., Patil G.R., Sensory characteristics of dudh churpi in relation to its chemical composition. Z. Lebensm. Unters. Forsch., 1999, 208, 178–182.
  • 5. Albala-Hurtado S., Veciana-Nogues M.T., Marine-Font A., Vidal-Carou M.C., Changes in furfural compounds during storage of infant milks. J. Agric. Food Chem., 1998, 46, 2998–3003.
  • 6. Ameur L.A., Mathieu O., Lalanne V., Trystram G., Birlouez- -Aragon I., Comparison of the effects of sucrose and hexose on furfural formation and browning in cookies baked at different temperatures. Food Chem., 2007, 101, 1407–1416.
  • 7. Antal M.J., Mok W.S.L., Richards G.N., Mechanism of formation of 5-(hydroxymethyl)-2-furaldehyde from -fructose and sucrose. Carbohydr. Res., 1990, 199, 91–109.
  • 8. Arribas-Lorenzo G., Morales F.J., Estimation of dietary intake of 5-hydroxymethylfurfural and related substances from coffee to Spanish population. Food Chem. Toxicol., 2010, 48, 644–649.
  • 9. Ashry, E.S.H.E. (Ed.),. Heterocycles from Carbohydrate Precursors, Berlin 2007, Springer Verlag.
  • 10. Bakhiya N., Monien B., Frank H., Seidel A., Glatt H., Renal organic anion transporters OAT1 and OAT3 mediate the cellular accumulation of 5-sulfooxymethylfurfural, a reactive, nephrotoxic metabolite of the Maillard product 5-hydroxymethylfurfural. Biochem. Pharmacol., 2009, 78, 414–419.
  • 11. Bartákova K., Dračková M., Borkovcová I., Vorlova L., Impact of microwave heating on hydroxymethylfurfural content in Czech honeys. Czech J. Food Sci., 2011, 29, 328–336.
  • 12. Belitz H.-D., Grosch W., Schieberle P., Food Chemistry. 2009, 4th ed. Springer, Berlin Heidelberg.
  • 13. Boopathy R., Bokang H., Daniels L., Biotransformation of furfural and 5-hydroxymethyl furfural by enteric bacteria. J. Ind. Microbiol., 1993, 11, 147–150.
  • 14. Brands C.M.J., van Boekel M.A.J.S., Kinetic modelling of reactions in heated disaccharide-casein systems. Food Chem., 2003, 83, 13–26.
  • 15. Brands C.M.J., van Boekel M.A.J.S., Reactions of monosaccharides during heating of sugar−casein systems: Building of a reaction network model. J. Agric. Food Chem., 2001, 49, 4667–4675.
  • 16. Burdurlu H.S., Karadeniz F., Effect of storage on nonenzymatic browning of apple juice concentrates. Food Chem., 2003, 80, 91–97.
  • 17. Cais-Sokolinska D., Pikul J., Dankow R., Measurement of colour parametrs as an index of the hydroxymethylfurfural content in the UHT sterilised milk during its storage. EJPAU, 2004, 7.
  • 18. Capuano E., Ferrigno A., Acampa I., Serpen A., Açar Ö.Ç., Gökmen V., Fogliano V., Effect of flour type on Maillard reaction and acrylamide formation during toasting of bread crisp model systems and mitigation strategies. Food Res. Int., 2009, 42, 1295–1302.
  • 19. Capuano E., Fogliano V., Acrylamide and 5-hydroxymethylfurfural (HMF): A review on metabolism, toxicity, occurrence in food and mitigation strategies. LWT – Food Sci. Technol., 2011, 44, 793–810.
  • 20. Chen L., Huang H., Liu W., Peng N., Huang X., Kinetics of the 5-hydroxymethylfurfural formation reaction in Chinese rice wine. J. Agric. Food Chem., 2010, 58, 3507–3511.
  • 21. Corma A., Iborra S., Velty A., Chemical routes for the transformation of biomass into chemicals. Chem. Rev., 2007, 107, 2411–2502.
  • 22. Council Directive, 2001. Council Directive of 20 December relating to honey 2001/110/EC, Official Journal of the European Communities.
  • 23. del Campo G., Berregi I., Caracena R., Zuriarrain J., Quantitative determination of caffeine, formic acid, trigonelline and 5-(hydroxymethyl)furfural in soluble coffees by 1H NMR spectrometry. Talanta, 2010, 81, 367–371.

Typ dokumentu

Bibliografia

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