Acrylamide and pyrazine formation in model systems containing asparagine

Koutsidis, Georgios, de la Fuente, Ana, Dimitriou, Chrisa, Kakoulli, Antonia, Wedzicha, Bronislaw and Mottram, Donald (2008) Acrylamide and pyrazine formation in model systems containing asparagine. Journal of Agricultural and Food Chemistry, 56 (15). pp. 6105-6112. ISSN 0021-8561

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Official URL: http://dx.doi.org/10.1021/jf703744k

Abstract

The effect of different sugars and glyoxal on the formation of acrylamide in low-moisture starch-based model systems was studied, and kinetic data were obtained. Glucose was more effective than fructose, tagatose, or maltose in acrylamide formation, whereas the importance of glyoxal as a key sugar fragmentation intermediate was confirmed. Glyoxal formation was greater in model systems containing asparagine and glucose rather than fructose. A solid phase microextraction GC-MS method was employed to determine quantitatively the formation of pyrazines in model reaction systems. Substituted pyrazine formation was more evident in model systems containing fructose; however, the unsubstituted homologue, which was the only pyrazine identified in the headspace of glyoxal?asparagine systems, was formed at higher yields when aldoses were used as the reducing sugar. Highly significant correlations were obtained for the relationship between pyrazine and acrylamide formation. The importance of the tautomerization of the asparagine?carbonyl decarbox-ylated Schiff base in the relative yields of pyrazines and acrylamide is discussed.

Item Type: Article
Subjects: B400 Nutrition
Department: Faculties > Health and Life Sciences > Applied Sciences
Depositing User: EPrint Services
Date Deposited: 11 May 2010 12:31
Last Modified: 12 Oct 2019 17:31
URI: http://nrl.northumbria.ac.uk/id/eprint/2149

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