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Dehydrotriferulic and Dehydrodiferulic Acid Profiles of Cereal and Pseudocereal Flours

September 2013 Volume 90 Number 5
Pages 507 — 514
Margaret L. Jilek 1 and Mirko Bunzel 1 , 2 , 3

Department of Food Science and Nutrition, University of Minnesota, St. Paul, MN, U.S.A. Department of Food Chemistry and Phytochemistry, Karlsruhe Institute of Technology, Karlsruhe, Germany. Corresponding author. Phone: +49-721-608-4-2936. Fax: +49-721-608-4-7255. E-mail: mirko.bunzel@kit.edu


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Accepted February 27, 2013.
ABSTRACT

Dehydrooligomers of ferulic acid cross-link polysaccharides such as arabinoxylans and pectic polysaccharides in cereal and certain pseudocereal grains, affecting physiological effects of these fiber components and their physicochemical properties during food processing. An HPLC-MS method for the analysis of eight diferulic acids and five triferulic acids in low-lignin samples such as cereal grains and pseudocereals was developed and validated. This method was applied to the analysis of ester-linked diferulates and triferulates in maize, popcorn, wheat, rye, oats, barley, buckwheat, and amaranth, giving a complete profile of this set of diferulates and triferulates in cereals and pseudocereals. Triferulic acid contents of the cereal flours are roughly 1/10 of the diferulic acid contents, ranging between 23 (oats) and 161 (popcorn) μg/g of flour, with lower amounts for the pseudocereal flours (1–3 μg/g of flour). Dominating trimers are either the 5-5/8-O-4- and/or the 8-O-4/8-O-4-regioisomers with lower proportions of 8-8cyclic/8-O-4-, 8-5noncyclic/8-O-4-, and 8-5noncyclic/5-5-triferulic acids. A unique diferulate pattern was found for buckwheat, with more than 90% of the dimers being 8-5-coupled. Amaranth contains an unusually high proportion of 8-8cyclic-diferulate, with 27% of the total dimers, whereas oats and barley show comparably high proportions (23%) of the 8-8tetrahydrofuran diferulate.



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