The complexity of oxidative cross-linking of phenylpropanoids - evidence from an in vitro model system

Functional Plant Biology : FPB
Maciej StobieckiPrzemysław Wojtaszek

Abstract

The development of an in vitro model system to study the process of dimerization of hydroxycinnamic acids is reported. Model compounds ferulic acid (FA) or methyl ferulate were reacted with H2O2 in the presence of horseradish peroxidase (HRP) or peroxidases from Lupinus albus L. apoplastic fluids. Following solid-phase extraction, the reaction products were analysed using gas chromatography-mass spectrometry. Major analytical and biochemical parameters of model reactions were determined and optimized. Six ferulic dimers were identified and quantified. With the use of this model system we found methyl ferulate to be a better substrate for lupin and horseradish peroxidases than FA. Use of various peroxidases did not influence the qualitative composition of reaction products although it affected the rate of substrate utilization and the quantitative output of reactions. Various isoforms of lupin apoplastic peroxidases revealed differentiated specificity towards hydroxycinnamic acids or their methyl esters. The potential of isoflavonoids (major phenolic components in white lupin cell walls) to influence peroxidase-catalysed formation of ferulic dehydrodimers was also tested. Genistein (5,7,4'-trihydroxyisoflavone) and genistin (gen...Continue Reading

Citations

Sep 23, 2016·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Łukasz MarczakWiesława Bylka

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