Regioselective synthesis of feruloylated glycosides using the feruloyl esterases expressed in selected commercial multi-enzymatic preparations as biocatalysts

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Twenty multi-enzymatic preparations were evaluated for their levels of feruloyl esterase activity and their substrate specificity using methyl ferulate and isolated feruloylated non-digestible oligosaccharides from sugar-beet pulp and wheat bran as substrates. The efficiency of feruloyl esterases expressed in the six best multi-enzymatic preparations from Bacillus spp. (Ceremix), Humicola insolens (Depol 740), Aspergillus oryzae (Flavourzyme), Bacillus amyloliquefaciens (Multifect P 3000), Bacillus subtilis (RP-1) and Trichoderma reesei (Depol 670) for the synthesis of feruloylated glycosides was investigated using a surfactant-less organic microemulsion system as reaction medium. Using n-hexane, 1-butanol and MES (3-(N-morpholino)ethanesulfonic acid)–NaOH buffer reaction mixture (51:46:3 v/v/v), feruloyl esterases expressed in Multifect P 3000 resulted in the highest bioconversion yield of feruloylated arabinose (37%), whereas those present in Depol 670 led to the highest bioconversion yield of feruloylated galactose (61%). The highest bioconversion yield of feruloylated xylose (37%) was obtained using the feruloyl esterase of Depol 670 as biocatalyst in n-hexane, 2-butanone and MES–NaOH buffer reaction mixture (51:46:3 v/v/v). Feruloylated arabinose, galactose and xylose demonstrated potential antioxidant properties as indicated by their profound radical scavenging activity. The chemical structure of the feruloylated glycosides was confirmed by APCI-MS.

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