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Synthesis of methyl 5-O-trans-feruloyl-α-l-arabinofuranoside and its use as a substrate to assess feruloyl esterase activity by Ronald D. Hatfield; Richard F. Helm; John Ralph is a Biochemistry, Genetics and Molecular Biology article available to read on EtoBox.

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A synthetic scheme was developed for the production of methyl 5-O-trans-feruloyl-alpha-L-arabinofuranoside (FA-Ara) in gram quantities. This molecule accurately models the chemical attachment of ferulic acid to polysaccharides found in cell walls of plants in the Gramineae family. It is therefore a realistic substrate that can be used to monitor feruloyl esterase activity. Ultraviolet spectral analysis indicated that FA-Ara has an absorption maximum distinct from the hydrolytic product, ferulic acid (FA), over a wide range of solution pH values. The log molar extinction coefficient ranges from 4.16 to 4.36 for FA-Ara and 4.16 to 4.33 for FA depending upon the pH of the buffered solution. Consequently a convenient spectrophotometric assay can be utilized to monitor esterase activity. Three different methods were developed for using this model substrate to assess esterase activity, including thin-layer chromatography, a spectrophotometric assay, and the use of high-performance liquid chromatography.

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Author

Ronald D. Hatfield; Richard F. Helm; John Ralph

Publisher

Elsevier Science; Elsevier ; Elsevier Inc.; Elsevier BV (ISSN 0003-2697)

Published

1991

Language

EN

Field

Biochemistry, Genetics and Molecular Biology (Life Sciences)