Integration of Chemical and Biological Catalysis: Production of Furylglycolic Acid from Glucose via Cortalcerone

Thomas J. Schwartz, Samuel M. Goodman, Christian Mårup Osmundsen, Esben Taarning, Michael D. Mozuch, Jill Gaskell, Daniel Cullen, Philip J. Kersten, James A. Dumesic

Research output: Contribution to journalJournal articleResearchpeer-review

Abstract

Furylglycolic acid (FA), a pseudoaromatic hydroxy-acid suitable for copolymerization with lactic acid, can be produced from glucose via enzymatically derived cortalcerone using a combination of Bronsted and Lewis acid catalysts. Cortalcerone is first converted to furylglyoxal hydrate (FH) over a Bronsted acid site (HCl or Al-containing beta-zeolite), and FH is subsequently converted to FA over a Lewis acid site (Sn-beta zeolite). Selectivity for conversion of FH to FA is as high as 80% at 12% conversion using tetrahydrofuran (THF) as a solvent at 358 K. Higher conversion of FH leads to FA-catalyzed degradation of FH and subsequent deactivation of the catalyst by the deposition of carbonaceous residues. The deactivated catalyst can be regenerated by calcination. Cortalcerone can be produced from 10% glucose solution using recombinant Escherichia coli strains expressing pyranose 2-oxidase and aldos-2-ulose dehydratase from the wood-decay fungus Phanerochaete chrysosporium BKM-F-1767. This enzymatically derived cortalcerone is converted in one pot to FA in a methanol/water solvent over an Al-containing Sn-beta zeolite possessing both Bronsted and Lewis acid sites, achieving 42% selectivity to FA at 53% cortalcerone conversion.
Original languageEnglish
JournalA C S Catalysis
Volume3
Issue number12
Pages (from-to)2689-2693
Number of pages5
ISSN2155-5435
DOIs
Publication statusPublished - 2013

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