Direct 1H NMR evidence for conversion of β‐ d ‐cellobiose to cellobionolactone by cellobiose dehydrogenase from Phanerochaete chrysosporium
Christopher W. Higham, Duncan J. Gordon-Smith, Christopher E. Dempsey, Paul M. Wood
Abstract
Christopher W. Higham, Duncan J. Gordon-Smith, Christopher E. Dempsey, Paul M. Wood
Abstract
The alpha- and beta-anomers of D-cellobiose were resolved by 1H NMR spectroscopy. Addition of cellobiose dehydrogenase purified from the white-rot P. chrysosporium led to selective conversion of beta-D-cellobiose. The product was identical to cellobionolactone as synthesized from Ca-cellobionate. Overnight incubation of the product led to an altered NMR spectrum, which was also obtained by incubation of cellobionolactone. The new spectrum matched that for Ca-cellobionate. The instability of cellobionolactone explains the detection of cellobionic acid as product in earlier studies.
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The alpha- and beta-anomers of D-cellobiose were resolved by 1H NMR spectroscopy. Addition of cellobiose dehydrogenase purified from the white-rot P. chrysosporium led to selective conversion of beta-D-cellobiose. The product was identical to cellobionolactone as synthesized from Ca-cellobionate. Overnight incubation of the product led to an altered NMR spectrum, which was also obtained by incubation of cellobionolactone. The new spectrum matched that for Ca-cellobionate. The instability of cellobionolactone explains the detection of cellobionic acid as product in earlier studies.
Key concepts: Cellobiose, Phanerochaete, Cellobiose dehydrogenase, Chrysosporium, Chemistry, Nuclear magnetic resonance spectroscopy, Dehydrogenase, Stereochemistry