Enzyme electrochemical preparation of a 3-keto derivative of 1,5-anhydro-D-glucitol using glucose-3-dehydrogenase.
A novel enzymatic organic synthesis was reported, utilizing glucose-3-dehydrogenase (G3DH) and its regeneration via electrochemical methods. We combined the water-soluble G3DH prepared from a marine bacterium, Halomonas sp. alpha-15, and electron mediator with the electrode system in order to regenerate the enzyme. Using this system, the conversion of 1,5-anhydro-D-glucitol (1,5AG), a diabetes marker in human blood, was investigated. The final yield of the product, 3-keto anhydroglucitol (3-ketoAG), which was identified by 13C nuclear magnetic resonance, was 82% based on the initial amount of 1,5AG. The electrochemical yield of the reaction proceeded almost stoichiometrically. The electrochemical conversion rate of 1,5AG was 1.24 mmol/(L.h), and the electrochemical yield of 1,5AG consumption was 80%, whereas that for 3-ketoAG was 60%.
Sode
K
K
Department of Biotechnology, Tokyo University of Agriculture and Technology, Japan. sode@cc.tuat.ac.jp
Sugiura
H
H
Tsugawa
W
W
Watazu
Y
Y
Hamafuji
T
T
D015415:Biomarkers / Q000097:blood; D003847:Deoxyglucose / Q000097:blood; D003920:Diabetes Mellitus / Q000097:blood / Q000175:diagnosis; D004563:Electrochemistry / Q000379:methods; D042843:Glucose 1-Dehydrogenase; D005948:Glucose Dehydrogenases / Q000302:isolation & purification / Q000378:metabolism; D020632:Halomonas / Q000201:enzymology; D006801:Humans; D015394:Molecular Structure; D012623:Seawater / Q000382:microbiology; D013012:Sorbitol / Q000031:analogs & derivatives / Q000138:chemical synthesis* / Q000737:chemistry
D015415:Biomarkers; D013012:Sorbitol; C006584:1,5-anhydroglucitol; D003847:Deoxyglucose; D005948:Glucose Dehydrogenases; D042843:Glucose 1-Dehydrogenase