Enzymatic synthesis of a novel trehalose derivative, 3,3′-diketotrehalose, and its potential application as the trehalase enzyme inhibitor

Add time:08/02/2019    Source:sciencedirect.com

We reported the preparation of a novel trehalose derivative based on enzymatic oxidation of trehalose by water-soluble glucose-3-dehydrogenase (G3DH) from marine bacterium Halomonas sp. α-15 cells. The product of G3DH enzymatic conversion was 3,3′-diketotrehalose (3,3′dkT), a novel trehalose derivative of which both third hydroxy groups of glucopyranosides were oxidized. 3,3′dkT was revealed to show an inhibitory effect toward pig-kidney and Bombyx mori trehalases. The IC50 values of 3,3′dkT were 0.8 and 2.5 mM and Ki values were 0.2 and 0.6 mM for pig-kidney and for B. mori trehalases, respectively. In addition, 3,3′dkT did not show any inhibitory effect on both maltase and mannosidase activities. Therefore, 3,3′dkT was a specific inhibitor of trehalases.

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