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. 2023 Mar 15;21(11):2307-2311.
doi: 10.1039/d3ob00191a.

Regioselective glucosylation of (+)-catechin using a new variant of sucrose phosphorylase from Bifidobacterium adolescentis

Marie Demonceaux  1 , Marine Goux  1 , Johann Hendrickx  1 , Claude Solleux  1 , Frédéric Cadet  2 , Émilie Lormeau  1 , Bernard Offmann  1 , Corinne André-Miral  1
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Regioselective glucosylation of (+)-catechin using a new variant of sucrose phosphorylase from Bifidobacterium adolescentis

Marie Demonceaux et al. Org Biomol Chem. .

Abstract

Mutation Q345F in sucrose phosphorylase from Bifidobacterium adolescentis (BaSP) has shown to allow efficient (+)-catechin glucosylation yielding a regioisomeric mixture: (+)-catechin-3'-O-α-D-glucopyranoside, (+)-catechin-5-O-α-D-glucopyranoside and (+)-catechin-3',5-O-α-D-diglucopyranoside with a ratio of 51 : 25 : 24. Here, we efficiently increased the control of (+)-catechin glucosylation regioselectivity with a new variant Q345F/P134D. The same products were obtained with a ratio of 82 : 9 : 9. Thanks to bioinformatics models, we successfully explained the glucosylation favoured at the OH-3' position due to the mutation P134D.

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