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© Research
Publication : Scientific reports

Computer-aided engineering of a branching sucrase for the glucodiversification of a tetrasaccharide precursor of S. flexneri antigenic oligosaccharides.

Scientific Fields
Diseases
Organisms
Applications
Technique

Published in Scientific reports - 13 Oct 2021

Benkoulouche M, Ben Imeddourene A, Barel LA, Lefebvre D, Fanuel M, Rogniaux H, Ropartz D, Barbe S, Guieysse D, Mulard LA, Remaud-Siméon M, Moulis C, André I,

Link to Pubmed [PMID] – 34645865

Link to DOI – 10.1038/s41598-021-99384-9

Sci Rep 2021 10; 11(1): 20294

Enzyme engineering approaches have allowed to extend the collection of enzymatic tools available for synthetic purposes. However, controlling the regioselectivity of the reaction remains challenging, in particular when dealing with carbohydrates bearing numerous reactive hydroxyl groups as substrates. Here, we used a computer-aided design framework to engineer the active site of a sucrose-active [Formula: see text]-transglucosylase for the 1,2-cis-glucosylation of a lightly protected chemically synthesized tetrasaccharide, a common precursor for the synthesis of serotype-specific S. flexneri O-antigen fragments. By targeting 27 amino acid positions of the acceptor binding subsites of a GH70 branching sucrase, we used a RosettaDesign-based approach to propose 49 mutants containing up to 15 mutations scattered over the active site. Upon experimental evaluation, these mutants were found to produce up to six distinct pentasaccharides, whereas only two were synthesized by the parental enzyme. Interestingly, we showed that by introducing specific mutations in the active site of a same enzyme scaffold, it is possible to control the regiospecificity of the 1,2-cis glucosylation of the tetrasaccharide acceptor and produce a unique diversity of pentasaccharide bricks. This work offers novel opportunities for the development of highly convergent chemo-enzymatic routes toward S. flexneri haptens.

https://pubmed.ncbi.nlm.nih.gov/34645865