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Issue 24, 2018
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Product-oriented chemical surface modification of a levansucrase (SacB) via an ene-type reaction

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Abstract

Carbohydrate processing enzymes are sophisticated tools of living systems that have evolved to execute specific reactions on sugars. Here we present for the first time the site-selective chemical modification of exposed tyrosine residues in SacB, a levansucrase from Bacillus megaterium (Bm-LS) for enzyme engineering purposes via an ene-type reaction. Bm-LS is unable to sustain the synthesis of high molecular weight (HMW) levan (a fructose polymer) due to protein–oligosaccharide dissociation events occurring at an early stage during polymer elongation. We switched the catalyst from levan-like oligosaccharide synthesis to the efficient production of a HMW fructan polymer through the covalent addition of a flexible chemical side-chain that fluctuates over the central binding cavity of the enzyme preventing premature oligosaccharide disengagement.

Graphical abstract: Product-oriented chemical surface modification of a levansucrase (SacB) via an ene-type reaction

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Supplementary files

Article information


Submitted
16 Mar 2018
Accepted
18 May 2018
First published
22 May 2018

This article is Open Access
All publication charges for this article have been paid for by the Royal Society of Chemistry

Chem. Sci., 2018,9, 5312-5321
Article type
Edge Article

Product-oriented chemical surface modification of a levansucrase (SacB) via an ene-type reaction

M. E. Ortiz-Soto, J. Ertl, J. Mut, J. Adelmann, T. A. Le, J. Shan, J. Teßmar, A. Schlosser, B. Engels and J. Seibel, Chem. Sci., 2018, 9, 5312
DOI: 10.1039/C8SC01244J

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