Chemoenzymatic Synthesis of Chito-oligosaccharides with Alternating N-D-Acetylglucosamine and D-Glucosamine
Rianne AG Harmsen, Berit Bjugan Aam, Jogi Madhuprakash, Anne Grethe Hamre, Ethan D Goddard-Borger, Stephen G Withers, Vincent GH Eijsink, Morten Sorlie
Biochemistry | AMER CHEMICAL SOC | Published : 2020
Chito-oligosaccharides (CHOS) are homo- or hetero-oligomers of N-acetylglucosamine (GlcNAc, A) and d-glucosamine (GlcN, D). Production of well-defined CHOS-mixtures, or even pure CHOS, with specific lengths and sugar compositions, is of great interest since these oligosaccharides have interesting bioactivities. While direct chemical synthesis of CHOS is not straightforward, chemo-enzymatic approaches have shown some promise. We have used engineered glycoside hydrolases to catalyze oligomerization of activated DA building blocks through transglycosylation reactions. The building blocks were generated from readily available (GlcNAc)2-para-nitrophenol through deacetylation of the nonreducing en..View full abstract
Awarded by Norwegian Research Council of Norway
This work was supported by Grant Nos. 197388 and 221576 from the Norwegian Research Council of Norway and by funding from the Canadian Institutes for Health Research.