LAUSR

Functionalized rare sugars were synthesized with 2‐, 3‐, and 6‐tosylated glucose derivatives as acceptor substrates by transglucosylation with sucrose and the glucansucrase GTFR from Streptococcus oralis. The 2‐ and 3‐tosylated glucose derivatives yielded the corresponding 1,6‐linked disaccharides (isomaltose analogues), whereas the 6‐tosylated glucose derivatives resulted in 1,3‐linked disaccharides (nigerose analogue) with high regioselectivity in up to 95 % yield. Docking studies provided insight into the binding mode of the acceptors and suggested two different orientations that were responsible for the change in regioselectivity.