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Towards the biotechnological isomerization of branched sugars: d-tagatose-3-epimerase equilibrates both enantiomers of 4-C-methyl-ribulose with both enantiomers of 4-C-methyl-xylulose
Authors:Devendar Rao  Pushpakiran Gullapalli  Goro Takata  Sarah F Jenkinson  Raymond A Dwek  Ken Izumori
Institution:a Rare Sugar Research Center, Faculty of Agriculture, Kagawa University, 2393 Ikenobe, Mik-choi, Kita-gun, Kagawa 761-0795, Japan
b Chemistry Research Laboratory, Department of Chemistry, University of Oxford, Mansfield Road OX1 3TA, UK
c Glycobiology Institute, Department of Biochemistry, Oxford University, South Parks Road, Oxford OX1 3QU, UK
Abstract:Microbial oxidation of 2-C-methyl-d-ribitol and 2-C-methyl-d-arabinitol by Gluconobacter thailandicus NBRC 3254 produces 4-C-methyl-l-ribulose and 4-C-methyl-d-ribulose, respectively. Further, 4-C-methyl-l-ribulose and 4-C-methyl-d-ribulose were equilibrated by d-tagatose-3-epimerase (DTE) with 4-C-methyl-l-xylulose and 4-C-methyl-d-xylulose, respectively. These transformations demonstrate that polyol dehydrogenase and DTE act on branched synthetic sugars. The green preparation of all of the stereoisomers of 4-C-methyl pentuloses illustrates the ability of biotechnology to generate novel branched monosaccharides.
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