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Enzymatic synthesis of fucose-containing galacto-oligosaccharides using β-galactosidase and identification of novel disaccharide structures.

Authors
  • Usvalampi, Anne1
  • Maaheimo, Hannu2
  • Tossavainen, Olli3
  • Frey, Alexander D4
  • 1 Department of Bioproducts and Biosystems, Aalto University School of Chemical Engineering, P.O.Box 16100, Espoo, Finland. [email protected] , (Finland)
  • 2 Technical Research Center of Finland, P.O.Box 1000, Espoo, Finland. , (Finland)
  • 3 Valio Ltd., P.O.Box 30, Helsinki, Finland. , (Finland)
  • 4 Department of Bioproducts and Biosystems, Aalto University School of Chemical Engineering, P.O.Box 16100, Espoo, Finland. , (Finland)
Type
Published Article
Journal
Glycoconjugate Journal
Publisher
Springer-Verlag
Publication Date
Sep 13, 2017
Identifiers
DOI: 10.1007/s10719-017-9794-3
PMID: 28905280
Source
Medline
Keywords
License
Unknown

Abstract

Fucosylated oligosaccharides have an important role in maintaining a healthy immune system and homeostatic gut microflora. This study employed a commercial β-galactosidase in the production of fucose-containing galacto-oligosaccharides (fGOS) from lactose and fucose. The production was optimized using experiment design and optimal conditions for a batch production in 3-liter scale. The reaction product was analyzed and the produced galactose-fucose disaccharides were purified. The structures of these disaccharides were determined using NMR and it was verified that one major product with the structure Galβ1-3Fuc and two minor products with the structures Galβ1-4Fuc and Galβ1-2Fuc were formed. Additionally, the product composition was defined in more detail using several different analytical methods. It was concluded that the final product contained 42% total monosaccharides, 40% disaccharides and 18% of larger oligosaccharides. 290 μmol of fGOS was produced per gram of reaction mixture and 37% of the added fucose was bound to fGOS. The fraction of fGOS from total oligosaccharides was determined as 44%. This fGOS product could be used as a new putative route to deliver fucose to the intestine.

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