Chemoenzymatic Synthesis of HMO Glycoepitopes and Substrate Specificity of Diverse Fucosyltransferases

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Chemoenzymatic Synthesis of HMO Glycoepitopes and Substrate Specificity of Diverse Fucosyltransferases

Kun Yuan 1 , Anthony Prudden 1 , Geert-Jan Boons 1

1 University Of Georgia, Athens, United States

Human milk oligosaccharides (HMOs) are the third largest component of breastmilk and constitute a heterogeneous mixture of structures[1]. Most structures contain lactose extended in β1,3 manner to either Type 1 LacNAc or Type 2 LacNAc disaccharide affording Lacto-N-tetraose (LNT) or Lacto-N-neotetraose (LNnT), respectively[2]. The resulting tetrasaccharides can be further modified by sialic acid and / or fucose to provide compounds with significant structural diversity bearing different glyco-epitopes. With growing interest in HMOs, we have examined which human fucosyl transferases (FUT3, FUT4, FUT5, FUT6, FUT9) can modify LNT, monosialyl LNT (MSLNT), and disialyl LNT (DSLNT). The results of this study pave the way for future large-scale synthesis of fucosylated HMOs for biological investigations.

Bode L. Human milk oligosaccharides: every baby needs a sugar mama. Glycobiology. 2012;22(9):1147-62.

Prudden AR, Liu L, Capicciotti CJ, Wolfert MA, Wang S, Gao Z, et al. Synthesis of asymmetrical multiantennary human milk oligosaccharides. Proceedings of the National Academy of Sciences. 2017;114(27):6954-9.

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