jf8b06974_si_001.pdf (275.99 kB)
Download fileSynthesis and Characterization of Sialylated Lactose- and Lactulose-Derived Oligosaccharides by Trypanosoma cruzi Trans-sialidase
journal contribution
posted on 2019-03-06, 00:00 authored by Hien T.
T. Pham, Geert A. ten Kate, Lubbert Dijkhuizen, Sander S. van LeeuwenSialylated
oligosaccharides contribute 12.6–21.9%
of total free oligosaccharides in human milk (hMOS).
These acidic hMOS possess prebiotic properties and
display antiadhesive effects against pathogenic bacteria. Only limited
amounts of sialylated hMOS are currently available.
The aim of our work is to enzymatically synthesize sialylated oligosaccharides
mimicking hMOS functionality. In this study, we tested
mixtures of glucosylated-lactose (GL34), galactosylated-lactulose
(LGOS), and galacto-oligosaccharide (Vivinal GOS) molecules, as trans-sialylation
acceptor substrates. The recombinant trans-sialidase enzyme from Trypanosoma cruzi (TcTS) was used for enzymatic decoration,
transferring (α2→3)-linked sialic acid from donor substrates
to nonreducing terminal β-galactopyranosyl units of these acceptor
substrates. The GL34 F2 2-Glc-Lac compound with an accessible terminal
galactosyl residue was sialylated efficiently (conversion degree of
47.6%). TcTS sialylated at least 5 LGOS structures and 11 Vivinal
GOS DP3–4 compounds. The newly synthesized sialylated oligosaccharides
are interesting as potential hMOS mimics for applications
in biomedical and functional-food products.
History
Usage metrics
Read the peer-reviewed publication
Categories
Keywords
display antiadhesive effectstrans-sialylation acceptor substratesacidic h MOSterminal galactosyl residueGL 34 F 2 2- Glc-Lac compoundsialylated h MOSTcTSnonreducing terminal β- galactopyranosyl unitsh MOS functionalityh MOS mimicsTrypanosoma cruzi Trans-sialidase Sialylated oligosaccharidesDPsialylated oligosaccharidesVivinal5 LGOS structures