Publication

Synthesis and characterization of sialylated lactose- and lactulose-derived oligosaccharides by Trypanosoma cruzi trans-sialidase

Pham, H., Ten Kate, G. A., Dijkhuizen, L. & van Leeuwen, S. S., 27-Mar-2019, In : Journal of Agricultural and Food Chemistry. 67, 12, p. 3469–3479 11 p.

Research output: Contribution to journalArticleAcademicpeer-review

APA

Pham, H., Ten Kate, G. A., Dijkhuizen, L., & van Leeuwen, S. S. (2019). Synthesis and characterization of sialylated lactose- and lactulose-derived oligosaccharides by Trypanosoma cruzi trans-sialidase. Journal of Agricultural and Food Chemistry, 67(12), 3469–3479. https://doi.org/10.1021/acs.jafc.8b06974

Author

Pham, Hien ; Ten Kate, Geert A ; Dijkhuizen, Lubbert ; van Leeuwen, Sander Sebastiaan. / Synthesis and characterization of sialylated lactose- and lactulose-derived oligosaccharides by Trypanosoma cruzi trans-sialidase. In: Journal of Agricultural and Food Chemistry. 2019 ; Vol. 67, No. 12. pp. 3469–3479.

Harvard

Pham, H, Ten Kate, GA, Dijkhuizen, L & van Leeuwen, SS 2019, 'Synthesis and characterization of sialylated lactose- and lactulose-derived oligosaccharides by Trypanosoma cruzi trans-sialidase', Journal of Agricultural and Food Chemistry, vol. 67, no. 12, pp. 3469–3479. https://doi.org/10.1021/acs.jafc.8b06974

Standard

Synthesis and characterization of sialylated lactose- and lactulose-derived oligosaccharides by Trypanosoma cruzi trans-sialidase. / Pham, Hien; Ten Kate, Geert A; Dijkhuizen, Lubbert; van Leeuwen, Sander Sebastiaan.

In: Journal of Agricultural and Food Chemistry, Vol. 67, No. 12, 27.03.2019, p. 3469–3479.

Research output: Contribution to journalArticleAcademicpeer-review

Vancouver

Pham H, Ten Kate GA, Dijkhuizen L, van Leeuwen SS. Synthesis and characterization of sialylated lactose- and lactulose-derived oligosaccharides by Trypanosoma cruzi trans-sialidase. Journal of Agricultural and Food Chemistry. 2019 Mar 27;67(12):3469–3479. https://doi.org/10.1021/acs.jafc.8b06974


BibTeX

@article{884c6a09e05941eaa677d1f00afd0e4c,
title = "Synthesis and characterization of sialylated lactose- and lactulose-derived oligosaccharides by Trypanosoma cruzi trans-sialidase",
abstract = "Sialylated oligosaccharides contribute 12.6-21.9 {\%} of total free oligosaccharides in human milk (hMOS). These acidic hMOS possess prebiotic properties and display anti-adhesive 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 the non-reducing 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 also sialylated at least five LGOS structures and eleven Vivinal GOS DP3-4 compounds. These newly synthesized sialylated oligosaccharides are interesting as potential hMOS-mimics for applications in biomedical and functional food products.",
keywords = "galactooligosaccharides, lactulose, sialic acid, trans-sialidase, trans-sialylation, Trypanosoma cruzi",
author = "Hien Pham and {Ten Kate}, {Geert A} and Lubbert Dijkhuizen and {van Leeuwen}, {Sander Sebastiaan}",
year = "2019",
month = "3",
day = "27",
doi = "10.1021/acs.jafc.8b06974",
language = "English",
volume = "67",
pages = "3469–3479",
journal = "Journal of Agricultural and Food Chemistry",
issn = "0021-8561",
publisher = "AMER CHEMICAL SOC",
number = "12",

}

RIS

TY - JOUR

T1 - Synthesis and characterization of sialylated lactose- and lactulose-derived oligosaccharides by Trypanosoma cruzi trans-sialidase

AU - Pham, Hien

AU - Ten Kate, Geert A

AU - Dijkhuizen, Lubbert

AU - van Leeuwen, Sander Sebastiaan

PY - 2019/3/27

Y1 - 2019/3/27

N2 - Sialylated oligosaccharides contribute 12.6-21.9 % of total free oligosaccharides in human milk (hMOS). These acidic hMOS possess prebiotic properties and display anti-adhesive 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 the non-reducing 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 also sialylated at least five LGOS structures and eleven Vivinal GOS DP3-4 compounds. These newly synthesized sialylated oligosaccharides are interesting as potential hMOS-mimics for applications in biomedical and functional food products.

AB - Sialylated oligosaccharides contribute 12.6-21.9 % of total free oligosaccharides in human milk (hMOS). These acidic hMOS possess prebiotic properties and display anti-adhesive 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 the non-reducing 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 also sialylated at least five LGOS structures and eleven Vivinal GOS DP3-4 compounds. These newly synthesized sialylated oligosaccharides are interesting as potential hMOS-mimics for applications in biomedical and functional food products.

KW - galactooligosaccharides

KW - lactulose

KW - sialic acid

KW - trans-sialidase

KW - trans-sialylation

KW - Trypanosoma cruzi

U2 - 10.1021/acs.jafc.8b06974

DO - 10.1021/acs.jafc.8b06974

M3 - Article

VL - 67

SP - 3469

EP - 3479

JO - Journal of Agricultural and Food Chemistry

JF - Journal of Agricultural and Food Chemistry

SN - 0021-8561

IS - 12

ER -

ID: 77495933