Kilogram scale chemical synthesis of 2′-fucosyllactose

A scalable synthetic procedure to high quality 2′-fucosyllactose, the most abundant oligosaccharide in human breast milk, has been designed and validated in kilogram scale. The synthetic route has been developed to suit industrial environment and contains only a single chromatographic purification s...

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Bibliographic Details
Published in:Carbohydrate research 2019-04, Vol.476, p.71-77
Main Authors: Agoston, Karoly, Hederos, Markus Jondelius, Bajza, Istvan, Dekany, Gyula
Format: Article
Language:English
Subjects:
Carbohydrates
Chemistry Techniques, Synthetic
Fucosylation
Fucosyllactose
Glycosylation
Human milk oligosaccharides
Oligosaccharide synthesis
Trisaccharides - chemical synthesis
Trisaccharides - chemistry
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Summary:A scalable synthetic procedure to high quality 2′-fucosyllactose, the most abundant oligosaccharide in human breast milk, has been designed and validated in kilogram scale. The synthetic route has been developed to suit industrial environment and contains only a single chromatographic purification step. [Display omitted] •A kilogram scale preparation of 2′-fucosyllactose has been performed.•The developed route involves only one purification step using column chromatography.•At intermediate scale, the synthesis has been conducted omitting column purification.•The product was isolated as an amorphous solid with high purity.
ISSN:0008-6215
1873-426X
DOI:10.1016/j.carres.2019.03.006