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Issue 36, 2016
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Effective one-pot multienzyme (OPME) synthesis of monotreme milk oligosaccharides and other sialosides containing 4-O-acetyl sialic acid

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Abstract

A facile one-pot two-enzyme chemoenzymatic approach has been established for the gram (Neu4,5Ac2α3Lac, 1.33 g) and preparative scale (Neu4,5Ac2α3LNnT) synthesis of monotreme milk oligosaccharides. Other O-acetyl-5-N-acetylneuraminic acid (Neu4,5Ac2)- or 4-O-acetyl-5-N-glycolylneuraminic acid (Neu4Ac5Gc) -containing α2-3-sialosides have also been synthesized in the preparative scale. Used as an effective probe, Neu4,5Ac2α3GalβpNP was found to be a suitable substrate by human influenza A viruses but not bacterial sialidases.

Graphical abstract: Effective one-pot multienzyme (OPME) synthesis of monotreme milk oligosaccharides and other sialosides containing 4-O-acetyl sialic acid

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Article information


Submitted
08 Aug 2016
Accepted
16 Aug 2016
First published
16 Aug 2016

Org. Biomol. Chem., 2016,14, 8586-8597
Article type
Paper
Author version available

Effective one-pot multienzyme (OPME) synthesis of monotreme milk oligosaccharides and other sialosides containing 4-O-acetyl sialic acid

H. Yu, J. Zeng, Y. Li, V. Thon, B. Shi and X. Chen, Org. Biomol. Chem., 2016, 14, 8586
DOI: 10.1039/C6OB01706A

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