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

ABSTRACT: A facile one-pot two-enzyme chemoenzymatic approach has been established for the gram (Neu4,5Ac2?3Lac, 1.33 g) and preparative scale (Neu4,5Ac2?3LNnT) synthesis of monotreme milk oligosaccharides. Other O-acetyl-5-N-acetylneuraminic acid (Neu4,5Ac2)- or 4-O-acetyl-5-N-glycolylneuraminic acid (Neu4Ac5Gc) -containing ?2-3-sialosides have also been synthesized in the preparative scale. Used as an effective probe, Neu4,5Ac2?3Gal?pNP was found to be a suitable substrate by human influenza A viruses but not bacterial sialidases.

SUBMITTER: Yu H

PROVIDER: S-EPMC5036589 | biostudies-literature | 2016 Sep

REPOSITORIES: biostudies-literature

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

Yu Hai H Zeng Jie J Li Yanhong Y Thon Vireak V Shi Baojun B Chen Xi X

Organic & biomolecular chemistry 20160822 36

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 b ...[more]

PMID: 27548611

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