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

Hai Yu, Jie Zeng, Yanhong Li, Vireak Thon, Baojun Shi, Xi Chen

Research output: Contribution to journalArticle

12 Citations (Scopus)

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.

Original languageEnglish (US)
Pages (from-to)8586-8597
Number of pages12
JournalOrganic and Biomolecular Chemistry
Volume14
Issue number36
DOIs
StatePublished - 2016

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milk
Influenza A virus
N-Acetylneuraminic Acid
Oligosaccharides
Viruses
Human Influenza
Milk
influenza
acids
viruses
Substrates
Enzymes
synthesis
enzymes
probes
4-O-acetyl-N-glycolylneuraminic acid
O-acetyl sialic acid
N-glycolylneuraminic acid

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

Effective one-pot multienzyme (OPME) synthesis of monotreme milk oligosaccharides and other sialosides containing 4- : O -acetyl sialic acid. / Yu, Hai; Zeng, Jie; Li, Yanhong; Thon, Vireak; Shi, Baojun; Chen, Xi.

In: Organic and Biomolecular Chemistry, Vol. 14, No. 36, 2016, p. 8586-8597.

Research output: Contribution to journalArticle

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