Effective one-pot multienzyme (OPME) synthesis of monotreme milk oligosaccharides and other sialosides containing 4-O-acetyl sialic acid. Issue 36 (22nd August 2016)

• Record Type: Journal Article
• Authors: Yu, Hai; Zeng, Jie; Li, Yanhong; Thon, Vireak; Shi, Baojun; Chen, Xi
• Is Part Of: Organic & biomolecular chemistry. Volume 14:Issue 36(2016)
• Page Start: 8586
• Page End: 8597
• Publication Date: 2016-08-22
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/c6ob01706a
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : Chemoenzymatic synthesis: Monotreme milk glycans and other sialosides containing a 4- O -acetyl-sialic acid were synthesized in a gram or preparative scales using a one-pot two-enzyme sialylation system containing bacterial CMP-sialic acid synthetase and sialyltransferase PmST3. Abstract : A facile one-pot two-enzyme chemoenzymatic approach has been established for the gram (Neu4, 5Ac2 α3Lac, 1.33 g) and preparative scale (Neu4, 5Ac2 α3LNnT) 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, 5Ac2 α3Galβ p NP was found to be a suitable substrate by human influenza A viruses but not bacterial sialidases.