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Literature DB >> 15387620

Solid-phase chemoenzymatic synthesis of C-sialosides.

Sultan N Baytas¹, Qun Wang, Nathalie A Karst, Jonathan S Dordick, Robert J Linhardt.

Abstract

The chemoenzymatic regioselective acylation of Neu5Ac followed by SmI2-mediated C-glycosylation on a solid support is described for five C-glycosides. This method should facilitate the construction of combinatorial libraries of inhibitors of neuraminidase activity and hemagglutinin interaction as potential antiviral agents. Copyright 2004 American Chemical Society

Entities: Chemical Gene

Mesh：

Substances：

Year: 2004 PMID： 15387620 PMCID： PMC4135478 DOI： 10.1021/jo0491298

Source DB: PubMed Journal: J Org Chem ISSN： 0022-3263 Impact factor: 4.354

16 in total

Review 1. Synthesis of influenza neuraminidase inhibitors.

Authors: A F Abdel-Magid; C A Maryanoff; S J Mehrman
Journal: Curr Opin Drug Discov Devel Date: 2001-11

Review 2. Combinatorial carbohydrate chemistry.

Authors: Lisa A Marcaurelle; Peter H Seeberger
Journal: Curr Opin Chem Biol Date: 2002-06 Impact factor: 8.822

3. Automated high-throughput synthesis of artificial glycopeptides. Small-molecule probes for chemical glycobiology.

Authors: Prabhat Arya; Angela Barkley; Karla D Randell
Journal: J Comb Chem Date: 2002 May-Jun

Review 4. Applications of combinatorial technologies to drug discovery. 1. Background and peptide combinatorial libraries.

Authors: M A Gallop; R W Barrett; W J Dower; S P Fodor; E M Gordon
Journal: J Med Chem Date: 1994-04-29 Impact factor: 7.446

5. Inhibition of neuraminidase with neuraminic acid C-glycosides.

Authors: Q Wang; M Wolff; T Polat; Y Du; R J Linhardt
Journal: Bioorg Med Chem Lett Date: 2000-05-01 Impact factor: 2.823

6. Solid-phase synthesis of oligosaccharides and on-resin quantitative monitoring using gated decoupling (13)C NMR.

Authors: Takuya Kanemitsu; Chi-Huey Wong; Osamu Kanie
Journal: J Am Chem Soc Date: 2002-04-10 Impact factor: 15.419

7. Reduction of alpha-aryloxy carbonyl compounds with samarium(II) iodide. A new traceless linker for the solid phase synthesis of carbonyl compounds.

Authors: Fiona McKerlie; David J Procter; Graham Wynne
Journal: Chem Commun (Camb) Date: 2002-03-21 Impact factor: 6.222

Review 8. Combinatorial approaches to carbohydrates.

Authors: D Kahne
Journal: Curr Opin Chem Biol Date: 1997-06 Impact factor: 8.822

Review 9. Biological roles of oligosaccharides: all of the theories are correct.

Authors: A Varki
Journal: Glycobiology Date: 1993-04 Impact factor: 4.313

1 in total

Review 1. From polymer to small organic molecules: a tight relationship between radical chemistry and solid-phase organic synthesis.

Authors: Danilo Mirizzi; Maurizio Pulici
Journal: Molecules Date: 2011-04-18 Impact factor: 4.411

1 in total