Jump to main content
Jump to site search

Issue 98, 2012
Previous Article Next Article

De novo chemoenzymatic synthesis of sialic acid

Author affiliations

Abstract

A chemoenzymatic synthesis of sialic acid from inexpensive N-acetyl-D-glucosamine is described. In a three-step Wittig–protection–ozonolysis strategy manno-configured aldehydes are obtained. Treatment with oxaloacetate in the presence of macrophomate synthase affords the signature α-keto-γ-hydroxy acid moiety with high diastereoselectivity.

Graphical abstract: De novo chemoenzymatic synthesis of sialic acid

Back to tab navigation

Supplementary files

Publication details

The article was received on 06 Oct 2012, accepted on 24 Oct 2012 and first published on 24 Oct 2012


Article type: Communication
DOI: 10.1039/C2CC37305J
Citation: Chem. Commun., 2012,48, 11987-11989
  •   Request permissions

    De novo chemoenzymatic synthesis of sialic acid

    P. Stallforth, S. Matthies, A. Adibekian, D. G. Gillingham, D. Hilvert and P. H. Seeberger, Chem. Commun., 2012, 48, 11987
    DOI: 10.1039/C2CC37305J

Search articles by author

Spotlight

Advertisements