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De novo chemoenzymatic synthesis of sialic acid.
MedLine Citation:
PMID:  23128386     Owner:  NLM     Status:  Publisher    
Abstract/OtherAbstract:
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.
Authors:
Pierre Stallforth; Stefan Matthies; Alexander Adibekian; Dennis G Gillingham; Donald Hilvert; Peter H Seeberger
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Publication Detail:
Type:  JOURNAL ARTICLE     Date:  2012-11-5
Journal Detail:
Title:  Chemical communications (Cambridge, England)     Volume:  -     ISSN:  1364-548X     ISO Abbreviation:  Chem. Commun. (Camb.)     Publication Date:  2012 Nov 
Date Detail:
Created Date:  2012-11-6     Completed Date:  -     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  9610838     Medline TA:  Chem Commun (Camb)     Country:  -    
Other Details:
Languages:  ENG     Pagination:  -     Citation Subset:  -    
Affiliation:
Department of Biomolecular Systems, Max-Planck-Institute of Colloids and Interfaces, Am Mühlenberg 1, 14476 Potsdam-Golm, Germany and Freie Universität Berlin, Arnimallee 22, 14195 Berlin, Germany. peter.seeberger@mpikg.mpg.de.
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