Home

About

Advanced Search

Browse by Discipline

Scientific Societies

E-print Alerts

Add E-prints

E-print Network
FAQHELPSITE MAPCONTACT US


  Advanced Search  

 
A Unique Chemoenzymatic Synthesis of r-Galactosyl Epitope Derivatives Containing Free Amino Groups: Efficient Separation
 

Summary: A Unique Chemoenzymatic Synthesis of r-Galactosyl Epitope
Derivatives Containing Free Amino Groups: Efficient Separation
and Further Manipulation
Jianwen Fang, Xi Chen, Wei Zhang, Jianqiang Wang, Peter R. Andreana, and
Peng George Wang*
Department of Chemistry, Wayne State University, Detroit, Michigan 48202
Received January 28, 1999
A novel chemoenzymatic approach for the synthesis of oligosacchrides containing free amino groups
has been developed in which thermophilic glycosidases and a fusion enzyme containing catalytic
domains of uridine-5-diphospho-galactose 4-epimerase and R(1f3) galactosyltransferase were used.
This methodology, in conjunction with a convenient purification procedure employing ion exchange
chromatography, facilitates the lengthy and high-cost process of carbohydrate synthesis. The
prepared oligosaccharides range from disaccharide lactosamine (1a), trisaccharide R-Gal-(1f3)- -
Gal-(1f4)-GlcNH2 (2), tetrasaccharide -Gal-(1f4)- -GlcNH2-(1f3)- -Gal-(1f4)- -Glc-N3 (7), to
pentasaccharide R-Gal-(1f3)- -Gal-(1f4)- -GlcNH2-(1f3)- -Gal-(1f4)- -Glc-N3 (15). Compounds
2 and 15 are derivatives of natural R-Gal epitopes. Both of them have shown comparable activities
with their natural parent compounds toward human anti-Gal IgG. This method provides a practical
approach for the preparation and purification of oligosaccharides containing free amino groups,
which can be further derivatized for the enhancement of biological activities.
Introduction

  

Source: Andreana, Peter R. - Department of Chemistry, Wayne State University
Chen, Xi - Department of Chemistry, University of California, Davis

 

Collections: Chemistry