Chemoenzymatic synthesis of heparin oligosaccharides
Authors
Dickinson, Demetria Marie
ORCID
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Other Contributors
Linhardt, Robert J.
Makhatadze, George I.
Colón, Wilfredo
Dinolfo, Peter
Makhatadze, George I.
Colón, Wilfredo
Dinolfo, Peter
Issue Date
2016-05
Keywords
Chemistry
Degree
PhD
Terms of Use
This electronic version is a licensed copy owned by Rensselaer Polytechnic Institute, Troy, NY. Copyright of original work retained by author.
Full Citation
Abstract
Chemoenzymatic synthetic methods can provide efficient synthetic routes to heparin-derived oligosaccharides. By combining techniques from traditional organic synthesis and enzymatic catalysis, synthetic routes can be made shorter and with greater yields. One of these techniques is fluorous separations. Tagging an oligosaccharide with a fluorous group and using fluorous affinity chromatography can make the purifications of enzymatic reactions easy. Another technique is the use of unnatural substrates for enzymatic reaction. Several unnatural glycosylation acceptors have been chemically synthesized, and their use as enzymatic substrates in various conditions is explored. Finally, chemoenzymatic techniques have been applied to a synthetic scheme resulting in the pentasaccharide anticoagulant fondaparinux. Several methods for the purification of di-, tri- and tetrasaccharide enzymatic products have been examined and discussed.
Description
May 2016
School of Science
School of Science
Department
Dept. of Chemistry and Chemical Biology
Publisher
Rensselaer Polytechnic Institute, Troy, NY
Relationships
Rensselaer Theses and Dissertations Online Collection
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