4.8 Article

Regioselective Chemoenzymatic Synthesis of Ganglioside Disialyl Tetrasaccharide Epitopes

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 136, Issue 14, Pages 5205-5208

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ja5000609

Keywords

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Funding

  1. National Basic Research Program of China [2012CB822102]
  2. National High Technology Research and Development Program of China [2012AA021504]
  3. National Natural Science Foundation of China [21172135, 21372145]
  4. NIH [R01HD065122]
  5. Natural Science Foundation of Shandong Province, China [ZR2011CM038]

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A novel chemoenzymatic approach for the synthesis of disialyl tetrasaccharide epitopes found as the terminal oligosaccharides of GD1 alpha, GT1a alpha, and GQ1b alpha is described. It relies on chemical manipulation of enzymatically generated trisaccharides as conformationally constrained acceptors for regioselective enzymatic alpha 2-6-sialylation. This strategy provides a new route for easy access to disialyl tetrasaccharide epitopes and their derivatives.

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