Chemo-Enzymatic Synthesis of Antagonists of the Myelin-associated Glycoprotein (MAG)

Authors

  • Gan-Pan Gao
  • Oliver Schwardt
  • Tamara Visekruna
  • Said Rabbani
  • Beat Ernst

DOI:

https://doi.org/10.2533/000942904777678019

Keywords:

Chemo-enzymatic synthesis, Myelin-associated glycoprotein (mag), Ratst3gal iii, Alpha(2 -3)-sialyltransferase

Abstract

Ganglioside GQ1b ? is the most potent antagonist of the Myelin-associated glycoprotein (MAG) identified so far. For the efficient synthesis of the partial structure of GQ1b ? and derivatives thereof, a chemo-enzymatic strategy using the ?(2?3)-sialyltransferase ratST3Gal III (EC 2.4.99.6) was applied. Besides the natural substrates Gal? (1?3)GlcNAc (19) and Gal? (1?4)GlcNAc (20), the disaccharides Gal? (1?3)GalNTCA?-OSE (9), Gal? (1?3)GalNAc?-OSE (11), and Gal? (1?3)Gal?-OSE (14) were also tolerated by the enzyme and were transformed to the target structures in preparative scale.

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Published

2004-04-01