Fluorous-Assisted Chemoenzymatic Synthesis of Heparan Sulfate Oligosaccharides

نویسندگان

  • Chao Cai
  • Demetria M. Dickinson
  • Lingyun Li
  • Sayaka Masuko
  • Matt Suflita
  • Victor Schultz
  • Shawn D. Nelson
  • Ujjwal Bhaskar
  • Jian Liu
  • Robert J. Linhardt
چکیده

The chemoenzymatic synthesis of heparan sulfate tetrasaccharide (1) and hexasaccharide (2) with a fluorous tag attached at the reducing end is reported. The fluorous tert-butyl dicarbonate ((F)Boc) tag did not interfere with enzymatic recognition for both elongation and specific sulfation, and flash purification was performed by standard fluorous solid-phase extraction (FSPE). Based on an (F)Boc attached disaccharide as acceptor, a series of partial N-sulfated, 6-O-sulfated heparan sulfate oligosaccharides were successfully synthesized employing fluorous techniques.

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عنوان ژورنال:

دوره 16  شماره 

صفحات  -

تاریخ انتشار 2014