Fluorous-assisted chemoenzymatic synthesis of heparan sulfate oligosaccharides.

ABSTRACT: 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.

SUBMITTER: Cai C 

PROVIDER: S-EPMC3998769 | biostudies-literature | 2014 Apr

REPOSITORIES: biostudies-literature