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. 2015 May 14;13(18):5098-101.
doi: 10.1039/c5ob00462d.

Facile chemoenzymatic synthesis of biotinylated heparosan hexasaccharide

Affiliations

Facile chemoenzymatic synthesis of biotinylated heparosan hexasaccharide

Baolin Wu et al. Org Biomol Chem. .

Abstract

A biotinylated heparosan hexasaccharide was synthesized using a one-pot multi-enzyme strategy, in situ activation and transfer of N-trifluoroacetylglucosamine (GlcNTFA) to a heparin backbone significantly improved the synthetic efficiency. The biotinylated hexasaccharide could serve as a flexible core to diversify its conversion into heparan sulfate isoforms with potential biological applications and therapeutics.

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Figures

Figure 1
Figure 1
Fondaparinux (Arixtra®) and its analogues
Scheme 1
Scheme 1
Synthesis of GlcA-biotin conjugate 5
Scheme 2
Scheme 2
Sequential one-pot multi-enzyme synthesis of biotinylated heparosan hexasaccharide 10

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