Heparinoids activate a tumor-secreted protease via tethering and V-type allostery

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Authors
Fulcher, Y.G.
Gari, R.R.S.
Frey, N.C.
Zhang, F.
Linhardt, Robert J.
King, G.M.
Van Doren, S.R.
Issue Date
2014
Type
Article
Language
ENG
Keywords
Biology , Chemistry and chemical biology , Chemical and biological engineering , Biomedical engineering
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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 (FBoc) 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 FBoc 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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ACS Chemical Biology, 9, 957−966
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Heparinoids activate a tumor-secreted protease via tethering and V-type allostery, Y. G. Fulcher, R.R.S. Gari, N.C. Frey, F. Zhang, R.J. Linhardt, G.M. King, S.R. Van Doren, ACS Chemical Biology, 9, 957−966, 2014.
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American Chemical Society (ACS)
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