Preparation and Biological Activity of N-Sulfated Chondroitin and Dermatan Sulfate Derivatives

Nadkarni, V.D.
Toida, T.
VanGorp, C.L.
Schubert, R.L.
Weiler, J.M.
Hansen, K.P.
Caldwell, E.E.O.
Linhardt, Robert J.
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Biology , Chemistry and chemical biology , Chemical and biological engineering , Biomedical engineering
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Preparation and Biological Activity of N-Sulfated Chondroitin and Dermatan Sulfate Derivatives, V. D. Nadkarni, T. Toida, C.L. VanGorp, R.L. Schubert, J.M. Weiler, K.P. Hansen, E. E. O. Caldwell, R.J. Linhardt, Carbohydrate Research, 290, 87-96, 1996.
Chondroitin and dermatan sulfates are families of structurally complex, sulfated, linear polysaccharides called glycosaminoglycans (GAGs) with alternating uronic acid and N-acetylated D-galactosamine residues [ 1] (Scheme 1). Chondroitin sulfate A (1A) consists of unsulfated D-glucuronic acid 1--* 3 linked to N-acetylated, 4-sulfated D-galactosamine, which in turn is attached to the next D-glucuronic acid residue by a 1 ~ 4 linkage. Chondroitin sulfate C (1B) has a 6-sulfate group on the N-acetylated D-galactosamine in place of the 4-sulfate found in chondroitin sulfate A. Dermatan sulfate, also called chondroitin sulfate B (2), is similar to chondroitin sulfate A but instead of D-glucuronic acid it consists mainly of L-iduronic acid. Both dermatan and chondroitin sulfates contain, on the average, one sulfate group per disaccharide unit.
Carbohydrate Research, 290, 87-96
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