Preparation and biological activity of N-sulfonated chondroitin and dermatan sulfate derivatives

✍ Scribed by Varsha D. Nadkarni; Toshihiko Toida; Cornelius L. Van Gorp; Robert L. Schubert; John M. Weiler; Kristen P. Hansen; Elizabeth E.O. Caldwell; Robert J. Linhardt

• Publisher: Elsevier Science
• Year: 1996
• Tongue: English
• Weight: 556 KB
• Volume: 290
• Category: Article
• ISSN: 0008-6215
• DOI: 10.1016/0008-6215(96)00129-2

✦ Synopsis

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. Chondroitin sulfates are localized on cell surfaces and in the extracellular matrix and are important in cell-cell communication [2,3]. They are also involved in the comple-