title: Semi-synthesis of chondroitin sulfate-E from chondroitin sulfate-A.
abstract: Chondroitin sulfate-E (chondroitin-4, 6-disulfate) was prepared from chondroitin sulfate-A (chondroitin-4 - sulfate) by regioselective sulfonation, performed using trimethylamine sulfur trioxide in formamide under argon. The structure of semi-synthetic chondroitin sulfate-E was analyzed by PAGE, (1)H NMR, (13)C NMR, 2D NMR and disaccharide analysis and compared with natural chondroitin sulfate-E. Both semi-synthetic and natural chondroitin sulfate-E were each biotinylated and immobilized on BIAcore SA biochips and their interactions with fibroblast growth factors displayed very similar binding kinetics and binding affinities. The current semi-synthesis offers an economical approach for the preparation of the rare chondroitin sulfate-E from the readily available chondroitin sulfate-A.
authors.affiliation: Department of Chemistry and Chemical Biology, Center for Biotechnology and Interdisciplinary Studies, Rensselaer Polytechnic Institute, Troy, New York 12180, USA.
authors.forename: Chao
authors.initials: C
authors.lastname: Cai
authors.forename: Kemal
authors.initials: K
authors.lastname: Solakyildirim
authors.forename: Bo
authors.initials: B
authors.lastname: Yang
authors.forename: Julie M
authors.initials: JM
authors.lastname: Beaudet
authors.forename: Amanda
authors.initials: A
authors.lastname: Weyer
authors.forename: Robert J
authors.initials: RJ
authors.lastname: Linhardt
authors.forename: Fuming
authors.initials: F
authors.lastname: Zhang