Semi-synthesis of chondroitin sulfate-E from chondroitin sulfate-A

Authors
Cai, Chao
Solakyildirim, Kemal
Yang, Bo
Beaudet, Julie M.
Weyers, Amanda
Linhardt, Robert J.
Zhang, Fuming
ORCID
https://orcid.org/0000-0003-2219-5833
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Issue Date
2012-01-04
Keywords
Biology , Chemistry and chemical biology , Chemical and biological engineering , Biomedical engineering
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Full Citation
Semi-synthesis of chondroitin sulfate-E from chondroitin sulfate-A, C. Cai, K. Solakyildirim, B. Yang, J. M. Beaudet, A. Weyers, R. J. Linhardt, F. Zhang, Carbohydrate Polymers, 87, 822-829, 2012.
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, 1H NMR, 13C 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.
Description
Carbohydrate Polymers, 87, 822-829
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Department
The Linhardt Research Labs.
The Shirley Ann Jackson, Ph.D. Center for Biotechnology and Interdisciplinary Studies (CBIS)
Publisher
Elsevier
Relationships
The Linhardt Research Labs Online Collection
Rensselaer Polytechnic Institute, Troy, NY
Carbohydrate Polymers
https://harc.rpi.edu/
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A full text version is available in DSpace@RPI