期刊
GLYCOCONJUGATE JOURNAL
卷 27, 期 1, 页码 189-198出版社
SPRINGER
DOI: 10.1007/s10719-009-9252-y
关键词
Chondroitin sulfate; Click chemistry; Glycosaminoglycan; Neo-proteoglycan; Proteoglycan
资金
- Japan Society for the Promotion of Science [21710230]
- Found for the Promotion of International Scientific Research
- Found for Cooperation for Innovative Technology and Advanced Research in Evolution Area (CITY AREA)
Proteoglycans consist of a protein core, with one or more glycosaminoglycan chains (i.e., chondroitin sulfate, dermatan sulfate and heparin sulfate) bound covalently to it. The glycosaminoglycan chains account for many of the functions and properties of proteoglycans. The development of proteoglycan glycotechnology to exploit the functionality of glycosaminoglycan chains is an extremely important aspect of glycobiology. Here we describe an efficient and widely applicable method for chemoenzymatic synthesis of conjugate compounds comprising intact long chondroitin sulfate (ChS) chains. An alkyne containing ChS was prepared by an enzymatic transfer reaction and linked with a chemically synthesized core compound containing an azido group using click chemistry. This method enabled highly efficient introduction of ChS into target materials. Furthermore, the ChS-introduced compounds had marked stability against proteolysis, and the chemically linked ChS chain contributed to the stability of these core compounds. We believe the present method will contribute to the development of proteoglycan glycobiology and technology.
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