Synthesis of neoproteoglycans using the transglycosylation reaction as a reverse reaction of endo-glycosidases
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- ENDO Masahiko
- Department of Glycobiochemistry, Hirosaki University Graduate School of Medicine
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- KAKIZAKI Ikuko
- Department of Glycotechnology, Center for Advanced Medical Research, Hirosaki University Graduate School of Medicine
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Abstract
A method for the synthesis of carbohydrate chains (glycosaminoglycans) and their coupling to peptides was investigated using proteoglycans. Glycosidases generally catalyze a hydrolytic reaction, but can also mediate the reverse reaction, which in this case is a transglycosylation. In the transglycosylation reaction of bovine testicular hyaluronidase, which is an endoglycosidase, glycosaminoglycans (hyaluronan and chondroitin sulfates) release disaccharide (uronic acid-N-acetylhexosamine) moieties from non-reducing terminal sites, and then the liberated disaccharides are transferred immediately to the non-reducing termini of other glycosaminoglycan chains. Using such continuous reactions, it is possible to synthesize glycosaminoglycan chains according to a specific design. It then becomes possible to transfer glycosaminoglycan chains synthesized on a peptide to other peptides using the transglycosylation reaction of endo-β-xylosidase acting on the linkage region between a peptide and glycosaminoglycan chains of proteoglycans. We believe this approach will open a new field for the synthesis of homogeneous proteoglycans or their corresponding analogues.<BR><BR>(Communicated by Takao SEKIYA, M.J.A.)
Journal
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- Proceedings of the Japan Academy, Series B
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Proceedings of the Japan Academy, Series B 88 (7), 327-344, 2012
The Japan Academy
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Keywords
Details 詳細情報について
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- CRID
- 1390001204147930240
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- NII Article ID
- 130001924753
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- NII Book ID
- AA00785485
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- COI
- 1:STN:280:DC%2BC38fksFensw%3D%3D
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- ISSN
- 13492896
- 03862208
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- NDL BIB ID
- 023840323
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- PubMed
- 22850725
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- Text Lang
- en
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- Data Source
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- JaLC
- NDL
- Crossref
- PubMed
- CiNii Articles
- KAKEN
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- Abstract License Flag
- Disallowed