1996 Fiscal Year Final Research Report Summary
Synthesis and Function of Modified Oligosaccharides
| Project/Area Number |
06453212
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| Research Category |
Grant-in-Aid for Scientific Research (B)
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| Allocation Type | Single-year Grants |
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| Section | 一般 |
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| Research Field |
Bioorganic chemistry
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| Research Institution | Tokyo Institute of Technology |
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Principal Investigator |
HASHIMOTO Hironobu Tokyo Institute of Technology, Faculty of Bioscience and Biotechnology Professor, 生命理工学部, 教授 (10016131)
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| Co-Investigator(Kenkyū-buntansha) |
YUASA Hideya Tokyo Institute of Technology, Faculty of Bioscience and Biotechnology Assistant, 生命理工学部, 助手 (90261156)
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| Project Period (FY) |
1994 – 1996
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| Keywords | 5-Thioaldose / Fucosidase / Inhibitor / Fucosyltransferase / Sialyltransferase / Pseudooligosaccharide / Galactosyltransferase / Glycosyltransferase |
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| Research Abstract |
In order to elucidate the reaction machanisms of glucosidases and glycosyltransferases, various oligosaccharide mimics were synthesized and their biochemical behaviors were examined. Di-and trisaccharides having 5-thio-L-fucose residue at the non-reducing end were synthesized and the former analogs were proved to be effective as a linkage-specific inhibitor against alpha-L-fucosidase, while one (H type 2) of the latter analogs showed different behaviors from the natural trisaccharide toward the lectin and antibody. Further, synthetic routes of disaccharides having azasugar at the non-reducing end through amidine linkage were developed. Various glycosyl donor analogs of glycosyltransferases were synthesized. Among them, UDP-5-thio-GalNAc, GDP-5-thio-L-Fuc, and sialyl phosphonate analog of CMP-NeuNAc were found to be active as glycosyl donors, for beta-1,4-galactosyltransferase, alpha-L-fucosyltransferase, and alpha-sialytransferase, respectively.
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