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Microscale synthesis of dextran-based multivalent N-linked oligosaccharide probes
1Department of Biochemistry, Institute of Medical Science, University of Tokyo, 4-6-1 Shirokanedai, Minato-ku, Tokyo, 108-8639, Japan.
Analytical Biochemistry
|December 28, 1999
Summary
We created a simple method to synthesize dextran-based multivalent probes with N-linked oligosaccharides. These probes show enhanced binding affinity, aiding carbohydrate-mediated molecular interaction studies.
Area of Science:
- Carbohydrate Chemistry
- Bioconjugation Chemistry
- Glycobiology
Background:
- Multivalent carbohydrate probes are essential for studying carbohydrate-mediated molecular interactions.
- Existing synthesis methods can be inefficient or require large scales.
Purpose of the Study:
- To develop a convenient and efficient method for synthesizing dextran-based multivalent oligosaccharide probes.
- To demonstrate the enhanced binding affinity of these novel probes.
Main Methods:
- Oligosaccharides were derivatized with succinic dihydrazide and dimethylamine borane.
- Derivatized oligosaccharides were conjugated to periodate-oxidized dextran.
- Conjugates were labeled with fluorescent or biotinylation reagents.
Main Results:
- Successfully synthesized dextran conjugates with 120-140 oligosaccharide chains per dextran molecule.
- Asialofetuin oligosaccharide-dextran conjugate exhibited significantly higher affinity to Ricinus communis agglutinin (RCA-I) compared to the free oligosaccharide or asialofetuin.
- Biotinylated probes allowed sensitive detection of RCA-I binding.
Conclusions:
- The developed method provides an efficient route for synthesizing dextran-based multivalent oligosaccharide probes, even on a small scale.
- These probes offer enhanced binding properties and facilitate sensitive detection in carbohydrate-mediated interaction studies.