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Hierarchical and Programmable One-Pot Oligosaccharide Synthesis
Published on: September 6, 2019
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Automated Synthesis of Algal Fucoidan Oligosaccharides
Conor J Crawford1, Mikkel Schultz-Johansen2,3, Phuong Luong1,4
1Max Planck Institute for Colloids and Interfaces, Am Mühlenberg 1, 14476 Potsdam, Germany.
Journal of the American Chemical Society
|June 25, 2024
Summary
Automated synthesis of fucoidan oligosaccharides enables detailed studies of their bioactivities. This advancement aids research into marine carbon sequestration and fucoidan
Area of Science:
- Marine biology
- Carbohydrate chemistry
- Biochemistry
Background:
- Fucoidan, a sulfated polysaccharide from algae, is crucial for marine carbon sequestration and has diverse bioactivities.
- The structural complexity of fucoidan limits detailed structure-function relationship studies.
- Well-defined fucoidan oligosaccharides are needed for precise molecular investigations.
Purpose of the Study:
- To develop an automated method for synthesizing well-defined fucoidan oligosaccharides.
- To utilize these synthesized oligosaccharides for characterizing fucoidan-acting enzymes and antibodies.
- To investigate the structural basis of fucoidan bioactivity and its role in marine ecosystems.
Main Methods:
- Automated synthesis of linear and branched α-fucan oligosaccharides with defined linkages and sulfation patterns.
- Characterization of fucoidan glycoside hydrolases (GH107) using synthesized oligosaccharides.
- Development of a fucoidan microarray for antibody specificity screening.
- Nuclear Magnetic Resonance (NMR) studies using synthesized oligosaccharides as standards.
Main Results:
- Successfully synthesized complex fucoidan oligosaccharides with up to 20 glycosidic linkages and 11 sulfate monoesters.
- Characterized two endo-acting GH107 enzymes and confirmed algal fucoidan structures using synthesized standards.
- Developed a fucoidan microarray that revealed specificities of monoclonal antibodies (mAbs), including cross-reactivity of mAb BAM4 and epitope specificity of mAb BAM2.
- Identified fucoidan with structural homology to brown algae fucoidan in the marine diatom Thalassiosira weissflogii.
Conclusions:
- Automated glycan assembly provides crucial access to well-defined fucoidan oligosaccharides.
- These synthesized oligosaccharides are essential tools for advancing molecular-level understanding of fucoidan's roles in medicine and carbon sequestration.
- The study provides a foundation for future research into fucoidan structure-function relationships and applications.

