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Linker, loading, and reaction scale influence automated glycan assembly.
Marlene C S Dal Colle1,2, Manuel G Ricardo1, Nives Hribernik1
1Department of Biomolecular Systems, Max Planck Institute of Colloids and Interfaces, Am Mühlenberg 1, 14476 Potsdam, Germany.
Beilstein Journal of Organic Chemistry
|July 13, 2023
Summary
Automated glycan assembly (AGA) yields are significantly impacted by the solid support linker chemistry, not reaction scale. Cleavage and purification are key factors determining success in automated synthesis of complex carbohydrates.
Area of Science:
- Carbohydrate Chemistry
- Synthetic Chemistry
- Biotechnology
Background:
- Automated glycan assembly (AGA) enables rapid synthesis of complex carbohydrates.
- Understanding solid-support parameters is crucial for optimizing AGA efficiency.
Purpose of the Study:
- To systematically investigate the impact of solid-support parameters on AGA outcomes.
- To identify critical factors influencing glycan yield and purity in AGA.
Main Methods:
- Systematic analysis of solid-support parameters (linker type, loading, scale) in AGA.
- Synthesis of three distinct glycan sequences using AGA.
- Evaluation of isolated glycan yields and purification efficiency.
Main Results:
- Solid-support linker chemistry significantly altered isolated glycan yields.
- Loading and reaction scale showed minimal impact on AGA outcomes.
- Cleavage from the solid support and post-AGA purification were identified as major determinants of yield.
Conclusions:
- Solid-support linker selection is critical for successful automated glycan assembly.
- Optimizing cleavage and purification protocols is essential for maximizing glycan yields in AGA.
- AGA methodology can be refined by focusing on solid-support interface and downstream processing.
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