Native N-glycopeptide thioester synthesis through N→S acyl transfer
2011
Synthesis of N-glycopeptide thioesters
publication
Evidence: moderate
Author Information
Author(s): Premdjee Bhavesh Adams, Anna L. Macmillan, Derek Macmillan
Primary Institution: University College London
Hypothesis
Can N-glycopeptide thioesters be effectively synthesized through N→S acyl transfer?
Conclusion
Thioester formation via N→S acyl transfer is compatible with native N-glycopeptides and can be used for glycoprotein assembly.
Supporting Evidence
- Peptide thioesters are important for protein synthesis.
- The study demonstrated the compatibility of thioester formation with native N-glycopeptides.
- Lowering the reaction pH inhibited NCL, which is beneficial for thioester production.
Takeaway
The study shows a way to make special building blocks for proteins using a new method that helps keep the sugar parts safe.
Methodology
The study involved preparing model N-glycopeptides and testing thioester formation under various conditions.
Limitations
The isolated yield of thioester formation was low (20-40%), and the reaction conditions may not be optimal for all scenarios.
Digital Object Identifier (DOI)
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