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Updated: Jun 27, 2025
09:34
Synthesis of Information-bearing Peptoids and their Sequence-directed Dynamic Covalent Self-assembly
Published on: February 6, 2020
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Efficient automated solid-phase synthesis of recognition-encoded melamine oligomers.
Mohit Dhiman1, Rafel Cabot1, Christopher A Hunter1
1Yusuf Hamied Department of Chemistry, University of Cambridge Lensfield Road Cambridge CB2 1EW UK herchelsmith.orgchem@ch.cam.ac.uk.
Chemical Science
|April 26, 2024
Summary
Automated solid-phase synthesis enables efficient production of recognition-encoded melamine oligomers (REMO). This breakthrough facilitates the study of REMO
Area of Science:
- Polymer Chemistry
- Supramolecular Chemistry
Background:
- Recognition-encoded melamine oligomers (REMO) feature a triazine-piperazine backbone.
- Side chains contain phenol or phosphine oxide recognition units.
Purpose of the Study:
- To develop an automated solid-phase synthesis (SPS) method for REMO.
- To achieve high efficiency and control over REMO length and sequence.
Main Methods:
- Automated SPS using a commercial peptide synthesizer.
- Optimization of resin, solvent, and coupling conditions.
- Liquid chromatography-mass spectrometry (LCMS) for side product identification.
Main Results:
- Highly efficient SPS protocols for REMO synthesis.
- Successful synthesis of a 42-mer REMO in 100 mg scale with excellent purity.
- Identification and suppression of major side products.
Conclusions:
- Automated SPS significantly advances REMO production.
- Facilitates exploration of REMO's functional properties like molecular replication and self-assembly.
- Enables creation of high-fidelity, sequence-selective H-bonded duplexes.
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