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Published on: February 20, 2013
Exploiting furan's versatile reactivity in reversible and irreversible orthogonal peptide labeling
Kurt Hoogewijs1, Dieter Buyst, Johan M Winne
1Organic and Biomimetic Chemistry Research Group, Krijgslaan 281, S4, B-9000 Gent, Belgium.
Summary
A new method allows easy and versatile peptide modification using furan-based reactions. This expands options for site-specific labeling and conjugation of peptide probes in chemical biology.
Area of Science:
- Biochemistry
- Organic Chemistry
- Chemical Biology
Background:
- Peptide modification is crucial for developing new therapeutics and research tools.
- Existing methods for site-specific peptide labeling can be limited in scope and versatility.
Purpose of the Study:
- To develop a general, facile, and versatile method for peptide decoration.
- To expand the available methodologies for site-specific labeling and conjugation of peptide probes.
Main Methods:
- Utilizing furan-based cycloaddition reactions for peptide modification.
- Employing electrophilic aromatic substitution reactions in conjunction with furan derivatives.
- Incorporating commercially available furylalanine derivatives into peptide synthesis.
Main Results:
- Demonstrated a facile and versatile approach for peptide decoration.
- Successfully applied furan-based cycloaddition and electrophilic aromatic substitution reactions.
- Expanded the toolbox for creating site-specifically labeled peptide probes.
Conclusions:
- The proposed method offers a significant advancement in peptide modification techniques.
- The commercial availability of furylalanine derivatives enhances the practicality of this approach.
- This work provides researchers with new possibilities for peptide probe development.

