Related Experiment Video
Updated: Oct 16, 2025
11:09
Constructing Thioether/Vinyl Sulfide-tethered Helical Peptides Via Photo-induced Thiol-ene/yne Hydrothiolation
Published on: August 1, 2018
10.9K
Hypervalent Iodine-Mediated Late-Stage Peptide and Protein Functionalization
Emmanuelle M D Allouche1, Elija Grinhagena1, Jerome Waser1
1Laboratory of Catalysis and Organic Synthesis, Institute of Chemical Sciences and Engineering, Ecole Polytechnique Fédérale de Lausanne, EPFL, SB ISIC, LCSO, BCH 1402, 1015, Lausanne, Switzerland.
Angewandte Chemie (International Ed. in English)
|October 21, 2021
Summary
Hypervalent iodine reagents enable novel peptide and protein modifications. These low-toxicity compounds offer versatile group transfer and oxidation for functionalizing biomolecules, including specific amino acids and termini.
Area of Science:
- Organic Chemistry
- Biochemistry
- Chemical Biology
Background:
- Hypervalent iodine compounds are versatile synthetic reagents.
- Their low toxicity and stability in biocompatible media make them suitable for biomolecule modification.
- Previous methods for peptide and protein functionalization have limitations.
Purpose of the Study:
- To review recent advances in peptide and protein modification using hypervalent iodine reagents up to June 2021.
- To highlight the utility of these reagents in biomolecular transformations.
- To discuss methods targeting various amino acid residues and peptide termini.
Main Methods:
- Review of literature on hypervalent iodine chemistry in biomolecule modification.
- Categorization of methods based on reagent function (group transfer, oxidation).
- Analysis of reactions targeting specific amino acid side chains (polar, aromatic, aliphatic) and termini.
Main Results:
- Hypervalent iodine reagents facilitate diverse peptide and protein functionalizations.
- Methods are presented for selective modification of amino acids and termini.
- The reagents demonstrate high functional group tolerance and biocompatibility.
Conclusions:
- Hypervalent iodine reagents represent a powerful and increasingly utilized tool for peptide and protein modification.
- Their application expands the possibilities for creating functionalized biomolecules.
- Continued development in this area promises further advancements in chemical biology and drug discovery.
