Hypervalent Iodine-Mediated Late-Stage Peptide and Protein Functionalization
Overview
Affiliations
Hypervalent iodine compounds are powerful reagents for the development of novel transformations. As they exhibit low toxicity, high functional group tolerance, and stability in biocompatible media, they have been used for the functionalization of biomolecules. Herein, we report recent advances up to June 2021 in peptide and protein modification using hypervalent iodine reagents. Their use as group transfer or oxidizing reagents is discussed in this Minireview, including methods targeting polar, aromatic, or aliphatic amino acids and peptide termini.
Dibenzothiophenium Salts: Practical Alternatives to Hypervalent I(III)-Based Reagents.
Alcarazo M Acc Chem Res. 2025; 58(4):635-646.
PMID: 39895033 PMC: 11840934. DOI: 10.1021/acs.accounts.4c00804.
Kathiravan S, Dhillon P, Zhang T, Nicholls I Molecules. 2024; 29(23).
PMID: 39683829 PMC: 11643609. DOI: 10.3390/molecules29235669.
Peptide and Protein Cysteine Modification Enabled by Hydrosulfuration of Ynamide.
Wang C, Zhao Z, Ghadir R, Yang D, Zhang Z, Ding Z ACS Cent Sci. 2024; 10(9):1742-1754.
PMID: 39345815 PMC: 11428291. DOI: 10.1021/acscentsci.4c01148.
Recent Progress in Synthetic Applications of Hypervalent Iodine(III) Reagents.
Yoshimura A, Zhdankin V Chem Rev. 2024; 124(19):11108-11186.
PMID: 39269928 PMC: 11468727. DOI: 10.1021/acs.chemrev.4c00303.
Photoredox C(2)-Arylation of Indole- and Tryptophan-Containing Biomolecules.
da S Santos B, Finelli F, Spring D Org Lett. 2024; 26(19):4065-4070.
PMID: 38696591 PMC: 11194849. DOI: 10.1021/acs.orglett.4c01019.