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Synfacts 2025; 21(07): 745
DOI: 10.1055/a-2601-5721
Peptide Chemistry

Site-Selective Late-Stage Chlorination of Peptides

Contributor(s):
Hisashi Yamamoto
,
Isai Ramakrishna 
Patra S, Mondal H, Dash U, Aziz SM, Maji MS *. Indian Institute of Technology Kharagpur, India
Designing Peptide-Based Nucleophilic Catalysts Possessing Multiple Identical Active Sites for Late-Stage Chlorination of Peptides and Drugs.

Org. Lett. 2025;
27: 3924-3929
DOI: 10.1021/acs.orglett.5c00807
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Keywords

late-stage chlorination - methionine-based peptides - electrophilic chlorination

Significance

The development of practically viable methods for the late-stage functionalization of peptides has gained tremendous attention in peptide drug discovery. In this study, the authors developed a methionine-based peptide that acts as the catalyst for site-selective late-stage chlorination of the peptide tyrosine residue.


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Comment

This methionine-based-peptide-catalyzed site-selective late-stage chlorination of tyrosine-containing peptides proceeded smoothly to deliver the corresponding chlorinated peptides in good yields. This is a practically simple and applicable method for the chlorination of peptides up to octapeptides.


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Publication History

Article published online:
23 June 2025

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