Sulfa-Michael Addition on Dehydroalanine: A Versatile Reaction for Protein Modifications

Chemical modification of proteins has been widely applied in diagnostic and therapeutic processes. Here, we report a novel bioconjugation between sulfinic acids and amino acid dehydroalanine (Dha) in the context of both small molecules and proteins. This conjugation enables the rapid formation of sulfone linkages in a chemoselective and disulfide-compatible manner under biocompatible conditions with Dha residues chemically installed in proteins and thus provides a robust tool that is simple and has exquisite site selectivity for protein functionalization in a wide range.

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Publication Details

Journal
Organic Letters
Published
2024-09-23
DOI
https://doi.org/10.1021/acs.orglett.4c02970
Citations
4
Primary Topic
Click Chemistry and Applications
Type
article
Field-Weighted Citation Impact
1.00

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article

Sulfa-Michael Addition on Dehydroalanine: A Versatile Reaction for Protein Modifications

Chunrong Liu, Hongen Geng, Man Li, Mengzhao Li et al.
4 citations
Organic Letters
Click Chemistry and Applications
1.00
article

Sulfa-Michael Addition on Dehydroalanine: A Versatile Reaction for Protein Modifications

Chunrong Liu, Hongen Geng, Man Li, Mengzhao Li, Xiang Li, Linfeng Chen, Ludan Xu
article en
4 citations

Abstract

Chemical modification of proteins has been widely applied in diagnostic and therapeutic processes. Here, we report a novel bioconjugation between sulfinic acids and amino acid dehydroalanine (Dha) in the context of both small molecules and proteins. This conjugation enables the rapid formation of sulfone linkages in a chemoselective and disulfide-compatible manner under biocompatible conditions with Dha residues chemically installed in proteins and thus provides a robust tool that is simple and has exquisite site selectivity for protein functionalization in a wide range.

Organic LettersVol. 26(39)
Central China Normal University (CN), Hubei University of Science and Technology (CN), Hubei University (CN)
National Natural Science Foundation of China, Fundamental Research Funds for the Central Universities
Openalex Percentile: Top 27%
Click Chemistry and Applications
1.00
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Sulfa-Michael Addition on Dehydroalanine: A Versatile Reaction for Protein Modifications — Chunrong Liu, Hongen Geng, et al. · Organic Letters (2024) | TGRS Research Map | TGRS