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Related Experiment Video

Updated: Jan 16, 2026

Targeting Cysteine Thiols for in Vitro Site-specific Glycosylation of Recombinant Proteins

Targeting Cysteine Thiols for in Vitro Site-specific Glycosylation of Recombinant Proteins

Published on: October 4, 2017

Cerium-mediated site-selective cysteine functionalization.

Jaewon Lee¹, Woon Ju Song¹

¹Department of Chemistry, Seoul National University Seoul 08826 Republic of Korea woonjusong@snu.ac.kr.

Chemical Science

|October 3, 2025

Summary

This summary is machine-generated.

Cerium, a redox-active lanthanide, enables a new aqueous thiol-ene coupling reaction. This discovery allows for site-selective modification of proteins by targeting specific cysteine residues for bioconjugation.

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Area of Science:

Biochemistry
Lanthanide Chemistry
Organic Synthesis

Background:

Lanthanide roles in biology are emerging but underexplored.
Cerium's unique redox activity distinguishes it from other lanthanides.
Chemical transformations using cerium are adaptable for biological systems.

Purpose of the Study:

To investigate cerium's potential in catalyzing biological reactions.
To develop a site-selective method for modifying cysteine residues in proteins.
To explore cerium-mediated bioconjugation strategies.

Main Methods:

Cerium-mediated oxidative thiol-ene coupling reaction.
Aqueous reaction conditions using cysteine-derived thiols and styrenes.
Development of a cerium-binding peptide sequence for site-selective labeling.

Main Results:

Successful cerium-catalyzed thiol-ene coupling yielding β-hydroxysulfide products.
Demonstration of site-selective cysteine modification based on proximity to cerium.
Efficient labeling observed with electron-deficient styrene derivatives.

Conclusions:

Cerium exhibits unique biological reactivity.
Cerium-mediated reactions offer a novel approach for site-selective bioconjugation.
This method has potential for broader biochemical and synthetic applications.