Biocompatible C-S Bond Formation via Anion-Programmed Interfacial Proton Shuttle Catalysis
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Updated: Nov 7, 2026

Bridging the Bio-Electronic Interface with Biofabrication
Published on: June 6, 2012
Ruiping Han1, Rongjiao Qiao1, Lei Zhang2
1School of Chemistry and Molecular Engineering, Nanjing Tech University, Nanjing211816, China.
Abstract:
We developed an anion-programmed interfacial proton shuttle to catalyze C-S coupling between methyl 2-formylbenzoates and thiols in aqueous PBS buffer. Mechanistic experiments and DFT calculations reveal that kosmotropic anions organize interfacial water networks to facilitate proton transfer and drive the reaction. This protocol furnishes 3-thiophthalides with a broad substrate scope, permits site-selective peptide and protein modification, and may complement existing aqueous bioconjugation strategies.
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