Introducing Germanium Click Chemistry: GeFEx-S - Thiol-Selective Fluoride Exchange On-Water

Sun, Shoujun, Smith, Elliot J, Vishwakarma, Dharmendra, Moorhouse, Adam D, Moses, John E (September 2025) Introducing Germanium Click Chemistry: GeFEx-S - Thiol-Selective Fluoride Exchange On-Water. ChemRxiv. (Submitted)

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Abstract

We introduce germanium into the click chemistry family through the development of Germanium(IV) Fluoride Exchange-S (GeFEx-S), a thiol-selective reaction that enables rapid covalent bond formation under mild, “on-water” conditions. This transformation leverages the unique reactivity of tetravalent fluorogermanes to generate hydrolytically stable Ge–S linkages under biologically relevant conditions. GeFEx-S exhibits broad functional group tolerance - including compatibility with free cysteine residues - and operates orthogonally to established SuFEx and PFEx chemistries. By forming stable Ge–S bonds under aqueous conditions, GeFEx-S expands the fluoride exchange repertoire and establishes a versatile platform for site-selective bioconjugation, chemical probe development, and orthogonal functionalization in chemical biology and materials science.

Item Type: Paper
Subjects: chemistry
chemistry > techniques > click chemistry
chemistry > techniques
CSHL Authors:
Communities: CSHL labs > Moses lab
SWORD Depositor: CSHL Elements
Depositing User: CSHL Elements
Date: 11 September 2025
Date Deposited: 12 Sep 2025 13:23
Last Modified: 12 Sep 2025 13:23
Related URLs:
URI: https://repository.cshl.edu/id/eprint/41960

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