Thiol-PEG3-phosphonic acid
CAS No.: 1360716-36-4
Cat No.: BP-501623
4.5 
Thiol-PEG3-phosphonic acid is a heterobifunctional polyethylene glycol linker featuring a terminal thiol for covalent conjugation and a phosphonic acid group for strong, reversible interactions with metal oxide surfaces or for incorporation of metal-chelating motifs into larger constructs. The PEG3 segment provides a short, hydrophilic spacer that improves aqueous solubility and helps reduce steric interference between the conjugated partners, while maintaining an appropriate distance for productive binding events. In PROTAC and targeted degradation research, this linker is useful for assembling degradation systems where one component must be tethered through a thiol-reactive handle (e.g., to a warhead or scaffold bearing an electrophile) and the other component benefits from phosphonate-mediated surface association or metal coordination for controlled presentation. Its compact PEG architecture and dual functional groups make it valuable for optimizing conjugation chemistry, tuning effective molar ratios at the interface, and enabling modular linker exchange during iterative PROTAC design.
Structure of 1360716-36-4
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Thiol-PEG3-phosphonic acid is a polyethylene glycol-based bifunctional linker designed to support PROTAC assembly by providing a phosphonic acid handle for stable conjugation chemistry and a thiol functionality for controlled coupling to partner ligands. Its PEG segment improves solubility and can help tune linker flexibility and effective distance between binding elements, which are critical parameters in targeted protein degradation workflows. Detailed structural and reactivity considerations are provided below.
Structure: The linker contains a PEG-based ether chain terminating in a phosphonic acid group and a thiol functionality. It features C–O ether linkages along the PEG backbone, a phosphonate moiety capable of strong hydrogen bonding and metal coordination, and a thiol that participates in thiol–reactive coupling chemistry.
Reactivity: Phosphonic acid groups are commonly engaged in coupling strategies that rely on activation of the phosphonate for amide- or ester-forming transformations, or for forming stable linkages under appropriate base/activator conditions. The thiol can be used for selective conjugation via thiol–maleimide or other thiol-reactive electrophiles, typically performed in aqueous or mixed solvents with controlled pH to preserve thiol reactivity and minimize oxidation.
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
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