Thalidomide-O-amido-PEG4-propargyl
CAS No.: 2496687-00-2
Cat No.: BP-502136
4.5 
Thalidomide-O-amido-PEG4-propargyl is a bifunctional PROTAC linker built around a thalidomide-derived cereblon-binding motif connected through an O-linked amide to a short, four-unit polyethylene glycol spacer terminating in a propargyl group. The PEG segment provides a flexible, hydrophilic distance element that helps tune the relative positioning and solvent exposure of the two PROTAC arms, while the propargyl functionality enables chemoselective conjugation via copper-catalyzed azide–alkyne cycloaddition to install or connect the complementary targeting ligand (e.g., an azide-bearing warhead) or other modular handles. In targeted protein degradation workflows, this linker supports efficient recruitment of cereblon E3 ligase machinery to the target protein by facilitating productive ternary complex formation. Its modular design and PEG-mediated spacing make it valuable for systematic PROTAC optimization, including studies of linker length, flexibility, and conjugation chemistry to improve degradation potency and selectivity.
Structure of 2496687-00-2
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Thalidomide-O-amido-PEG4-propargyl is a PROTAC linker building block designed to connect a thalidomide-derived cereblon-binding motif to a second ligand through a flexible polyethylene glycol spacer and a terminal propargyl handle. Its ether-linked PEG segment improves solubility and conformational adaptability, supporting productive ternary complex formation in targeted protein degradation workflows. The propargyl functionality enables reliable bioorthogonal-style conjugation strategies, and the detailed structural and reactivity considerations are provided below.
Structure: The linker contains a thalidomide-derived O-amide linkage coupled to a PEG-based polyether chain, terminating in a propargyl group. It features amide and ether functionalities, with a terminal alkyne suitable for coupling. The PEG segment confers hydrophilicity and conformational flexibility, commonly beneficial for PROTAC performance.
Reactivity: The propargyl terminus is suited for alkyne-selective conjugation, including copper-catalyzed azide–alkyne cycloaddition and related alkyne coupling approaches used to assemble PROTACs. Construction typically proceeds under conditions compatible with amide/ether stability, using polar aprotic or mixed aqueous solvent systems and standard Cu(I) generation methods where applicable. The mechanism relies on selective formation of a new covalent bond at the terminal alkyne without perturbing the cereblon-binding portion.
* 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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