Thalidomide-O-amido-PEG4-azide
CAS No.: 2411681-89-3
Cat No.: BP-500894
4.5 
Thalidomide-O-amido-PEG4-azide is a heterobifunctional PROTAC linker built on a thalidomide-derived cereblon-recruiting motif conjugated through an O-amide linkage to a short polyethylene glycol spacer terminating in an azide handle. Structurally, it combines a rigid, protein-binding warhead with a flexible PEG4 chain that improves aqueous solubility and spatial reach, while the azide enables bioorthogonal conjugation (commonly via copper-free click chemistry) to install an additional functional group such as an E3-ligase–independent targeting moiety or other reaction handles. In PROTAC design, this linker mediates productive ternary complex formation by positioning the cereblon-binding element relative to the partner ligand, reducing steric clashes and facilitating efficient ubiquitination of the recruited target. Its value for targeted protein degradation research lies in providing a modular, experimentally tractable intermediate for constructing degraders with tunable geometry and improved conjugation workflow.
Structure of 2411681-89-3
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Thalidomide-O-amido-PEG4-azide is a PEG-based bifunctional linker designed for assembling PROTAC architectures that couple a cereblon-recruiting ligand to an azide-reactive handle for subsequent conjugation. Its ether-rich PEG segment supports solubility and conformational flexibility, while the azide enables efficient, bioorthogonal-style attachment to complementary partners. The following points describe the linker’s structural features and practical reactivity considerations for PROTAC construction in research settings.
Structure: The molecule contains a thalidomide-derived O-amide linkage connected to a polyethylene glycol chain and a terminal azide group. It features amide and ether functionalities, with multiple hydrogen-bonding sites that enhance polarity. Overall, it behaves as a flexible, water-compatible linker suitable for PROTAC synthesis.
Reactivity: The terminal azide is typically used for copper-catalyzed azide–alkyne cycloaddition or strain-promoted azide–alkyne cycloaddition, depending on the azide/alkyne partner and desired conditions. Amide formation and coupling steps used to install the linker onto ligand scaffolds generally rely on standard amide coupling chemistries. Use polar organic solvents or mixed aqueous systems compatible with azide stability, and choose catalysts and bases that preserve sensitive functional groups during conjugation.
* 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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