Bromo-PEG4-CH2COOtBu
CAS No.: 1807505-29-8
Cat No.: BP-500618
4.5 
Bromo-PEG4-CH2COOtBu is a heterobifunctional PEG-based linker featuring a terminal bromo group for electrophilic functionalization and a PEG4 hydrophilic spacer terminating in a protected carboxylic acid motif (tBu ester) via a methylene spacer. Structurally, the ether-rich PEG chain provides conformational flexibility and aqueous solubility, while the bromo handle enables attachment to nucleophilic partners (e.g., thiols or amines) through substitution or related coupling strategies, and the carboxylate functionality can be unmasked under standard deprotection conditions to yield a reactive acid for subsequent amide or ester formation. In PROTAC design, such linkers are used to spatially separate the ligand-binding moieties, tuning effective reach and minimizing steric clashes between the target-binding and E3-ligase-binding components, thereby improving ternary complex formation and degradation efficiency. This reagent is valuable for constructing modular targeted degradation conjugates, facilitating systematic linker-length and polarity optimization in mechanistic and comparative studies.
Structure of 1807505-29-8
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Bromo-PEG4-CH2COOtBu, is designed to provide a flexible polyethylene glycol spacer that can improve solubility and reduce steric constraints between a targeting ligand and an E3 ligase-binding moiety. The bromide handle enables efficient late-stage functionalization, while the protected carboxylate supports controlled coupling chemistry. Its combination of a reactive electrophile and a protected acid group makes it well suited for constructing degraders via modular assembly. Detailed structural and reactivity considerations are provided below.
Structure: The linker contains an ether-rich PEG chain providing conformational flexibility, terminated by a bromomethyl group and a methylene-linked tert-butyl ester. It features carbon–bromine and carbon–oxygen bonds, along with ester functionality that can be selectively transformed during PROTAC synthesis.
Reactivity: The bromo substituent can participate in nucleophilic substitution or related electrophile-driven coupling steps under conditions compatible with PEG stability. The tert-butyl ester is suitable for orthogonal deprotection to reveal a carboxylic acid for amide or ester bond formation. Typical strategies employ base- or nucleophile-mediated transformations, followed by acid-activation coupling using standard peptide-coupling reagents in appropriate solvents.
* 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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