Bromoacetamido-PEG4-t-butyl ester
CAS No.: 1807521-00-1
Cat No.: BP-500357
Purity: ≥95%
4.5 
Bromoacetamido-PEG4-t-butyl ester is a PEG-based, bromoacetamide-terminated linker designed for PROTAC and related targeted protein degradation constructs. Structurally, it contains a four-unit polyethylene glycol chain that provides aqueous solubility and conformational flexibility, capped on one end with a bromoacetamide electrophile and on the other end with a t-butyl ester for temporary protection of a carboxylate. The bromoacetamide moiety enables selective covalent conjugation to nucleophilic residues (commonly cysteine-containing motifs) on appropriately functionalized ligands or intermediates, forming a stable thioether linkage that can be positioned to preserve binding and ternary-complex formation. In PROTAC design, this linker helps spatially tune the distance and orientation between the target-binding and E3-recruiting components while maintaining favorable solvation. Its protected ester functionality supports sequential synthetic workflows, allowing controlled deprotection and downstream coupling. Overall, it is a practical reagent for building modular, chemically defined degradation molecules for structure–activity studies and linker optimization.
Structure of 1807521-00-1
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Bromoacetamido-PEG4-t-butyl ester is a PEG-based PROTAC linker building block designed to connect an electrophilic bromoacetamide handle with a protected carboxylate functionality. Its polyethylene glycol segment supports aqueous solubility and flexible spatial presentation of recruited ligands, while the bromoacetamide enables efficient formation of stable covalent linkages to appropriate nucleophiles commonly used in targeted protein degradation workflows. The following sections describe the linker’s structure and the practical reactivity considerations for PROTAC assembly.
Structure: The linker contains a polyethylene glycol chain terminating in a bromoacetamide electrophile and a tert-butyl ester protected carboxylate. It features amide and ester linkages, ether-rich PEG segments, and a reactive C–Br bond suitable for nucleophilic substitution. Overall, it is engineered for flexibility and hydrophilicity.
Reactivity: The bromoacetamide group is reactive toward nucleophiles such as thiols and amines under typical organic synthesis conditions, proceeding via nucleophilic substitution to form a covalent bond. PROTAC conjugations are commonly performed in polar aprotic or mixed aqueous/organic solvents with base to promote nucleophile availability, while preserving ester protection. The tert-butyl ester can be deprotected under standard acid conditions when carboxylate functionality is required for subsequent coupling steps.
* 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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