NH2-PEG5-CH2COOtBu
CAS No.: 2231845-67-1
Cat No.: BP-501257
Purity: ≥95%
4.5 
NH2-PEG5-CH2COOtBu is a heterobifunctional polyethylene glycol linker featuring a terminal primary amine for conjugation and a protected carboxylate (tBu ester) for subsequent coupling or controlled deprotection. Structurally, it provides a flexible, hydrophilic PEG chain of moderate length and a methylene spacer that positions the functional groups for efficient attachment to PROTAC components. In PROTAC design, such PEG linkers are commonly used to tune the spatial relationship between a ligand for an E3 ubiquitin ligase and a target-binding moiety, thereby improving productive ternary complex formation and reducing steric clashes. The amine handle enables amide-bond formation or other nucleophilic coupling strategies, while the protected carboxyl group supports orthogonal synthetic workflows to assemble degraders under conditions compatible with sensitive ligands. This linker is valuable for systematic optimization of linker length and polarity in targeted protein degradation experiments, facilitating reproducible synthesis and iterative structure–activity relationship studies.
Structure of 2231845-67-1
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This PROTAC linker, NH2-PEG5-CH2COOtBu, is designed to provide a flexible polyethylene glycol (PEG) spacer that can improve solubility and help tune the spatial relationship between targeting and recruiting modules in targeted protein degradation constructs. Its terminal amino functionality supports efficient conjugation to ligands, while the protected carboxylate enables controlled downstream coupling. Detailed structural and reactivity considerations are provided below to guide linker incorporation into PROTAC synthesis workflows.
Structure: The linker contains a PEG-based ether chain providing conformational flexibility, terminated by a primary amine and a methylene spacer bearing a protected carboxylate. It features ether linkages, an aliphatic amine, and an esterified tert-butyl carboxylate, supporting aqueous compatibility and stable storage.
Reactivity: The amino group is suitable for amide or urea bond formation with activated carboxylic acids or isocyanates under standard coupling conditions. The tert-butyl ester can be deprotected using acidolysis to reveal a carboxylic acid for subsequent coupling. Mechanistically, nucleophilic acyl substitution and carbodiimide-type activations are commonly used, with polar aprotic solvents and appropriate bases to maintain functional-group compatibility.
* 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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