Ald-CH2-PEG5-Boc
CAS No.: 1446282-23-0
Cat No.: BP-501088
4.5 
Ald-CH2-PEG5-Boc is a heterobifunctional PROTAC linker featuring an aldehyde-terminated spacer, a polyethylene glycol (PEG) chain of intermediate length, and a tert-butyl ester-protected carboxylic acid for controlled downstream derivatization. Structurally, the aldehyde group enables selective formation of reversible or irreversible conjugates with aminooxy or hydrazide/amine-bearing partners, while the PEG segment provides conformational flexibility and aqueous solubility that can improve productive ternary complex formation and reduce nonspecific aggregation. In targeted protein degradation workflows, this linker is used to connect, through orthogonal chemistries, a ligand-bearing module to an additional protected acid handle that can be deprotected and activated for attachment to E3 ligase recruiters or other binding moieties, thereby positioning the two components at an experimentally tunable distance and geometry. Its value lies in facilitating systematic linker optimization and improving the robustness of conjugation strategies for generating PROTACs suitable for biochemical and cellular degradation studies.
Structure of 1446282-23-0
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Ald-CH2-PEG5-Boc is a bifunctional PROTAC linker designed to connect a protein-binding ligand to a second targeting element through a flexible polyethylene glycol spacer while providing an aldehyde handle for controlled conjugation. The PEG segment supports favorable solubility and conformational adaptability, and the tert-butyl ester-protected carboxyl functionality enables practical downstream derivatization. This reagent is commonly used in PROTAC assembly workflows, where subsequent steps require selective functional group activation and linkage formation; detailed structural and reactivity considerations are provided below.
Structure: The molecule contains an aldehyde group for electrophilic coupling, a flexible PEG-based ether chain for spacing, and a tert-butyl ester-protected carboxylic acid. It features ether linkages within the PEG segment and carbonyl functionality from both the aldehyde and ester groups, supporting polar, hydrogen-bonding interactions.
Reactivity: The aldehyde enables formation of reversible imine linkages with primary amines under mild, aqueous-compatible conditions, which can be stabilized by appropriate reduction or subsequent functional group transformations depending on the PROTAC design. The tert-butyl ester is typically removed under acid-mediated conditions to reveal a carboxylic acid for further coupling. Linker installation is commonly performed using standard amide-forming coupling strategies with suitable bases and coupling reagents, using solvents compatible with both PEG and ligand stability.
* 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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