Propargyl-PEG5-t-butyl ester
CAS No.: 1245823-50-0
Cat No.: BP-500692
Purity: ≥95%
4.5 
Propargyl-PEG5-t-butyl ester is a PEG-based PROTAC linker featuring a terminal propargyl (alkyne) handle and a protected carboxylate masked as a tert-butyl ester. Structurally, it provides a flexible, hydrophilic polyethylene glycol chain of moderate length that can spatially separate a targeting ligand from an E3-ligase–recruiting module, while the propargyl group enables orthogonal bioorthogonal conjugation (e.g., via copper-catalyzed azide–alkyne cycloaddition) to install or exchange functional warheads under mild conditions. The tert-butyl ester serves as a temporary protection strategy for carboxylic acid functionality, supporting synthetic coupling or downstream deprotection to reveal a reactive handle for amide/ester formation. In targeted protein degradation research, such linkers help tune linker length, conformational freedom, and effective proximity between recruited proteins, often improving degradation potency and selectivity by optimizing ternary complex formation.
Structure of 1245823-50-0
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Propargyl-PEG5-t-butyl ester, provides a polyethylene glycol spacer bearing a terminal propargyl handle and a protected carboxylate functionality. Its flexible, hydrophilic PEG segment supports favorable linker solvation and spatial separation between ligands, while the propargyl group enables bioorthogonal conjugation strategies commonly used in targeted protein degradation workflows. The tert-butyl ester can be used as a temporary protection element to manage chemoselectivity during PROTAC assembly. Detailed structural and reactivity considerations are provided below.
Structure: The linker contains a PEG-based ether chain with a terminal propargyl (alkyne) functionality and a tert-butyl ester-protected carboxylate. It features ether linkages, an alkyne carbon–carbon triple bond, and ester carbonyl bonding. Overall polarity and conformational flexibility are characteristic of PEG spacers, improving solubility and reducing nonspecific interactions.
Reactivity: The terminal propargyl group is suitable for alkyne-directed conjugation, including copper-catalyzed azide–alkyne cycloaddition and related click approaches under standard organic synthesis conditions. The tert-butyl ester is designed for selective deprotection using acid-mediated ester cleavage to reveal a carboxylic acid for subsequent amide or ester coupling. Typical PROTAC assembly uses orthogonal protection, mild base for coupling steps, and compatible solvents such as polar aprotic media, with catalysts chosen to match the click or coupling chemistry.
* 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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