Propargyl-PEG14-Boc

 Cat No.: BP-501798 4.5  

Propargyl-PEG14-Boc is a polyethylene glycol (PEG) based PROTAC linker featuring a terminal propargyl (alkyne) handle and a Boc-protected functional group, providing a chemically addressable, flexible spacer for constructing targeted protein degraders. Structurally, the PEG segment confers hydrophilicity and conformational mobility, helping to reduce steric interference between the ligand-binding modules and the recruited E3 ligase or target-binding moiety. The propargyl group enables efficient bioorthogonal conjugation strategies, such as copper-catalyzed azide–alkyne cycloaddition or related click chemistries, facilitating modular assembly of bifunctional degraders. The Boc protection supports controlled synthetic handling and downstream deprotection to reveal reactive functionality when required for coupling. In PROTAC research, this linker design is valuable for tuning linker length and flexibility, improving productive ternary complex formation, and enabling streamlined synthesis of libraries for structure–activity relationship studies.

Propargyl-PEG14-Boc

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PROTAC Linker
Molecular Formula
C₃₆H₆₈O₁₆
Molecular Weight
756.92

* For research and manufacturing use only. Not for human or clinical use.

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Please store the product under the recommended conditions in the Certificate of Analysis.
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Room temperature in continental US; may vary elsewhere.
IUPACName
tert-butyl 3-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-(2-prop-2-ynoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoate
InChI Key
ZARGKRMZKKFQJH-UHFFFAOYSA-N
InChI
InChI=1S/C36H68O16/c1-5-7-38-9-11-40-13-15-42-17-19-44-21-23-46-25-27-48-29-31-50-33-34-51-32-30-49-28-26-47-24-22-45-20-18-43-16-14-41-12-10-39-8-6-35(37)52-36(2,3)4/h1H,6-34H2,2-4H3
SMILES
CC(C)(C)OC(=O)CCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCC#C

Propargyl-PEG14-Boc is a multifunctional, PEG-based linker designed for modular synthesis of PROTACs, enabling efficient spatial separation between a target-binding ligand and an E3 ligase binder. Its combination of a terminal propargyl handle and a tert-butyl ester-protected carboxyl group supports orthogonal conjugation strategies, while the PEG segment helps tune solubility and conformational flexibility. The following sections describe the structure and practical reactivity considerations for constructing PROTAC architectures.

Structure: The linker comprises a poly(ethylene glycol) chain providing a hydrophilic, flexible scaffold, capped with a propargyl group for carbon–carbon/heteroatom functionalization. A tert-butyl ester-protected carboxyl group is present and can be revealed under controlled acid-mediated conditions.

Reactivity: PROTAC assembly commonly leverages the propargyl functionality for copper-catalyzed azide–alkyne cycloaddition with azide-bearing partners, or for alkyne-specific conjugation workflows. The tert-butyl ester enables selective deprotection to reveal a carboxylic acid for subsequent activation and amide coupling with an amine-containing partner. Orthogonal protection and solvent choice (often polar aprotic media for coupling) are used to preserve sensitive groups during stepwise synthesis.

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L

* 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

* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
g/mol
g

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