m-PEG6-Boc

Name: m-PEG6-Boc
Brand: BOC Sciences
Rating: 5 (1 reviews)

Cat No.: BP-501765 4.5

m-PEG6-Boc is a methoxy-terminated polyethylene glycol linker bearing a tert-butyl ester-protected carboxyl group, providing a flexible, hydrophilic spacer for constructing PROTACs and other targeted conjugates. Structurally, the PEG segment offers a defined chain length and conformational mobility, while the tert-butyl ester serves as a protected carboxyl handle that can be selectively removed under suitable conditions to reveal a carboxylic acid for subsequent coupling. In PROTAC design, such linkers are commonly used to spatially separate the ligand-binding warhead from the E3 ligase recruiting element, reducing steric clashes and helping tune the effective geometry required for ternary complex formation. The PEG scaffold also improves aqueous solubility and can mitigate aggregation, which is advantageous for cell-based degradation assays. Overall, m-PEG6-Boc is a practical intermediate for assembling modular targeted degradation constructs with controlled linker properties.

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Category

PROTAC Linker

Molecular Formula

C₁₈H₃₆O₈

Molecular Weight

380.47

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

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Storage

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-methoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoate

InChI Key

VRQOLQLYLAUIGV-UHFFFAOYSA-N

InChI

InChI=1S/C20H40O9/c1-20(2,3)29-19(21)5-6-23-9-10-25-13-14-27-17-18-28-16-15-26-12-11-24-8-7-22-4/h5-18H2,1-4H3

SMILES

CC(C)(C)OC(=O)CCOCCOCCOCCOCCOCCOCCOC

m-PEG6-Boc is a polyethylene glycol-based linker reagent that provides a hydrophilic, flexible spacer and a tert-butyl ester-protected carboxyl handle for subsequent conjugation. Its PEG character can improve solubility and help tune the spatial presentation of ligand warheads to the recruited E3 ligase. The tert-butyl ester protection enables controlled stepwise assembly while masking the carboxylic acid during earlier synthetic steps. Detailed structural and reactivity considerations are provided below.

Structure: m-PEG6-Boc consists of a poly(ethylene glycol) chain terminated with a tert-butyl ester-protected carboxyl group, featuring repeating ether linkages that confer flexibility and strong hydrogen-bonding/solvation behavior. The molecule contains ester functionality at the protected carboxyl terminus, along with stable C–O and C–C connectivity typical of PEG linkers.

Reactivity: The tert-butyl ester is suitable for acid-triggered deprotection to reveal the carboxylic acid for subsequent coupling. After deprotection, the carboxylic acid can be activated for amide bond formation with amine-containing partners using standard coupling reagents. Deprotection is commonly performed in organic solvents with controlled acidity, while coupling is performed in polar aprotic media compatible with PEG.

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* 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