N-Benzyl-N-bis-PEG2

 CAS No.: 119580-47-1  Cat No.: BP-501611 4.5  

N-Benzyl-N-bis-PEG2 is a PEG-based PROTAC linker featuring a benzyl tertiary amide (N-benzyl substitution) connected to a bis-PEG2 motif, providing a short, flexible ethylene glycol repeat architecture with two PEG arms. Structurally, the linker combines a hydrophobic benzyl anchoring element with hydrophilic PEG segments that enhance solubility and reduce nonspecific interactions, while the tertiary amide linkage offers a stable conjugation handle compatible with common PROTAC assembly strategies. In targeted protein degradation designs, this type of linker is used to spatially position the two binding partners—typically an E3 ligase ligand and a target-binding ligand—so that productive ternary complex formation can occur. By tuning effective reach and conformational freedom, N-Benzyl-N-bis-PEG2 can help optimize degradation potency and cooperativity, making it a useful component for systematic linker screening in PROTAC optimization workflows.

N-Benzyl-N-bis-PEG2

Structure of 119580-47-1

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PROTAC Linker
Molecular Formula
C₁₅H₂₅NO₄
Molecular Weight
283.36

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

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IUPACName
2-[2-[benzyl-[2-(2-hydroxyethoxy)ethyl]amino]ethoxy]ethanol
InChI Key
HBHHHXUOMCTWCK-UHFFFAOYSA-N
InChI
InChI=1S/C15H25NO4/c17-8-12-19-10-6-16(7-11-20-13-9-18)14-15-4-2-1-3-5-15/h1-5,17-18H,6-14H2
SMILES
C1=CC=C(C=C1)CN(CCOCCO)CCOCCO

This PROTAC linker, N-Benzyl-N-bis-PEG2, is designed to provide a flexible, hydrophilic connection between a target-binding ligand and an E3-recruiting moiety. Its polyethylene glycol character helps modulate solubility and conformational behavior, supporting efficient formation of productive ternary complexes in targeted protein degradation workflows. The details below describe the linker’s structure-related features and practical considerations for PROTAC assembly.

Structure: The molecule contains a benzyl-substituted nitrogen center bearing bis-PEG2 ether chains, providing a polyether-rich, flexible scaffold. It features C–N and C–O ether linkages that confer hydrophilicity, conformational mobility, and reduced aggregation propensity in polar media.

Reactivity: For PROTAC construction, this linker is typically used as a functionalized PEG-based unit compatible with amide, carbamate, or related coupling strategies to connect ligands through nitrogen-containing or activated carboxyl derivatives. Reaction conditions generally follow standard peptide/ligand coupling principles, employing appropriate coupling reagents and polar aprotic solvents, with base control to promote nucleophilic substitution while minimizing PEG chain degradation.

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Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2

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Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
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