N-Boc-N-bis(PEG4-acid)

 CAS No.: 2093152-88-4  Cat No.: BP-500810 4.5  

N-Boc-N-bis(PEG4-acid) is a protected, bifunctional polyethylene glycol (PEG) linker bearing two PEG4 carboxylic acid termini and an N-Boc–protected nitrogen core. Structurally, it provides a short, flexible, hydrophilic spacer with two chemically addressable carboxyl groups suitable for amide bond formation or other conjugation strategies, while the Boc group can be removed under standard conditions to enable further coupling at the nitrogen if required. In PROTAC and targeted protein degradation designs, such PEG-based linkers help tune the effective distance, conformational freedom, and solubility between a ligand for an E3 ligase and a target-binding moiety, thereby supporting productive ternary complex formation and reducing non-specific aggregation. Its bifunctionality makes it particularly valuable for constructing multicomponent conjugates, enabling systematic optimization of linker length and attachment geometry to improve degradation potency and experimental robustness.

N-Boc-N-bis(PEG4-acid)

Structure of 2093152-88-4

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PROTAC Linker
Molecular Formula
C₂₇H₅₁NO₁₄
Molecular Weight
613.69

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

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IUPACName
3-[2-[2-[2-[2-[2-[2-[2-[2-(2-carboxyethoxy)ethoxy]ethoxy]ethoxy]ethyl-[(2-methylpropan-2-yl)oxycarbonyl]amino]ethoxy]ethoxy]ethoxy]ethoxy]propanoic acid
InChI Key
FKLCISHEONZNFI-UHFFFAOYSA-N
InChI
InChI=1S/C27H51NO14/c1-27(2,3)42-26(33)28(6-10-36-14-18-40-22-20-38-16-12-34-8-4-24(29)30)7-11-37-15-19-41-23-21-39-17-13-35-9-5-25(31)32/h4-23H2,1-3H3,(H,29,30)(H,31,32)
SMILES
CC(C)(C)OC(=O)N(CCOCCOCCOCCOCCC(=O)O)CCOCCOCCOCCOCCC(=O)O

N-Boc-N-bis(PEG4-acid), is designed to provide a PEG-based, water-compatible spacer that can enhance solubility and reduce steric interference between the target-binding and E3-ligase-binding modules. Its protected amine functionality and carboxylic acid termini enable modular conjugation strategies commonly used in targeted protein degradation workflows. Detailed structural and synthetic considerations for PROTAC construction are provided below.

Structure: The linker contains a Boc-protected amine and two PEG-derived segments terminating in carboxylic acid groups. Its ether-rich PEG backbone provides conformational flexibility, while amide-forming functional groups enable stable covalent attachment. The presence of both protection and acids supports orthogonal, stepwise synthesis and purification.

Reactivity: Carboxylic acids are typically activated for amide-bond formation using coupling reagents under mild base conditions, enabling attachment to amine-bearing warheads or ligands. The Boc group can be removed with standard acidolysis to reveal the amine for subsequent coupling or salt formation. PEG linkers generally tolerate aqueous/organic mixed solvents, supporting efficient PROTAC assembly through reliable carbodiimide or uronium-type coupling mechanisms.

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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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