N-Boc-N-bis(PEG2-acid)

 CAS No.: 2054339-01-2  Cat No.: BP-501599 4.5  

N-Boc-N-bis(PEG2-acid) is a protected, bifunctional polyethylene glycol–based linker designed for PROTAC synthesis, featuring a Boc-protected nitrogen core and two PEG2-carboxylic acid termini. Structurally, it provides a short, hydrophilic, flexible spacer that can be coupled to two different reactive partners, enabling controlled distance and solvation between the target-binding ligand and the E3 ligase recruiter. In PROTAC architectures, such PEG-based diacids act as “molecular bridges” that reduce steric clashes, improve aqueous compatibility, and help tune the effective geometry required for productive ternary complex formation. The bifunctionality supports modular conjugation strategies, allowing researchers to incorporate this linker into degradation constructs where precise linker length and polarity are critical for optimizing binding cooperativity and cellular degradation efficiency.

N-Boc-N-bis(PEG2-acid)

Structure of 2054339-01-2

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PROTAC Linker
Molecular Formula
C₁₉H₃₅NO₁₀
Molecular Weight
437.48

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

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IUPACName
3-[2-[2-[2-[2-(2-carboxyethoxy)ethoxy]ethyl-[(2-methylpropan-2-yl)oxycarbonyl]amino]ethoxy]ethoxy]propanoic acid
InChI Key
BCKFXKJMBCVDJV-UHFFFAOYSA-N
InChI
InChI=1S/C19H35NO10/c1-19(2,3)30-18(25)20(6-10-28-14-12-26-8-4-16(21)22)7-11-29-15-13-27-9-5-17(23)24/h4-15H2,1-3H3,(H,21,22)(H,23,24)
SMILES
CC(C)(C)OC(=O)N(CCOCCOCCC(=O)O)CCOCCOCCC(=O)O

N-Boc-N-bis(PEG2-acid) is a PEG-based bifunctional PROTAC linker designed to connect targeting ligands while providing aqueous compatibility, conformational flexibility, and controlled spacing that can support productive ternary complex formation. The Boc-protected amine enables orthogonal functionalization, facilitating stepwise synthesis of degraders. Its PEG2-acid termini support reliable conjugation strategies commonly used in PROTAC workflows. Detailed structural and reactivity considerations are provided below.

Structure: The molecule contains a Boc-protected nitrogen core linked to two PEG2-acid arms, incorporating ether-rich PEG segments for hydrophilicity and flexibility. It features amide-forming carboxylic acid functionalities and carbamate protection, with stable C–N and C–O linkages that support linker integrity during synthesis and coupling.

Reactivity: The carboxylic acid groups are suitable for activation toward amide-bond formation using standard coupling chemistries, enabling attachment to amine-bearing ligands under mild conditions. Boc protection allows selective deprotection with acid to reveal a reactive amine for orthogonal coupling. Typical approaches rely on peptide-coupling reagents and compatible polar solvents to promote efficient, chemoselective linker installation for PROTAC assembly.

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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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