N-Mal-N-bis(PEG2-NH-Boc)

 CAS No.: 2128735-26-0  Cat No.: BP-501129 4.5  

N-Mal-N-bis(PEG2-NH-Boc) is a branched trifunctional PEG-based linker building block designed for constructing PROTACs and other targeted protein degradation conjugates. Structurally, it incorporates a central tertiary amide nitrogen connected to two short PEG2 arms bearing Boc-protected amines and a maleimide-containing acyl arm. The PEG2 segments provide conformational flexibility and aqueous solubility, while the protected amines enable controlled stepwise functionalization. In PROTAC design, such linkers help position the two pharmacophores—typically a ligand for an E3 ubiquitin ligase and a ligand for the target protein—by spacing and orienting them to favor productive ternary complex formation and ubiquitination. This material is valuable for researchers seeking modular, chemically tractable linker chemistry to tune distance, reduce aggregation, and improve synthesis reliability when assembling degradation-active molecules.

N-Mal-N-bis(PEG2-NH-Boc)

Structure of 2128735-26-0

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PROTAC Linker
Molecular Formula
C₂₉H₅₀N₄O₁₁
Molecular Weight
630.73

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

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IUPACName
tert-butyl N-[2-[2-[2-[3-(2,5-dioxopyrrol-1-yl)propanoyl-[2-[2-[2-[(2-methylpropan-2-yl)oxycarbonylamino]ethoxy]ethoxy]ethyl]amino]ethoxy]ethoxy]ethyl]carbamate
InChI Key
YVJUWISEQMFTOR-UHFFFAOYSA-N
InChI
InChI=1S/C29H50N4O11/c1-28(2,3)43-26(37)30-10-15-39-19-21-41-17-13-32(23(34)9-12-33-24(35)7-8-25(33)36)14-18-42-22-20-40-16-11-31-27(38)44-29(4,5)6/h7-8H,9-22H2,1-6H3,(H,30,37)(H,31,38)
SMILES
CC(C)(C)OC(=O)NCCOCCOCCN(CCOCCOCCNC(=O)OC(C)(C)C)C(=O)CCN1C(=O)C=CC1=O

This PROTAC linker, N-Mal-N-bis(PEG2-NH-Boc), is designed to provide a flexible, hydrophilic spacer architecture that supports effective conjugation between targeting ligands and E3-recruiting modules. Its PEG-based segment helps modulate solubility and can improve the conformational adaptability of assembled degraders. The Boc-protected amines enable controlled stepwise functionalization, facilitating the preparation of PROTAC intermediates. Detailed structural and reactivity considerations are provided below.

Structure: The molecule contains a central maleimide motif linked to two PEG-derived arms bearing Boc-protected amino groups. It features amide linkages, ether-rich PEG segments, and carbamate (Boc) functionalities. These elements collectively confer polarity, hydrogen-bonding capacity, and conformational flexibility typical of PEG-based linkers.

Reactivity: Boc-protected amines are suitable for orthogonal synthesis strategies in PROTAC construction, where deprotection is typically performed under acid-mediated conditions to reveal free amines. The liberated amines can then participate in common coupling chemistries (for example, amide or urea formation) using activated carboxylic acids or electrophilic carbonyl derivatives, while the maleimide can undergo thiol-selective Michael addition. Solvent systems are chosen to maintain solubility of PEG-containing intermediates and minimize side reactions during sequential functionalization.

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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

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

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