N-Mal-N-bis(PEG4-NH-Boc)

 CAS No.: 2128735-27-1  Cat No.: BP-500444 4.5  

N-Mal-N-bis(PEG4-NH-Boc) is a branched PEG linker with one maleimide and two protected amines. Structurally, it contains a central tertiary amide bearing a maleimide-propanoyl group and two PEG4 arms, each ending in an N-Boc-protected primary amine. The maleimide enables thiol-Michael addition, while acid-mediated removal of the two N-Boc groups exposes primary amines for subsequent amide, urea, carbamate, or other amine-selective coupling. In PROTAC and related targeted protein degradation research, the three-arm scaffold supports thiol-directed installation and later attachment of two amine-reactive components. Its defined architecture allows researchers to evaluate how linker polarity, flexibility, attachment sequence, and terminal-group selection influence conjugate preparation and the spatial requirements of productive target–E3 ligase engagement. Clear assignment of the protected and reactive groups also supports reproducible reaction planning and systematic comparison of alternative linker designs in research-focused targeted protein degradation workflows.

N-Mal-N-bis(PEG4-NH-Boc)

Structure of 2128735-27-1

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PROTAC Linker
Molecular Formula
C₃₇H₆₆N₄O₁₅
Molecular Weight
806.94

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

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IUPACName
tert-butyl N-[2-[2-[2-[2-[2-[3-(2,5-dioxopyrrol-1-yl)propanoyl-[2-[2-[2-[2-[2-[(2-methylpropan-2-yl)oxycarbonylamino]ethoxy]ethoxy]ethoxy]ethoxy]ethyl]amino]ethoxy]ethoxy]ethoxy]ethoxy]ethyl]carbamate
InChI Key
VQIBCVFZJBEFLP-UHFFFAOYSA-N
InChI
InChI=1S/C37H66N4O15/c1-36(2,3)55-34(45)38-10-15-47-19-23-51-27-29-53-25-21-49-17-13-40(31(42)9-12-41-32(43)7-8-33(41)44)14-18-50-22-26-54-30-28-52-24-20-48-16-11-39-35(46)56-37(4,5)6/h7-8H,9-30H2,1-6H3,(H,38,45)(H,39,46)
SMILES
CC(C)(C)OC(=O)NCCOCCOCCOCCOCCN(CCOCCOCCOCCOCCNC(=O)OC(C)(C)C)C(=O)CCN1C(=O)C=CC1=O

This N-Mal-N-bis(PEG4-NH-Boc) linker is designed for constructing PROTACs by providing a flexible, hydrophilic polyethylene glycol-based scaffold that can improve solubility and support productive ternary-complex formation. Its protected amine functionality enables stepwise conjugation to targeting ligands under controlled conditions, facilitating reliable synthesis of degraders. The points below describe its structure and practical reactivity considerations for PROTAC assembly.

Structure: The molecule contains a malonamide core linked to two PEG4 arms terminated with Boc-protected amino groups. It features amide linkages, ether-rich PEG segments, and carbamate (Boc) protecting groups, yielding a polar, conformationally flexible, and generally water-compatible linker suitable for modular PROTAC synthesis.

Reactivity: Boc-protected amines are typically deprotected under mild acid conditions to generate free primary amines for subsequent coupling. PROTAC assembly commonly proceeds via amide-bond formation using activated carboxylic acids (or corresponding activated esters) and amine nucleophiles, or via carbodiimide-mediated coupling where compatible. Use inert atmosphere and appropriate polar solvents, and select coupling conditions that preserve other functional groups on the partner ligands.

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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

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g/mol
Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
g/mol
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