Mal-NO2-Ph-PEG12-NHS

 Cat No.: BP-501990 4.5  

Mal-NO2-Ph-PEG12-NHS is a heterobifunctional PEG-based linker designed for PROTAC and targeted protein degradation workflows, combining a maleimide handle with an NHS ester for conjugation to complementary functional groups. The structure incorporates a nitro-substituted phenyl spacer that can tune linker hydrophobicity and spatial presentation, while the extended PEG chain provides conformational flexibility and improves aqueous solubility, helping maintain productive geometry between the two PROTAC modules. In experimental PROTAC assembly, the maleimide group selectively reacts with thiols (e.g., cysteine-containing ligands or engineered protein-binding modules), whereas the NHS ester forms stable amide bonds with primary amines on the partner component. This dual-reactivity enables controlled, stepwise coupling to generate well-defined conjugates for recruiting an E3 ligase and the target-binding moiety. The resulting linker is valuable for researchers seeking modular, reproducible synthesis of degraders with adjustable spacing and improved handling during optimization studies.

Mal-NO2-Ph-PEG12-NHS

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PROTAC Linker
Molecular Formula
C₄₂H₆₂N₄O₂₁
Molecular Weight
959.00

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

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Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
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Room temperature in continental US; may vary elsewhere.
IUPACName
(2,5-dioxopyrrolidin-1-yl) 3-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[[2-[4-(2,5-dioxopyrrol-1-yl)-3-nitrophenyl]acetyl]amino]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoate
InChI Key
XJAJLTDNLXBATM-UHFFFAOYSA-N
InChI
InChI=1S/C43H64N4O21/c48-38(34-35-1-2-36(37(33-35)47(54)55)45-39(49)3-4-40(45)50)44-8-10-57-12-14-59-16-18-61-20-22-63-24-26-65-28-30-67-32-31-66-29-27-64-25-23-62-21-19-60-17-15-58-13-11-56-9-7-43(53)68-46-41(51)5-6-42(46)52/h1-4,33H,5-32,34H2,(H,44,48)
SMILES
C1CC(=O)N(C1=O)OC(=O)CCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCNC(=O)CC2=CC(=C(C=C2)N3C(=O)C=CC3=O)[N+](=O)[O-]

This PROTAC linker, Mal-NO2-Ph-PEG12-NHS, is designed to connect a maleimide-bearing module to an amine-reactive NHS ester, enabling modular assembly of targeted protein degraders. Its PEG-based spacer provides conformational flexibility and improved linker solubility, while the maleimide functionality supports selective conjugation to thiol-containing ligands. The aromatic nitro-substituted phenyl segment offers a defined hydrophobic handle for stable linker presentation. The structure and reactivity parameters are described in detail below.

Structure: The linker combines a PEG chain with a maleimide group and an NHS ester, incorporating an aromatic nitro-substituted phenyl segment. It contains carbon–carbon and carbon–heteroatom linkages, with electrophilic centers on the maleimide and NHS ester. The PEG segment confers hydrophilicity and flexible spacing.

Reactivity: The NHS ester reacts with primary amines to form stable amide bonds under mildly basic aqueous conditions, typically using buffering systems that maintain NHS reactivity. The maleimide undergoes thiol–maleimide Michael addition with cysteine or other thiol-bearing partners, often in near-neutral buffers to preserve maleimide selectivity. Common solvents include water or aqueous organic mixtures; purification is usually performed by chromatography or dialysis to remove unreacted components.

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L

* 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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