mPEG8-NH-Mal

 CAS No.: 1334169-90-2  Cat No.: BP-501182  Purity: >95% 4.5  

mPEG8-NH-Mal is a methoxy-terminated polyethylene glycol (PEG) linker bearing a methoxy-capped PEG chain connected through an amide linkage to a maleimide functionality. Structurally, it comprises an mPEG chain of intermediate length connected through an amide-linked spacer to a maleimide group, providing a stable, water-soluble scaffold whose principal reactive handle is the maleimide. In PROTAC and targeted degradation workflows, the maleimide group serves as a chemoselective electrophile for coupling to thiol-containing partners, enabling researchers to attach the PEG segment to cysteine- or thiol-functionalized ligands (e.g., warheads or E3-recruiting modules) under mild aqueous conditions. The PEG spacer can improve solubility and modulate the effective distance and flexibility between conjugated components, which often helps preserve binding and promotes productive ternary complex formation. This linker is therefore valuable for constructing modular, thiol-reactive PROTAC architectures and for optimizing conjugate properties during targeted protein degradation studies.

mPEG8-NH-Mal

Structure of 1334169-90-2

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Category
PROTAC Linker
Molecular Formula
C₂₄H₄₂N₂O₁₁
Molecular Weight
534.60
Appearance
Colorless Liquid

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

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Purity
>95%
Appearance
Colorless Liquid
Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
3-(2,5-dioxopyrrol-1-yl)-N-[2-[2-[2-[2-[2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethyl]propanamide
Synonyms
mPEG8-Mal; mPEG8-maleimide
InChI Key
DYKKRMSENAYADQ-UHFFFAOYSA-N
InChI
InChI=1S/C24H42N2O11/c1-30-8-9-32-12-13-34-16-17-36-20-21-37-19-18-35-15-14-33-11-10-31-7-5-25-22(27)4-6-26-23(28)2-3-24(26)29/h2-3H,4-21H2,1H3,(H,25,27)
SMILES
COCCOCCOCCOCCOCCOCCOCCOCCNC(=O)CCN1C(=O)C=CC1=O

mPEG8-NH-Mal is an mPEG-based maleimide-functional linker designed for efficient conjugation in targeted protein degradation workflows. Its maleimide handle enables selective coupling to thiol-bearing ligands, supporting the modular assembly of PROTAC constructs with improved solubility and biocompatible linker behavior. The following sections describe the linker’s structure and the practical reactivity considerations for PROTAC synthesis in detail below.

Structure: The linker combines a methoxy-polyethylene glycol chain with a terminal maleimide moiety and an amide-linked connection to the PEG backbone. It contains an electron-deficient cyclic alkene (maleimide) and multiple ether linkages, providing hydrophilicity and conformational flexibility. The molecule is typically handled as a stable, reactive conjugation intermediate.

Reactivity: Maleimide groups undergo thiol–maleimide Michael addition under mildly basic, aqueous-compatible conditions, forming a stable thioether linkage that is commonly used to attach cysteine-containing or reduced thiol-bearing components. PROTAC assembly typically employs freshly prepared thiols, controlled pH to favor nucleophilic addition, and avoidance of competing thiol oxidants. Solvents such as buffered aqueous mixtures or compatible organic co-solvents are used to maintain solubility and reaction efficiency.

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It is commonly abbreviated as: C1V1 = C2V2

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Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
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