mPEG6-NH-Mal

 CAS No.: 1644231-07-1  Cat No.: BP-500454  Purity: >95% 4.5  

mPEG6-NH-Mal is a monofunctional maleimide–PEG reagent. Structurally, it contains a methoxy-capped PEG6 chain connected through a propionamide linkage to a terminal maleimide. The maleimide is the principal covalent handle and undergoes Michael addition with suitable free thiols to form thioether conjugates, while the methoxy terminus remains nonreactive and there is no free primary amine. In PROTAC and related targeted protein degradation research, the reagent can append a hydrophilic mPEG6 segment to a thiol-bearing ligand, peptide, or mechanistic probe. 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.

mPEG6-NH-Mal

Structure of 1644231-07-1

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Category
PROTAC Linker
Molecular Formula
C₂₀H₃₄N₂O₉
Molecular Weight
446.49
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
Powder, -20°C, 3 years; 4°C, 2 years; In solvent, -80°C, 6 months; -20°C, 1 month
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
3-(2,5-dioxopyrrol-1-yl)-N-[2-[2-[2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethyl]propanamide
Synonyms
mPEG6-NH-maleimide; mPEG6-amido-maleimide
InChI Key
BPYWOIZSFVKCGV-UHFFFAOYSA-N
InChI
InChI=1S/C20H34N2O9/c1-26-8-9-28-12-13-30-16-17-31-15-14-29-11-10-27-7-5-21-18(23)4-6-22-19(24)2-3-20(22)25/h2-3H,4-17H2,1H3,(H,21,23)
SMILES
COCCOCCOCCOCCOCCOCCNC(=O)CCN1C(=O)C=CC1=O

mPEG6-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 modular PROTAC assembly where the linker mediates spatial and physicochemical tuning between the E3 ligase binder and the target-binding moiety. The following sections describe the structure and practical reactivity considerations for constructing PROTACs using this linker.

Structure: The linker comprises a methoxy-terminated poly(ethylene glycol) chain bearing a terminal amide-linked maleimide. It contains an amide bond connecting the PEG segment to the maleimide ring, plus a conjugated cyclic imide motif. The PEG portion imparts hydrophilicity and conformational flexibility, while the maleimide provides a reactive electrophilic center.

Reactivity: Maleimide groups typically undergo Michael-type addition with free thiols under mildly basic to neutral aqueous conditions, forming a stable thioether adduct. For PROTAC synthesis, thiol-functional components are commonly prepared to minimize disulfide formation, and buffers are selected to avoid thiol-reactive side reactions. Reaction mixtures are often kept at controlled temperature and protected from reducing agents that can interfere with maleimide availability; no special catalysts are generally required for the conjugation step.

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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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