m-PEG12-Mal

 Cat No.: BP-501789 4.5  

m-PEG12-Mal is a methoxy-terminated polyethylene glycol (PEG) linker bearing a maleimide functional group, designed for stable conjugation in targeted protein degradation workflows. Structurally, it consists of a linear PEG chain of intermediate length capped with a maleimide at one end and a methoxy group at the other, providing both aqueous solubility and a flexible spacer between the PROTAC “warhead” and the E3 ligase-binding moiety. The maleimide readily reacts with thiols (for example, cysteine residues or engineered thiol handles) via a Michael-type addition to form a stable thioether linkage, enabling site-specific attachment without significantly perturbing the binding pharmacophores. In PROTAC design, this linker architecture helps tune effective molarity, reduce steric interference, and improve conjugate handling by minimizing aggregation. As a modular PEG–maleimide reagent, it is valuable for constructing and optimizing thiol-reactive PROTAC intermediates and related targeted degradation conjugates.

m-PEG12-Mal

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Category
PROTAC Linker
Molecular Formula
C₃₂H₅₈N₂O₁₅
Molecular Weight
710.81

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

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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
3-(2,5-dioxopyrrol-1-yl)-N-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethyl]propanamide
InChI Key
OVCDVKBUIQUWMR-UHFFFAOYSA-N
InChI
InChI=1S/C32H58N2O15/c1-38-8-9-40-12-13-42-16-17-44-20-21-46-24-25-48-28-29-49-27-26-47-23-22-45-19-18-43-15-14-41-11-10-39-7-5-33-30(35)4-6-34-31(36)2-3-32(34)37/h2-3H,4-29H2,1H3,(H,33,35)
SMILES
COCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCNC(=O)CCN1C(=O)C=CC1=O

m-PEG12-Mal is a polyethylene glycol (PEG)–based maleimide linker designed for efficient conjugation in targeted protein degradation workflows. Its maleimide functionality enables selective coupling to thiol-bearing ligands, supporting the modular assembly of PROTACs that bring an E3 ligase recruiter into proximity with a target-binding moiety. The PEG segment provides conformational flexibility and improved solubility, which can benefit synthesis and subsequent biological handling. Detailed structural and reactivity considerations are provided below.

Structure: The linker comprises a PEG chain terminated with a maleimide group, incorporating an unsaturated cyclic imide. It features ether linkages along the PEG backbone and a carbon–carbon double bond within the maleimide ring. The overall structure is flexible, hydrophilic, and suitable for aqueous-phase conjugation.

Reactivity: Maleimides typically undergo thiol–Michael addition under mildly basic to neutral conditions, forming a stable thioether linkage. For PROTAC assembly, thiol-containing components (e.g., cysteine-derivatized ligands) are reacted with the maleimide linker in an appropriate aqueous buffer, often with inert atmosphere to limit oxidation of free thiols. Purification is commonly performed after conjugation to remove excess reagents and side products.

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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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