m-PEG16-Mal

Name: m-PEG16-Mal
Brand: BOC Sciences
Rating: 5 (1 reviews)

Cat No.: BP-502019 4.5

m-PEG16-Mal is a maleimide-terminated, methoxy-capped polyethylene glycol linker featuring a long, flexible PEG chain that provides aqueous solubility and spatial separation between conjugated partners. The maleimide group enables chemoselective thioether formation with suitably positioned thiols (for example, cysteine-containing ligands or reduced thiol handles), making it well suited for modular PROTAC assembly where an E3 ligase–binding moiety or a target-binding ligand is functionalized with a thiol. In PROTAC design, the PEG spacer helps tune effective linker length and conformational freedom, which can improve ternary complex formation by reducing steric clashes and allowing productive orientation of the two binding domains. This linker is valuable for researchers developing targeted protein degradation constructs, particularly when flexible, water-compatible spacing and reliable thiol–maleimide conjugation are required for iterative synthesis and structure–activity optimization.

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Category

PROTAC Linker

Molecular Formula

C₄₀H₇₄N₂O₁₉

Molecular Weight

887.02

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

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Comprehensive PROTAC Platform
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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-[2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethyl]propanamide

InChI Key

FKWHSTNULIKFMI-UHFFFAOYSA-N

InChI

InChI=1S/C40H74N2O19/c1-46-8-9-48-12-13-50-16-17-52-20-21-54-24-25-56-28-29-58-32-33-60-36-37-61-35-34-59-31-30-57-27-26-55-23-22-53-19-18-51-15-14-49-11-10-47-7-5-41-38(43)4-6-42-39(44)2-3-40(42)45/h2-3H,4-37H2,1H3,(H,41,43)

SMILES

COCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCNC(=O)CCN1C(=O)C=CC1=O

m-PEG16-Mal is a maleimide-terminated PEG linker designed for efficient conjugation in PROTAC workflows, enabling stable attachment of thiol-bearing ligands through a chemoselective Michael-type addition. Its PEG spacer provides favorable solubility and conformational flexibility, which can improve productive ternary complex formation. This molecule will be described in detail below, including its structural characteristics and the practical reactivity considerations for PROTAC assembly.

Structure: m-PEG16-Mal consists of a polyethylene glycol chain terminating in a maleimide functional group. The linker features an electrophilic maleimide ring capable of selective thiol addition, along with ether linkages that confer hydrophilicity, reduced nonspecific interactions, and adaptable chain conformation in aqueous media.

Reactivity: The maleimide group reacts with free thiols under mild, near-neutral aqueous conditions via a Michael addition to form a stable thioether linkage. For PROTAC construction, thiol-containing targeting ligands are typically generated or supplied as reduced cysteine/thiol derivatives, then reacted with the linker in suitable buffers that minimize thiol oxidation. Reaction efficiency can depend on pH, thiol stoichiometry, and exclusion of competing nucleophiles.

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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