Mal-PEG3-OH

 CAS No.: 146551-23-7  Cat No.: BP-501100  Purity: ≥95% 4.5  

Mal-PEG3-OH is a heterobifunctional PEG-based linker bearing a maleimide electrophile and a terminal hydroxyl group, providing a short, flexible three-unit polyethylene glycol spacer for PROTAC and related targeted degradation constructs. The maleimide moiety reacts selectively with thiol-containing nucleophiles (commonly cysteine residues or engineered thiol tags) via a Michael-type addition, enabling stable conjugation to thiol-functional ligands such as cysteine-bearing binding modules or cysteine-derivatized biomolecules. The PEG segment improves aqueous solubility, reduces steric congestion, and helps maintain productive geometry between the targeting ligand and the recruited degradation element, while the hydroxyl handle can be used for further derivatization or coupling strategies. In targeted protein degradation research, such linkers are valuable for modular assembly, allowing systematic optimization of linker length and flexibility to tune ternary complex formation and degradation efficiency.

Mal-PEG3-OH

Structure of 146551-23-7

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Category
PROTAC Linker
Molecular Formula
C10H15NO5
Molecular Weight
229.23
Related CAS
58914-60-6 (polymer) 894072-45-8 (polymer) 2569686-51-5 (polymer)
Appearance
Pale Yellow or Colorless Oily Matter

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

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Purity
≥95%
Solubility
Soluble in DCM, DMF, DMSO, Water
Appearance
Pale Yellow or Colorless Oily Matter
Storage
Store at 2-8°C
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
1-[2-[2-(2-hydroxyethoxy)ethoxy]ethyl]pyrrole-2,5-dione
Synonyms
Mal-PEG3-alcohol; Maleimide-PEG3-alcohol; 1-[2-[2-(2-Hydroxyethoxy)ethoxy]ethyl]-1H-pyrrole-2,5-dione; 1H-Pyrrole-2,5-dione, 1-[2-[2-(2-hydroxyethoxy)ethoxy]ethyl]-; 8-(N-maleimidyl)-3,6-dioxaoctan-1-ol
Boiling Point
393.8±27.0°C (Predicted)
Density
1.274±0.06 g/cm3 (Predicted)
InChI Key
DRANPRSEAZUMPF-UHFFFAOYSA-N
InChI
InChI=1S/C10H15NO5/c12-4-6-16-8-7-15-5-3-11-9(13)1-2-10(11)14/h1-2,12H,3-8H2
SMILES
C1=CC(=O)N(C1=O)CCOCCOCCO

Mal-PEG3-OH is a maleimide-terminated polyethylene glycol linker designed for efficient conjugation in PROTAC assembly workflows. Its maleimide functionality enables selective coupling to thiol-containing ligands, while the PEG spacer supports favorable solubility and flexible linker presentation to improve bioconjugation performance. The product is particularly useful for constructing targeted protein degraders where controlled attachment chemistry is required; detailed structural and reactivity considerations are provided below.

Structure: Mal-PEG3-OH comprises a maleimide electrophile linked to a short PEG chain ending in a terminal hydroxyl group. It contains a cyclic imide with activated alkene functionality and ether-rich PEG segments, providing conformational flexibility, improved hydrophilicity, and compatibility with aqueous bioconjugation conditions.

Reactivity: The maleimide group undergoes thiol–maleimide Michael addition under mildly basic aqueous conditions, typically using thiol-containing partners such as cysteine residues or thiol-functionalized ligands. Reactions are commonly performed in buffered aqueous solvents with controlled pH to favor selective addition while minimizing competing hydrolysis or side reactions. No special catalysts are generally required; careful stoichiometry and thiol protection/handling are important to maintain reactivity and reproducibility.

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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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