Mal-PEG2-OH

 CAS No.: 34321-81-8  Cat No.: BP-501526  Purity: ≥95% 4.5  

Mal-PEG2-OH is a short, heterobifunctional PEG-based linker bearing a terminal maleimide (Mal) for selective thiol conjugation and a terminal hydroxyl (OH) that provides a defined, hydrophilic spacer. Structurally, it comprises a two–ethylene glycol unit PEG segment that separates the reactive maleimide from the attachment point, minimizing steric interference and improving aqueous solubility of conjugates. In PROTAC design and targeted degradation workflows, Mal-PEG2-OH is used to connect a cysteine- or thiol-containing ligand (or a thiol introduced via engineered cysteine residues or reducing agents) to another PROTAC module, enabling controlled formation of stable thioether linkages through the maleimide–thiol reaction. Its compact PEG length supports efficient ternary complex formation while reducing nonspecific hydrophobic interactions. This linker is valuable for constructing modular, water-compatible PROTACs and for optimizing conjugation chemistry in experiments requiring reproducible, site-specific attachment.

Mal-PEG2-OH

Structure of 34321-81-8

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Category
PROTAC Linker
Molecular Formula
C8H11NO4
Molecular Weight
185.18
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 DMSO
Appearance
Pale Yellow or Colorless Oily Matter
Storage
Store at 2-8°C for short term (days to weeks) or -20°C for long term (months to years)
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
1-[2-(2-hydroxyethoxy)ethyl]pyrrole-2,5-dione
Synonyms
Mal-PEG2-alcohol; Maleimide-PEG2-alcohol; 1-(2-(2-Hydroxyethoxy)ethyl)-1H-pyrrole-2,5-dione; 1H-Pyrrole-2,5-dione, 1-[2-(2-hydroxyethoxy)ethyl]-; 1-[2-(2-hydroxyethoxy)ethyl]-2,5-dihydro-1H-pyrrole-2,5-dione
Boiling Point
361.7±22.0°C (Predicted)
Density
1.317±0.06 g/cm3 (Predicted)
InChI Key
IIYLRYHFPWHINS-UHFFFAOYSA-N
InChI
InChI=1S/C8H11NO4/c10-4-6-13-5-3-9-7(11)1-2-8(9)12/h1-2,10H,3-6H2
SMILES
C1=CC(=O)N(C1=O)CCOCCO

Mal-PEG2-OH is a PEG-based maleimide linker designed for efficient conjugation in PROTAC workflows, enabling the installation of a stable tether between a ligand and a recruiter-binding moiety. Its maleimide functionality supports selective coupling to thiol-containing partners, while the polyethylene glycol segment improves solubility and can help tune linker flexibility and effective intramolecular proximity. The detailed Structure and Reactivity characteristics are provided below.

Structure: Mal-PEG2-OH is a maleimide-containing polyethylene glycol derivative featuring a thio-Michael acceptor (maleimide) and a terminal hydroxyl group. The molecule contains an unsaturated cyclic imide core linked to an ether-rich PEG chain, providing a polar, water-compatible scaffold with multiple hydrogen-bonding sites.

Reactivity: The maleimide group undergoes thiol–maleimide conjugation via a Michael addition under mildly basic conditions, typically using thiol-containing ligands or cysteine-bearing intermediates. Reactions are commonly performed in aqueous or mixed aqueous/organic solvents to maintain solubility, with careful control of pH and thiol stoichiometry to favor selective adduct formation. No transition-metal catalyst is generally required for the coupling 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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