Mal-PEG6-acid

 CAS No.: 518044-42-3  Cat No.: BP-500093  Purity: >95% 4.5  

Mal-PEG6-acid is a heterobifunctional PEG-based linker designed for conjugation in targeted protein degradation workflows. Structurally, it comprises a maleimide reactive handle coupled to a six-unit poly(ethylene glycol) spacer terminating in a carboxylic acid, providing both aqueous solubility and a chemically addressable functional group for downstream coupling. In PROTAC construction, the maleimide moiety enables selective thioether formation with cysteine-containing ligands or engineered protein-binding components, while the PEG spacer helps maintain productive geometry and reduces steric interference between the recruiting ligand and the target-binding module. The terminal carboxylic acid offers an additional site for amide/ester formation or further derivatization, facilitating modular assembly and purification strategies. This linker is valuable for researchers seeking robust, water-compatible conjugation chemistry to generate defined PROTAC intermediates and to tune linker length and flexibility for improved degradation performance.

Mal-PEG6-acid

Structure of 518044-42-3

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Category
PROTAC Linker
Molecular Formula
C19H31NO10
Molecular Weight
433.45
Related CAS
357277-61-3 (polymer) 2422928-26-3 (polymer)
Appearance
Light Yellow or White Solid

* 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
Light Yellow or White Solid
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
3-[2-[2-[2-[2-[2-[2-(2,5-dioxopyrrol-1-yl)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoic acid
Synonyms
Mal-PEG6-CH2CH2COOH; Maleimide-PEG6-CH2CH2COOH; Mal-PEG6-COOH; Mal-PEG6-propionic acid; 1-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)-3,6,9,12,15,18-hexaoxahenicosan-21-oic acid; 21-(2,5-Dihydro-2,5-dioxo-1H-pyrrol-1-yl)-4,7,10,13,16,19-hexaoxaheneicosanoic acid; 3,6,9,12,15,18-Hexaoxaheneicosan-21-oic acid, 1-(2,5-dihydro-2,5-dioxo-1H-pyrrol-1-yl)-; 4,7,10,13,16,19-Hexaoxaheneicosanoic acid, 21-(2,5-dihydro-2,5-dioxo-1H-pyrrol-1-yl)-
Boiling Point
578.2±50.0°C (Predicted)
Density
1.234±0.06 g/cm3 (Predicted)
InChI Key
PSTLZOHJZGESFU-UHFFFAOYSA-N
InChI
InChI=1S/C19H31NO10/c21-17-1-2-18(22)20(17)4-6-26-8-10-28-12-14-30-16-15-29-13-11-27-9-7-25-5-3-19(23)24/h1-2H,3-16H2,(H,23,24)
SMILES
C1=CC(=O)N(C1=O)CCOCCOCCOCCOCCOCCOCCC(=O)O
ConcentrationVolumeMass1 mg5 mg10 mg
1 mM2.3071 mL11.5354 mL23.0707 mL
5 mM0.4614 mL2.3071 mL4.6141 mL
10 mM0.2307 mL1.1535 mL2.3071 mL

This Mal-PEG6-acid linker is designed for modular attachment of protein-binding ligands in targeted protein degradation platforms, enabling efficient construction of PROTACs with controlled linker length and hydrophilicity. Its maleimide handle supports selective conjugation to thiol-bearing partners, while the terminal carboxylic acid provides a versatile functional group for further coupling strategies. The combination of PEG-based spacing and reactive functionality can improve solubility and facilitate reproducible assembly of degradation constructs; detailed structure and reactivity guidance are provided below.

Structure: Mal-PEG6-acid contains a maleimide electrophile connected to a polyethylene glycol spacer terminating in a carboxylic acid. It features an alkene within the maleimide ring, ether linkages in the PEG chain, and a carboxylate-capable acidic group, contributing to water compatibility and stable conjugation chemistry.

Reactivity: The maleimide moiety undergoes thiol–maleimide conjugation under mild aqueous conditions, typically following Michael addition to form a stable thioether adduct. For PROTAC assembly, thiol-functionalized ligands or intermediates are reacted with the linker in buffered solvent systems while avoiding strong nucleophiles and conditions that promote maleimide hydrolysis. Subsequent coupling can be performed via carboxylic-acid activation using standard amide-forming chemistries.

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Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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