Mal-amido-PEG8-CH2CH2COOPFP ester

 CAS No.: 2055023-14-6  Cat No.: BP-501719  Purity: >97% 4.5  

Mal-amido-PEG8-CH2CH2COOPFP ester is a heterobifunctional polyethylene glycol (PEG) linker designed for PROTAC and targeted protein degradation workflows, featuring a maleimide (Mal) amide handle for selective conjugation to thiol-containing ligands, coupled to a terminal carboxylate activated as an O-alkyl pentafluorophenyl (OPFP) ester for subsequent acyl transfer chemistry. Structurally, the linker incorporates an eight-unit PEG chain that provides aqueous solubility, conformational flexibility, and reduced steric interference between the two binding partners. In PROTAC construction, the maleimide moiety enables efficient attachment to cysteine- or thiol-functionalized targeting ligands, while the OPFP ester serves as a reactive electrophile to couple the opposite end to an amine-bearing component (e.g., a second ligand or E3 ligase-recruiting module) under mild conditions. This architecture supports modular synthesis and optimization of ternary-complex-forming degraders, helping researchers tune linker length and geometry to improve degradation potency and experimental tractability.

Mal-amido-PEG8-CH2CH2COOPFP ester

Structure of 2055023-14-6

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Category
PROTAC Linker
Molecular Formula
C₃₂H₄₃F₅N₂O₁₃
Molecular Weight
758.68
Appearance
Viscous Liquid

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

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Purity
>97%
Appearance
Viscous Liquid
Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
(2,3,4,5,6-pentafluorophenyl) 3-[2-[2-[2-[2-[2-[2-[2-[2-[3-(2,5-dioxopyrrol-1-yl)propanoylamino]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoate
Synonyms
Maleimide-NH-PEG8-CH2CH2COOPFP Ester
Boiling Point
782.6±60.0 °C at 760 mmHg
Density
1.3±0.1 g/cm3
InChI Key
FEGJRGANWNMURJ-UHFFFAOYSA-N
InChI
InChI=1S/C32H43F5N2O13/c33-27-28(34)30(36)32(31(37)29(27)35)52-26(43)4-7-44-9-11-46-13-15-48-17-19-50-21-22-51-20-18-49-16-14-47-12-10-45-8-5-38-23(40)3-6-39-24(41)1-2-25(39)42/h1-2H,3-22H2,(H,38,40)
SMILES
C1=CC(=O)N(C1=O)CCC(=O)NCCOCCOCCOCCOCCOCCOCCOCCOCCC(=O)OC2=C(C(=C(C(=C2F)F)F)F)F

This Mal-amido-PEG8-CH2CH2COOPFP ester is a multifunctional PROTAC linker designed to connect a maleimide-bearing handle with a PEG-based spacer and a reactive ester terminus. Its flexible polyethylene glycol segment can improve solubility and spatial reach between ligands, while the electrophilic ester enables efficient conjugation strategies used in targeted protein degradation workflows. The detailed structural and reactivity considerations for PROTAC construction are provided below.

Structure: The linker contains a maleimide-derived amide motif, an extended PEG spacer, and a terminal carboxylate functional group presented as an activated ester. It features ether linkages within the PEG chain, amide bonds, and an electrophilic carbonyl suitable for acyl transfer, supporting aqueous compatibility and conformational flexibility.

Reactivity: The activated ester terminus is suitable for nucleophilic acyl substitution with primary amines or other suitable nucleophiles under mild, commonly used coupling conditions for bioconjugation. The maleimide functionality is typically reactive toward thiols via a Michael-type addition, enabling chemoselective ligand attachment. Solvent systems that maintain maleimide stability and nucleophile reactivity, along with pH control and exclusion of competing thiols, are generally required for reliable PROTAC synthesis.

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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

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g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
g/mol
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