mPEG9-bromide

 CAS No.: 125562-30-3  Cat No.: BP-500717  Purity: >95% 4.5  

mPEG9-bromide is a monofunctional methoxy-poly(ethylene glycol) bromide used as a PEG-based alkylating linker for PROTAC and related targeted degradation constructs. Structurally, it comprises a methoxy-terminated PEG chain with a terminal bromide, providing a defined, relatively short PEG spacer that can be introduced through nucleophilic substitution to install PEG into larger ligands or linker frameworks. In PROTAC design, this PEG spacer can modulate solubility, reduce nonspecific hydrophobic interactions, and tune the effective distance and flexibility between the recruiting ligand and the E3-ligase-binding moiety, thereby influencing ternary complex formation and degradation efficiency. The terminal bromide enables straightforward conjugation to amine- or thiol-containing partners under appropriate conditions, facilitating rapid assembly and systematic linker optimization in targeted protein degradation research.

mPEG9-bromide

Structure of 125562-30-3

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Category
PROTAC Linker
Molecular Formula
C19H39BrO9
Molecular Weight
491.41
Appearance
Pale Yellow or Colorless Oily Liquid

* 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 Liquid
Storage
Store at 2-8°C
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
1-[2-[2-[2-[2-[2-[2-[2-(2-bromoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]-2-methoxyethane
Synonyms
m-PEG9-Br; m-PEG9-bromide; 28-bromo-2,5,8,11,14,17,20,23,26-nonaoxaoctacosane; Bromo-PEG9-methoxy; 2,5,8,11,14,17,20,23,26-Nonaoxaoctacosane, 28-bromo-; Methyl-peg9-bromide
Boiling Point
498.1±40.0°C (Predicted)
Density
1.190±0.06 g/cm3 (Predicted)
InChI Key
UVVCGSZTSMUNGX-UHFFFAOYSA-N
InChI
InChI=1S/C19H39BrO9/c1-21-4-5-23-8-9-25-12-13-27-16-17-29-19-18-28-15-14-26-11-10-24-7-6-22-3-2-20/h2-19H2,1H3
SMILES
COCCOCCOCCOCCOCCOCCOCCOCCOCCBr

mPEG9-bromide is a polyethylene glycol (mPEG) bromide linker designed to support PROTAC synthesis workflows that require efficient installation of an mPEG handle onto nucleophilic partners. Its ether-rich, flexible scaffold can improve solubility and bioconjugation compatibility, while the bromide leaving group enables controlled coupling strategies used to assemble targeted degradation constructs. The detailed Structure and Reactivity parameters are provided below to guide experimental design.

Structure: The linker consists of a methoxy-terminated poly(ethylene glycol) chain bearing a terminal bromide. The predominant ether linkages confer conformational flexibility, hydrophilicity, and chemical stability under typical organic synthesis conditions. The terminal C–Br bond provides a reactive handle for substitution-based functionalization.

Reactivity: mPEG9-bromide is commonly used in nucleophilic substitution reactions to form ether or related linkages, depending on the nucleophile employed. Suitable conditions typically involve polar aprotic solvents and base systems that generate the nucleophile while minimizing side reactions. Mechanistically, the bromide acts as a leaving group, enabling SN2-type coupling to install the PEG chain onto alcohol or phenol-derived nucleophiles; catalysts are generally not required for standard substitution protocols.

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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

* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
g/mol
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