mPEG5-bromide

 CAS No.: 854601-80-2  Cat No.: BP-500516  Purity: >95% 4.5  

mPEG5-bromide is a monofunctional methoxy-poly(ethylene glycol) bromide reagent featuring a short, defined PEG chain terminated with a reactive bromide. Structurally, it provides a hydrophilic, flexible spacer that can be used to introduce PEGylation-like properties while retaining a handle for subsequent chemical transformation. In PROTAC and targeted protein degradation workflows, such PEG linkers are commonly employed to tune solubility, reduce nonspecific hydrophobic interactions, and modulate the effective distance and orientation between a ligand-bearing “warhead” and the E3-recruiting module. The terminal bromide enables conversion into more stable or orthogonally reactive intermediates (e.g., for nucleophilic substitution or further functionalization), facilitating controlled conjugation strategies during linker assembly. As a practical building block, mPEG5-bromide supports iterative linker optimization, helping researchers improve physicochemical behavior and experimental handling of degraders without introducing additional bulky degradable motifs.

mPEG5-bromide

Structure of 854601-80-2

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Category
PROTAC Linker
Molecular Formula
C11H23BrO5
Molecular Weight
315.20
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%
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-bromoethoxy)ethoxy]ethoxy]ethoxy]-2-methoxyethane
Synonyms
m-PEG5-Br; m-PEG5-bromide; Bromo-PEG5-methoxy; 16-bromo-2,5,8,11,14-pentaoxahexadecane; Methyl-PEG5-bromide; 2,5,8,11,14-Pentaoxahexadecane, 16-bromo-; Br-(CH2CH2O)5-Me
Boiling Point
342.4±32.0 °C at 760 mmHg
Density
1.235±0.06 g/cm3 (Predicted)
InChI Key
BYGAERKSEUTLAH-UHFFFAOYSA-N
InChI
InChI=1S/C11H23BrO5/c1-13-4-5-15-8-9-17-11-10-16-7-6-14-3-2-12/h2-11H2,1H3
SMILES
COCCOCCOCCOCCOCCBr

mPEG5-bromide is an mPEG-based brominated linker reagent designed to enable ether-linked conjugation steps commonly used in PROTAC synthesis workflows. Its PEG character supports solubility and improved handling of conjugates, while the bromide functionality provides a versatile electrophilic handle for downstream coupling. The following points describe the linker’s structure and practical reactivity considerations in detail.

Structure: mPEG5-bromide consists of a methoxy-terminated polyethylene glycol chain bearing a terminal bromide. The molecule features repeating ether linkages along the PEG backbone and a carbon–bromine bond at the reactive terminus. Its flexible, hydrophilic PEG architecture typically confers good water compatibility and reduced aggregation.

Reactivity: The terminal bromide can participate in nucleophilic substitution reactions to form C–O or C–N bonds when paired with appropriate nucleophiles used to build PROTAC conjugates. Suitable conditions generally involve polar aprotic solvents, controlled temperature, and base selection compatible with both the nucleophile and the functional groups on the partner ligand. Reaction pathways follow standard SN-type substitution principles, with careful consideration of nucleophile strength and steric accessibility.

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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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