Bromo-PEG2-MS

 CAS No.: 1935075-34-5  Cat No.: BP-501548  Purity: >95% 4.5  

Bromo-PEG2-MS is a heterobifunctional polyethylene glycol (PEG) linker featuring a terminal bromo leaving group and a short PEG chain (two ethylene glycol units) terminated with a maleimide (MS) functionality. Structurally, it provides two distinct reactive handles: the bromo group enables efficient nucleophilic substitution or alkylation with suitably nucleophilic partners, while the maleimide moiety reacts selectively with thiols via a Michael addition to form a stable thioether linkage. In PROTAC and targeted degradation workflows, such linkers are used to spatially tune the distance and relative orientation between a ligand-bearing “warhead” and an E3-recruiting module, while maintaining aqueous solubility and reducing nonproductive aggregation. The short PEG length helps preserve productive ternary complex formation by limiting excessive flexibility, and the orthogonal chemistries support modular assembly under mild conditions. This makes Bromo-PEG2-MS a practical reagent for constructing degraders and related conjugates where controlled, site-specific coupling is essential.

Bromo-PEG2-MS

Structure of 1935075-34-5

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Category
PROTAC Linker
Molecular Formula
C5H11BrO4S
Molecular Weight
247.11
Appearance
Pale Yellow Oily Liquid

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

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Purity
>95%
Appearance
Pale Yellow Oily Liquid
Storage
Store at 2-8°C
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
2-(2-bromoethoxy)ethyl methanesulfonate
Synonyms
Br-PEG2-MS; Ethanol, 2-(2-bromoethoxy)-, 1-methanesulfonate
Boiling Point
363.4±22.0°C at 760 mmHg
Density
1.6±0.1 g/cm3
InChI Key
DADINSRJAJTRQY-UHFFFAOYSA-N
InChI
InChI=1S/C5H11BrO4S/c1-11(7,8)10-5-4-9-3-2-6/h2-5H2,1H3
SMILES
CS(=O)(=O)OCCOCCBr

Bromo-PEG2-MS is a PEG-based linker designed for modular conjugation in PROTAC construction, enabling efficient attachment of targeting ligands to E3 ligase–recruiting modules. Its ether-rich, flexible scaffold provides hydrophilic spacing while maintaining chemical handle accessibility for subsequent coupling steps. The bromo-functional group provides a practical electrophilic site for controlled synthesis workflows; detailed structural and reactivity considerations are provided below.

Structure: Bromo-PEG2-MS comprises a short polyethylene glycol chain containing ether linkages that impart flexibility and hydrophilicity. The molecule features a terminal bromo substituent as a reactive electrophile and a terminal mesylate (methanesulfonate) sulfonate ester as a second leaving-group handle. Overall, it is an ether-rich, polar linker with conformationally mobile segments.

Reactivity: The bromo and mesylate termini are electrophilic leaving-group handles suitable for SN2 substitution with appropriate nucleophiles under conditions that preserve PEG integrity. Common approaches use amine or other nucleophiles in polar aprotic solvents at moderate temperatures, often with base to drive substitution. For PROTAC assembly, the linker is typically introduced via stepwise ligand attachment, followed by purification to remove unreacted electrophile and byproducts, ensuring reproducible final conjugate composition.

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L

* 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
g

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