Bromo-PEG1-acetic acid

 CAS No.: 1135131-50-8  Cat No.: BP-501149  Purity: ≥95% 4.5  

Bromo-PEG1-acetic acid is a short, bromo-functional polyethylene glycol linker bearing a terminal acetic acid group, providing a flexible hydrophilic spacer with a reactive bromide for subsequent chemical conjugation. In PROTAC construction, such linkers are commonly used to connect a ligand or warhead to another component while tuning the effective distance and local orientation required for productive ternary complex formation with the target protein and the E3 ligase. The PEG segment improves solubility and can reduce steric clashes at the conjugation junction, whereas the carboxylic acid enables straightforward coupling to amines or other nucleophiles via standard peptide-coupling or esterification strategies. This reagent is valuable for researchers seeking modular, rapid synthesis of targeted degradation probes, allowing systematic variation of linker chemistry and attachment geometry to optimize degradation potency and selectivity in cellular assays.

Bromo-PEG1-acetic acid

Structure of 1135131-50-8

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Category
PROTAC Linker
Molecular Formula
C4H7BrO3
Molecular Weight
183.00
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
2-(2-bromoethoxy)acetic acid
Synonyms
Br-PEG1-CH2COOH; Bromo-PEG1-CH2CO2H; (2-bromo-ethoxy)-acetic acid; Acetic acid, 2-(2-bromoethoxy)-
Boiling Point
316.4±17.0 °C at 760 mmHg
Density
1.683±0.1 g/cm3
InChI Key
GBPDANKBFPPRCR-UHFFFAOYSA-N
InChI
InChI=1S/C4H7BrO3/c5-1-2-8-3-4(6)7/h1-3H2,(H,6,7)
SMILES
C(CBr)OCC(=O)O

Bromo-PEG1-acetic acid is a PEG-based bromoacetate linker designed to support PROTAC assembly through efficient electrophile–nucleophile coupling. Its ether-rich PEG segment provides conformational flexibility and improved solubility, which can help maintain productive geometry between the target-binding ligand and the E3-recruiting element. The bromoacetate handle enables straightforward functionalization under standard organic synthesis conditions. The structure and reactivity considerations for constructing PROTACs are described in detail below.

Structure: The linker contains a bromoacetate electrophile attached to a short polyethylene glycol chain terminating in a carboxylic acid. It features an alkyl bromide, ether linkages, and a carboxylic acid suitable for further derivatization. The PEG segment imparts hydrophilicity and flexibility, while the bromoacetate provides a reactive carbon center.

Reactivity: This compound is well suited for nucleophilic substitution reactions in PROTAC linker construction, where the bromoacetate carbon undergoes substitution by appropriate nucleophiles (commonly amines or related heteroatom nucleophiles) to form a stable C–N or C–heteroatom bond. Typical conditions use polar aprotic solvents with base to promote nucleophile formation, and mild temperatures to preserve sensitive functional groups. Reaction progress is generally monitored by chromatographic methods, and subsequent coupling steps can be performed using standard amide or ester-forming chemistry for the acid functionality.

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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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