Bromo-PEG5-phosphonic acid
CAS No.: 1446282-37-6
Cat No.: BP-501261
4.5 
Bromo-PEG5-phosphonic acid is a bifunctional PEG-based linker featuring a terminal bromo group suitable for chemoselective substitution and a phosphonic acid group that mainly contributes acidity, polarity, and coordination capability. The PEG5 segment provides a flexible, hydrophilic spacer that helps reduce steric interference between a warhead (e.g., ligand for a target protein) and an E3 ligase-binding moiety, improving productive ternary complex formation in PROTAC constructs. In targeted protein degradation design, the bromo functionality can be used to install the linker onto nucleophilic partners or to enable subsequent coupling to generate a stable, defined connection point, while the alkyl bromide is the principal covalent reaction site for nucleophilic substitution and the phosphonic acid mainly tunes physicochemical properties. This linker is valuable for researchers seeking modular synthesis of PROTACs and related targeted degradation tools, where spacer flexibility and robust functional-group compatibility are critical for optimizing degradation efficiency.
Structure of 1446282-37-6
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Bromo-PEG5-phosphonic acid is a PEG-based, bifunctional linker designed for building targeted protein degradation (PROTAC) constructs. Its brominated handle enables controlled conjugation to electrophile-reactive partners, while the phosphonic acid provides strong, tunable interactions and robust chemical functionality for linker design. The combination of a flexible polyethylene glycol spacer with a phosphate-like acid group supports favorable solubility and spatial presentation of ligands, improving the practical assembly of PROTACs. The following points describe the structure and reactivity in detail below.
Structure: The molecule contains a polyethylene glycol spacer terminating in a bromine-bearing group and a phosphonic acid functionality. It features ether linkages within the PEG chain, a carbon–bromine bond at the reactive terminus, and a phosphorus–oxygen framework characteristic of phosphonic acids, supporting high polarity and hydrogen-bonding capacity.
Reactivity: The bromo terminus is suitable for nucleophilic substitution or coupling strategies commonly used in PROTAC linker synthesis, typically under conditions that activate the electrophile and employ nucleophiles such as amines or organometallic reagents. The phosphonic acid can be used for salt formation or for further derivatization via standard phosphonate chemistry. Solvents are chosen to balance PEG solubility and nucleophile stability, often with inert atmosphere when required by the coupling chemistry.
* 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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