Bromo-PEG4-azide

 CAS No.: 1951439-37-4  Cat No.: BP-501345  Purity: >95% 4.5  

Bromo-PEG4-azide is a bifunctional polyethylene glycol linker bearing an alkyl bromide handle and a terminal azide group, providing a short, flexible PEG chain that improves solubility and reduces steric constraints in conjugation workflows. In PROTAC construction, the azide functionality enables efficient bioorthogonal attachment (commonly via strain-promoted or Cu-free azide–alkyne cycloaddition) to install or exchange targeting and E3-ligase–binding modules, while the bromide serves as a reactive electrophile for subsequent functionalization or coupling strategies used to elaborate the linker into a final degrader scaffold. The PEG4 spacer length and ether-rich backbone are widely used to tune linker conformational freedom, thereby supporting productive ternary complex formation between the two ligands and the recruited E3 ligase. This linker is valuable for researchers optimizing synthetic routes and evaluating how linker geometry and hydrophilicity impact degradation potency, selectivity, and cellular performance.

Bromo-PEG4-azide

Structure of 1951439-37-4

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Category
PROTAC Linker
Molecular Formula
C10H20BrN3O4
Molecular Weight
326.19
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
Appearance
Pale Yellow or Colorless Oily Liquid
Storage
Store at 2-8°C
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
1-azido-2-[2-[2-[2-(2-bromoethoxy)ethoxy]ethoxy]ethoxy]ethane
Synonyms
Azido-PEG4-Br; N3-PEG4-CH2CH2Br; 1-Azido-14-bromo-3,6,9,12-tetraoxatetradecane; 3,6,9,12-Tetraoxatetradecane, 1-azido-14-bromo-
InChI Key
YICYFFFKHLMTQK-UHFFFAOYSA-N
InChI
InChI=1S/C10H20BrN3O4/c11-1-3-15-5-7-17-9-10-18-8-6-16-4-2-13-14-12/h1-10H2
SMILES
C(COCCOCCOCCOCCBr)N=[N+]=[N-]

Bromo-PEG4-azide is a bifunctional polyethylene glycol linker designed for modular PROTAC assembly, combining a reactive bromide handle with a terminal azide for orthogonal conjugation. Its PEG-based scaffold provides conformational flexibility and improved solubility in typical linker–ligand coupling workflows, supporting efficient formation of targeted protein degraders. The detailed structural and reactivity considerations for constructing PROTACs with this linker are provided below.

Structure: The linker comprises an ether-rich PEG chain bearing a bromo substituent and a terminal azide. It features stable C–O ether linkages and a carbon–bromine bond, along with an azide functional group suitable for copper-catalyzed azide–alkyne cycloaddition. Overall, it is typically flexible and polar.

Reactivity: The bromo group is suited for nucleophilic substitution or related halide-displacement strategies to connect to nucleophile-bearing PROTAC fragments under standard organic coupling conditions. The azide enables efficient click conjugation via azide–alkyne cycloaddition, commonly using copper catalysts and compatible solvents to form a triazole linkage. Careful choice of solvent and base, plus exclusion of moisture where required, helps maintain functional-group integrity during sequential assembly.

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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

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g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
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