Azido-PEG5-Br

 CAS No.: 1402411-90-8  Cat No.: BP-500271  Purity: ≥95% 4.5  

Azido-PEG5-Br is a heterobifunctional polyethylene glycol linker featuring a terminal azide group and a terminal bromide, connected through a PEG chain of five ethylene glycol units. The azide functionality enables bioorthogonal conjugation via azide–alkyne cycloaddition (CuAAC or strain-promoted variants) to install or attach targeting and recognition modules under conditions compatible with sensitive biomolecules. In parallel, the bromide terminus provides a reactive handle for nucleophilic substitution or related halogen-activation strategies, allowing incorporation into electrophile-bearing intermediates or attachment to amine/thiol-containing fragments depending on the synthetic route. In PROTAC design, this linker is valuable as a modular “build-to-order” spacer that controls distance and flexibility between ligands, which can strongly influence ternary complex formation and the efficiency of ubiquitin–ligase recruitment. Its PEG-based solubility and tunable reach make it useful for systematic linker optimization in targeted protein degradation research.

Azido-PEG5-Br

Structure of 1402411-90-8

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Category
PROTAC Linker
Molecular Formula
C12H24BrN3O5
Molecular Weight
370.24
Appearance
Pale Yellow or Colorless Oily Matter

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

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Purity
≥95%
Appearance
Pale Yellow or Colorless Oily Matter
Storage
Store at 2-8°C
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
1-azido-2-[2-[2-[2-[2-(2-bromoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethane
Synonyms
Bromo-PEG5-azide;Bromo-PEG5-Azide; Br-PEG5-N3; N3-PEG5-CH2CH2Br; 1-Azido-17-bromo-3,6,9,12,15-pentaoxaheptadecane; 3,6,9,12,15-Pentaoxaheptadecane, 1-azido-17-bromo-
InChI Key
KTOVCBYDDDWFOX-UHFFFAOYSA-N
InChI
InChI=1S/C12H24BrN3O5/c13-1-3-17-5-7-19-9-11-21-12-10-20-8-6-18-4-2-15-16-14/h1-12H2
SMILES
C(COCCOCCOCCOCCOCCBr)N=[N+]=[N-]

Azido-PEG5-Br is a bifunctional polyethylene glycol linker designed for modular assembly of PROTACs, enabling efficient conjugation between a ligand and a targeting warhead. Its combination of a terminal azide and a brominated handle supports orthogonal “click-ready” coupling strategies and flexible linker positioning, which can help tune solubility and effective ternary complex formation. The following sections describe the linker’s structure and the practical reactivity considerations for PROTAC construction in detail below.

Structure: The linker contains a PEG ether backbone that provides conformational flexibility and hydrophilicity, terminating in an azide group and a bromide-bearing site. It features ether linkages along the chain and a terminal azide suitable for bioorthogonal cycloaddition, with a halide functionality for substitution chemistry.

Reactivity: The azide group is well suited for copper-catalyzed azide–alkyne cycloaddition with alkyne-functional partners under standard click conditions, typically using Cu(I) sources and compatible aqueous/organic solvent mixtures. The bromide handle can participate in nucleophilic substitution or related coupling workflows to install the linker onto electrophilic or nucleophilic intermediates. Careful choice of solvent, base, and copper control helps minimize side reactions and preserve sensitive ligands.

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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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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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