Bromo-PEG2-azide

 CAS No.: 530151-56-5  Cat No.: BP-500374  Purity: ≥95% 4.5  

Bromo-PEG2-azide is a bifunctional polyethylene glycol linker featuring a terminal azide group for bioorthogonal conjugation and a terminal bromide handle for further chemical derivatization. The PEG2 chain provides a short, flexible hydrophilic spacer that can reduce steric interference between a PROTAC warhead and an E3-ligase ligand, while maintaining sufficient proximity for productive ternary-complex formation. In PROTAC construction, the azide functionality enables efficient attachment via azide-reactive chemistries (e.g., copper-free or copper-catalyzed azide–alkyne cycloaddition, depending on compatibility), allowing researchers to connect the linker to complementary partners under mild conditions. The bromide site can be used to introduce additional functional groups or to support alternative coupling strategies, facilitating modular assembly of degradation scaffolds. This linker is valuable for systematic structure–activity relationship studies, enabling rapid optimization of linker length, polarity, and attachment geometry to improve targeted protein degradation performance.

Bromo-PEG2-azide

Structure of 530151-56-5

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Category
PROTAC Linker
Molecular Formula
C6H12BrN3O2
Molecular Weight
238.08
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%
Solubility
Soluble in DCM, DMF, DMSO
Appearance
Pale Yellow or Colorless Oily Matter
Storage
Store at 2-8°C
Shipping
Room temperature, or blue ice upon request.
IUPACName
1-azido-2-[2-(2-bromoethoxy)ethoxy]ethane
Synonyms
1-(2-azidoethoxy)-2-(2-bromoethoxy)ethane; Br-PEG2-N3; N3-PEG2-CH2CH2Br; Bromo-PEG2-C2-azide; Ethane, 1-(2-azidoethoxy)-2-(2-bromoethoxy)-; Azido-PEG2-Br
InChI Key
QZCKRLVDTQCBFT-UHFFFAOYSA-N
InChI
InChI=1S/C6H12BrN3O2/c7-1-3-11-5-6-12-4-2-9-10-8/h1-6H2
SMILES
C(COCCOCCBr)N=[N+]=[N-]

Bromo-PEG2-azide is a bifunctional PEG-based linker designed for modular assembly of PROTACs, enabling efficient conjugation between a ligand bearing an azide handle and a complementary partner containing a suitable coupling group. Its ether-rich polyethylene glycol scaffold provides conformational flexibility and improved solubility, while the orthogonal reactive termini support stepwise synthesis. The detailed Structure and Reactivity considerations below describe how this linker’s functional groups can be leveraged for targeted protein degradation workflows.

Structure: Bromo-PEG2-azide contains a short polyethylene glycol chain featuring ether linkages that confer flexibility and hydrophilicity. It bears an azide functionality for click-type coupling and a bromo leaving group for substitution chemistry. The molecule is an organohalide–azide conjugate with polar, hydrogen-bond-accepting ether atoms.

Reactivity: The azide group is well suited for copper-catalyzed azide–alkyne cycloaddition to connect PROTAC fragments under mild conditions, typically using a compatible alkyne partner and standard Cu(I) generation strategies in aqueous or mixed solvents. The bromo terminus can undergo nucleophilic substitution with amines or other nucleophiles to install additional handles. Orthogonal reactivity enables sequential functionalization to build PROTAC architectures while minimizing cross-reactivity.

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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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