mPEG3-azide

 CAS No.: 74654-06-1  Cat No.: BP-500281  Purity: >95% 4.5  

mPEG3-azide is a methoxy-terminated polyethylene glycol (PEG) linker bearing a terminal azide group, providing a short, flexible hydrophilic chain suitable for bioconjugation workflows. Structurally, the PEG segment acts as a solubilizing and spacing element, while the azide enables efficient and chemoselective attachment through azide–alkyne cycloaddition (“click” chemistry) or related azide-reactive coupling strategies. In PROTAC and targeted protein degradation design, such linkers are commonly used to connect or functionalize PROTAC components, for example by introducing a reactive handle that can be positioned to optimize the spatial relationship between the target-binding ligand and the E3-recruiting moiety. The PEG spacer can also help reduce aggregation and nonspecific hydrophobic interactions, improving handling and, in some cases, the effective presentation of functional groups during synthesis and characterization. Overall, mPEG3-azide is a practical building block for modular PROTAC assembly and linker optimization in structure–activity studies.

mPEG3-azide

Structure of 74654-06-1

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PROTAC Linker
Molecular Formula
C₇H₁₅N₃O₃
Molecular Weight
189.21

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

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Purity
>95%
Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
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Room temperature in continental US; may vary elsewhere.
IUPACName
1-azido-2-[2-(2-methoxyethoxy)ethoxy]ethane
Synonyms
m-PEG3-azide;mPEG3-N3; 1-azido-2-(2-(2-methoxyethoxy)ethoxy)ethane
InChI Key
ZSSKNHYYIBAWRX-UHFFFAOYSA-N
InChI
InChI=1S/C7H15N3O3/c1-11-4-5-13-7-6-12-3-2-9-10-8/h2-7H2,1H3
SMILES
COCCOCCOCCN=[N+]=[N-]

mPEG3-azide is a polyethylene glycol (mPEG) linker bearing a terminal azide group, designed for efficient modular assembly of PROTAC constructs through bioorthogonal conjugation. Its PEG-rich scaffold provides solubility and conformational flexibility, supporting reliable tethering between targeting and recruitment ligands. The azide handle enables robust attachment strategies under mild conditions, minimizing disruption to sensitive warheads. The points below describe the structure and practical reactivity considerations in detail.

Structure: mPEG3-azide consists of an mPEG chain terminated by an azide functional group. The linker features ether linkages along the PEG backbone and a terminal N3 moiety suitable for click-type chemistry. Its amphiphilic, flexible polymer character typically yields improved aqueous compatibility and reduced aggregation.

Reactivity: The azide group is commonly used in copper(I)-catalyzed azide–alkyne cycloaddition or related azide click reactions with complementary alkynes. Suitable conditions are mild and compatible with many ligand-bearing functional groups when appropriate Cu(I) generation systems, stabilizing ligands, and an oxygen-managed environment are employed. Solvents such as aqueous mixtures or polar organic media are frequently used, with reaction progress monitored by analytical methods to confirm completion.

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It is commonly abbreviated as: C1V1 = C2V2

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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