m-PEG2-azide

 CAS No.: 215181-61-6  Cat No.: BP-501284  Purity: 98% 4.5  

m-PEG2-azide is a short, methoxy-terminated polyethylene glycol linker bearing a terminal azide functional group, providing a flexible, water-compatible spacer for bioconjugation chemistry. In PROTAC construction, PEG linkers are commonly used to tune the effective distance and relative orientation between a targeting ligand (e.g., a ligand for an E3 ligase recruiter) and the other binding element, thereby improving productive ternary-complex formation and degradation efficiency. The azide handle enables efficient and selective conjugation via azide–alkyne cycloaddition (CuAAC) or related click approaches, allowing attachment to complementary alkyne-bearing partners under conditions compatible with many biomolecule-derived scaffolds. Its short PEG chain length helps balance solubility and steric control, which can be critical when optimizing linker length for specific protein targets. Overall, m-PEG2-azide is a practical, research-grade building block for assembling modular PROTACs and for rapid linker-optimization studies in targeted protein degradation workflows.

m-PEG2-azide

Structure of 215181-61-6

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Category
PROTAC Linker
Molecular Formula
C₅H₁₁N₃O₂
Molecular Weight
145.16

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

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Purity
98%
Storage
Pure form, -20°C, 3 years; 4°C, 2 years; In solvent, -80°C, 6 months; -20°C, 1 month
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
1-azido-2-(2-methoxyethoxy)ethane
Synonyms
1-azido-2-(2-methoxyethoxy)ethane; mPEG2-N3; azido-mPEG2; Ethane, 1-(2-azidoethoxy)-2-methoxy-; 1-(2-Azidoethoxy)-2-methoxyethane; 1-(2-methoxyethoxy)-2-azidoethane; 1-Azido-2-(2-methoxy-ethoxy)-ethane; Methoxypolyethylene glycol azide, (mPEG), M.W. 550
InChI Key
OXDZFVNIVMSPEG-UHFFFAOYSA-N
InChI
InChI=1S/C5H11N3O2/c1-9-4-5-10-3-2-7-8-6/h2-5H2,1H3
SMILES
COCCOCCN=[N+]=[N-]

m-PEG2-azide is a polyethylene glycol-based azide linker designed to support PROTAC assembly through bioorthogonal azide chemistry. Its PEG character promotes solubility and provides a flexible spacer that can improve productive alignment between the targeting ligand and the E3 ligase-recruiting module. The azide handle enables modular conjugation under mild conditions, facilitating rapid linker exchange and systematic structure–activity studies. Detailed structural and reactivity considerations are provided below.

Structure: The linker comprises a short methoxy-terminated PEG chain bearing an azide group at the opposite terminus. It contains ether linkages within the PEG segment and no aromatic core. The terminal azide provides a reactive functional handle while the PEG segment confers hydrophilicity and conformational flexibility.

Reactivity: The azide group is typically used in copper-catalyzed azide–alkyne cycloaddition or related strain-promoted azide reactions, enabling selective formation of a triazole linkage to an alkyne-bearing partner. For copper-catalyzed routes, standard practice employs a copper(I) source with appropriate ligands and aqueous or mixed aqueous solvents under mild temperatures to preserve sensitive ligands. Reaction proceeds via azide activation and cycloaddition, yielding a stable covalent conjugate suitable for PROTAC construction.

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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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