Azido-PEG3-methyl ester

 CAS No.: 2086689-07-6  Cat No.: BP-500955  Purity: 98% 4.5  

Azido-PEG3-methyl ester is a short, three–ethylene glycol unit polyethylene glycol linker bearing a terminal azide and a methyl ester at the opposite end. The azide functionality enables bioorthogonal conjugation via copper-catalyzed or strain-promoted azide–alkyne cycloaddition, allowing precise attachment to complementary handles on PROTAC ligands or other targeting modules while minimizing nonspecific reactions. The PEG segment provides aqueous solubility, conformational flexibility, and spatial separation that can improve productive ternary-complex formation by reducing steric constraints between the recruited target-binding moiety and the E3 ligase ligand. In PROTAC design workflows, this linker is commonly used to connect, functionalize, or further derivatize intermediates, including subsequent ester hydrolysis or amidation to generate reactive carboxylates for coupling. Overall, it is a practical, modular building block for constructing targeted protein degradation conjugates and for optimizing linker length and attachment chemistry in structure–activity studies.

Azido-PEG3-methyl ester

Structure of 2086689-07-6

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PROTAC Linker
Molecular Formula
C₁₀H₁₉N₃O₅
Molecular Weight
261.27

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

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Purity
98%
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
methyl 3-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]propanoate
Synonyms
methyl 3-{2-[2-(2-azidoethoxy)ethoxy]ethoxy}propanoate; AZIDO-PEG3-METHYL?ESTER
InChI Key
OEJNDRBQIKCJBR-UHFFFAOYSA-N
InChI
InChI=1S/C10H19N3O5/c1-15-10(14)2-4-16-6-8-18-9-7-17-5-3-12-13-11/h2-9H2,1H3
SMILES
COC(=O)CCOCCOCCOCCN=[N+]=[N-]

Azido-PEG3-methyl ester is a PEG-based, azide-functional linker designed for modular PROTAC synthesis, enabling efficient attachment of targeting ligands through bioorthogonal “click” chemistry. Its flexible polyethylene glycol segment supports favorable solubility and conformational behavior, while the methyl ester provides a reactive handle for subsequent derivatization. These features make it well suited for constructing degraders where controlled conjugation and robust linker chemistry are required; the following points describe the structure and practical reactivity considerations in detail below.

Structure: This linker contains a terminal azide group and a short polyethylene glycol chain terminating in a methyl ester. It features ether linkages typical of PEG, an ester carbonyl, and an azide functional group suitable for cycloaddition. Overall, it is a polar, flexible, and chemically stable scaffold for conjugation.

Reactivity: The azide enables strain-promoted or copper-catalyzed azide–alkyne cycloaddition to form stable triazole linkages, commonly used to connect PROTAC components. For ester functionalization, standard ester derivatization or nucleophilic substitution strategies can be applied to install the desired attachment point. Typical conditions use compatible organic solvents, with catalyst choice and protecting-group strategy guided by the functional groups present on the partner ligands.

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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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