Azido-PEG3-CH2CO2Me

 CAS No.: 1253389-31-9  Cat No.: BP-501219  Purity: 98% 4.5  

Azido-PEG3-CH2CO2Me is a heterobifunctional polyethylene glycol linker bearing a terminal azide for bioorthogonal conjugation and a methyl ester for subsequent coupling to PROTAC warheads or ligands. Structurally, it comprises a short PEG chain that provides aqueous solubility and conformational flexibility, connected through a methylene spacer to a carboxylate methyl ester, while the azide group enables efficient click-chemistry attachment to alkyne-bearing partners under mild conditions. In PROTAC architectures, this linker can serve as a modular spacer that positions the two binding elements to favor productive ternary complex formation with the target protein and the E3 ligase recruiter. Its PEG character helps reduce aggregation and nonspecific interactions, improving experimental handling and conjugation yields. As a research tool, it supports rapid synthesis and systematic optimization of linker length and geometry, facilitating structure–activity relationship studies in targeted protein degradation workflows.

Azido-PEG3-CH2CO2Me

Structure of 1253389-31-9

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PROTAC Linker
Molecular Formula
C₉H₁₇N₃O₅
Molecular Weight
247.25

* 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 2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]acetate
Synonyms
methyl 2-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)acetate
InChI Key
LSDSMTUGTPBTDI-UHFFFAOYSA-N
InChI
InChI=1S/C9H17N3O5/c1-14-9(13)8-17-7-6-16-5-4-15-3-2-11-12-10/h2-8H2,1H3
SMILES
COC(=O)COCCOCCOCCN=[N+]=[N-]

Azido-PEG3-CH2CO2Me is a functionalized polyethylene glycol linker designed for modular PROTAC assembly, enabling efficient conjugation of ligands through azide-based bioorthogonal chemistry. Its PEG segment provides conformational flexibility and improved solubility, which can help maintain productive ternary complex formation. The terminal ester handle supports downstream derivatization strategies, making this linker a practical building block for researchers optimizing targeted protein degradation workflows. Detailed structural and reactivity considerations are provided below.

Structure: The molecule contains an azide-bearing PEG chain terminating in a methylene carboxylate ester. It features ether linkages within the PEG segment, a flexible aliphatic spacer, and a terminal ester group, together creating a polar, hydrophilic scaffold with reactive azide functionality for conjugation.

Reactivity: The azide group is well suited for copper-catalyzed azide–alkyne cycloaddition or strain-promoted azide–alkyne cycloaddition, enabling efficient ligand coupling under mild, water-compatible conditions. For ester-based modification, nucleophilic substitution or hydrolysis/transesterification can be used depending on the desired attachment chemistry. Typical setups employ inert or buffered aqueous/organic solvent mixtures and standard catalysts for click reactions, with reaction monitoring by chromatography or spectroscopy.

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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

* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
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