Azido-PEG3-C3-OH

 CAS No.: 1807512-36-2  Cat No.: BP-500831  Purity: 90% 4.5  

Azido-PEG3-C3-OH is a heterobifunctional, azide-terminated polyethylene glycol linker featuring a short PEG3 spacer connected to a propyl (C3) linker bearing a terminal hydroxyl group. Structurally, it provides a flexible, hydrophilic segment that can reduce steric interference and help position a reactive handle for efficient conjugation. In PROTAC and targeted protein degradation workflows, the azide group enables bioorthogonal “click” chemistry (commonly Cu(I)-catalyzed azide–alkyne cycloaddition or strain-promoted azide–alkyne cycloaddition) to attach the PROTAC arms to ligands or warheads bearing complementary alkyne functionalities, while the hydroxyl terminus can serve as a functional handle for further derivatization or coupling strategies. This linker is valuable for systematically tuning linker length, flexibility, and polarity to optimize ternary complex formation and degradation potency in cellular assays, while maintaining synthetic modularity for rapid PROTAC library generation.

Azido-PEG3-C3-OH

Structure of 1807512-36-2

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PROTAC Linker
Molecular Formula
C₉H₁₉N₃O₄
Molecular Weight
233.26

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

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Purity
90%
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
3-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]propan-1-ol
Synonyms
Azido-PEG3-(CH2)3OH
InChI Key
UUSDGPCVMBHTRJ-UHFFFAOYSA-N
InChI
InChI=1S/C9H19N3O4/c10-12-11-2-5-15-7-9-16-8-6-14-4-1-3-13/h13H,1-9H2
SMILES
C(CO)COCCOCCOCCN=[N+]=[N-]

Azido-PEG3-C3-OH is a polyethylene glycol-based PROTAC linker building block designed to connect ligands through a terminal azide handle while providing a flexible, hydrophilic spacer that can improve conjugate solubility and reduce steric constraints. Its functional groups enable modular assembly of targeted protein degraders by orthogonal coupling strategies. The details below describe its structural features and practical considerations for PROTAC construction and subsequent linkage formation.

Structure: The molecule contains an azide functional group at one terminus and a hydroxyl group at the other, connected through a short PEG segment and a propyl spacer. It features ether linkages typical of PEG, with covalent C–N and N=N–type bonding within the azide, providing a flexible, polar scaffold.

Reactivity: The terminal azide is well suited for copper-catalyzed azide–alkyne cycloaddition or related azide click chemistries, enabling efficient formation of triazole-linked PROTAC intermediates. Typical approaches employ copper catalysts with appropriate ligands, using polar organic/aqueous solvent mixtures under conditions that preserve sensitive warheads and maintain solubility. Reaction progress is commonly monitored by chromatographic methods, and purification is performed to remove metal residues.

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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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