Benzyl-PEG6-azide

 CAS No.: 86770-73-2  Cat No.: BP-500707  Purity: >95% 4.5  

Benzyl-PEG6-azide is a heterobifunctional polyethylene glycol (PEG) linker featuring a benzyl group at one terminus and an azide functionality at the other, connected through a PEG chain of six ethylene glycol repeat units. The PEG segment provides conformational flexibility and improved aqueous solubility, while the azide enables efficient bioorthogonal conjugation via azide–alkyne cycloaddition (CuAAC or strain-promoted variants) to attach PROTAC warheads, ligands, or handles to complementary partners. In PROTAC design, PEG linkers are widely used to tune the spatial relationship between the target-binding moiety and the E3 ligase recruiter, helping maintain productive ternary complex formation and reducing steric clashes that can impair degradation efficiency. This linker is therefore valuable for constructing modular, chemically defined targeted protein degradation reagents, facilitating rapid synthesis of analog libraries and systematic structure–activity studies.

Benzyl-PEG6-azide

Structure of 86770-73-2

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Category
PROTAC Linker
Molecular Formula
C19H31N3O6
Molecular Weight
397.47
Appearance
Pale Yellow or Colorless Oily Liquid

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

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Purity
>95%
Appearance
Pale Yellow or Colorless Oily Liquid
Storage
Store at 2-8°C
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
2-[2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxymethylbenzene
Synonyms
Benzyl-PEG6-N3; 19-Azido-1-phenyl-2,5,8,11,14,17-hexaoxanonadecane; 2,5,8,11,14,17-Hexaoxanonadecane, 19-azido-1-phenyl-
InChI Key
TYGXSSHTJLZOIG-UHFFFAOYSA-N
InChI
InChI=1S/C19H31N3O6/c20-22-21-6-7-23-8-9-24-10-11-25-12-13-26-14-15-27-16-17-28-18-19-4-2-1-3-5-19/h1-5H,6-18H2
SMILES
C1=CC=C(C=C1)COCCOCCOCCOCCOCCOCCN=[N+]=[N-]

Benzyl-PEG6-azide is a PEG-based bifunctional linker designed for modular PROTAC assembly, enabling efficient coupling between a ligand-bearing handle and a partner moiety through azide chemistry. Its flexible poly(ethylene glycol) segment supports favorable linker conformations and improved solubility, which can help maintain productive ternary complex formation. This product is particularly useful in targeted protein degradation workflows where reliable, orthogonal functional group reactivity is required; the structure and reactivity considerations are described in detail below.

Structure: Benzyl-PEG6-azide features a benzyl group attached to a poly(ethylene glycol) chain terminating in an azide. The linker contains ether linkages along the PEG backbone and a terminal azide functional group, providing flexibility, polarity, and enhanced aqueous compatibility.

Reactivity: The azide group is well suited for copper-catalyzed azide–alkyne cycloaddition or related azide click strategies, enabling formation of stable triazole linkages under standard PROTAC synthesis conditions. Typical approaches use a compatible solvent system and controlled catalyst loading to minimize side reactions, while preserving sensitive ligand functionalities. Reaction design generally follows established click-chemistry principles for selective coupling.

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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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