Azido-PEG5-alcohol

 CAS No.: 86770-68-5  Cat No.: BP-500540  Purity: >98.0% 4.5  

Azido-PEG5-alcohol is a heterobifunctional polyethylene glycol (PEG) linker featuring a terminal azide group and a primary alcohol at the opposite end, providing a flexible, hydrophilic spacer with an azide handle suitable for bioorthogonal conjugation. In PROTAC and targeted protein degradation workflows, the azide functionality enables efficient copper-free or copper-catalyzed azide–alkyne cycloaddition (depending on the coupling partner) or other azide-reactive chemistries, allowing researchers to connect the linker to a ligand-bearing alkyne or to introduce the linker into multi-component constructs without perturbing core binding motifs. The PEG spacer helps reduce nonspecific hydrophobic interactions, improves aqueous solubility, and can modulate the effective distance and relative orientation between the target-binding moiety and the E3 ligase recruiter, which are key determinants of ternary complex formation and degradation potency. This linker is therefore valuable for iterative PROTAC optimization, including synthesis of structure–activity series and site-specific assembly of degraders.

Azido-PEG5-alcohol

Structure of 86770-68-5

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Category
PROTAC Linker
Molecular Formula
C10H21N3O5
Molecular Weight
263.29
Appearance
Colorless to light orange to yellow clear liquid

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

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Purity
>98.0%
Solubility
10 mm in DMSO
Appearance
Colorless to light orange to yellow clear liquid
ShelfLife
≥ 2 years
Storage
Store at -20 °C, keep in dry and avoid sunlight.
Shipping
Room temperature
IUPACName
2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]ethanol
Synonyms
14-Azido-3,6,9,12-tetraoxatetradecanol; 2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]ethanol
InChI Key
JTGGTGKXQQGEHB-UHFFFAOYSA-N
InChI
InChI=1S/C10H21N3O5/c11-13-12-1-3-15-5-7-17-9-10-18-8-6-16-4-2-14/h14H,1-10H2
SMILES
C(COCCOCCOCCOCCO)N=[N+]=[N-]

Azido-PEG5-alcohol is a polyethylene glycol-based linker bearing a terminal azide and a hydroxyl group, designed for modular assembly of PROTAC constructs. Its flexible PEG scaffold supports favorable solubility and conformational adaptability, while the azide handle enables bioorthogonal conjugation to complementary partners used in targeted protein degradation workflows. The hydroxyl functionality further facilitates downstream derivatization. Detailed structural and reactivity considerations are provided below.

Structure: The linker consists of an ether-rich PEG chain terminating in an azide and an alcohol. It features multiple C–O ether linkages that confer flexibility, along with a terminal organic azide suitable for click-type coupling. The presence of a hydroxyl group provides an additional functional site for derivatization.

Reactivity: The terminal azide is compatible with copper-catalyzed azide–alkyne cycloaddition and related strain-promoted azide–alkyne reactions, enabling efficient formation of stable triazole linkages under mild, commonly used synthetic conditions. For PROTAC assembly, select the complementary alkyne-bearing warhead or E3 ligase ligand and perform conjugation in appropriate polar organic solvents with standard catalytic systems and oxygen-tolerant handling as required. The alcohol group can be functionalized for further coupling steps when needed.

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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

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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