Azido-PEG11-amine

 CAS No.: 1800414-71-4  Cat No.: BP-500689  Purity: >97% 4.5  

Azido-PEG11-amine is a heterobifunctional polyethylene glycol linker bearing a terminal azide and a primary amine, providing a flexible, water-soluble spacer for PROTAC and targeted protein degradation workflows. Structurally, it comprises an extended PEG chain that reduces steric interference and improves effective reach between the ligand-binding moieties, while the azide functionality enables chemoselective conjugation via azide–alkyne cycloaddition (CuAAC or strain-promoted variants) to install the linker onto an alkyne-bearing warhead. The terminal amine serves as a handle for amide coupling or reductive amination to attach the linker to carboxylic acid–containing ligands or activated intermediates. In PROTAC design, this combination supports modular assembly, allowing researchers to tune linker length and attachment chemistry to optimize ternary complex formation and degradation potency. Its PEG-based backbone and orthogonal reactive groups make it a practical building block for systematic structure–activity studies and for generating degraders with improved solubility and reduced nonspecific interactions.

Azido-PEG11-amine

Structure of 1800414-71-4

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Category
PROTAC Linker
Molecular Formula
C24H50N4O11
Molecular Weight
570.67
Appearance
Colorless or Light Yellowish Liquid

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

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Purity
>97%
Appearance
Colorless or Light Yellowish Liquid
Storage
Store at 2-8°C
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethanamine
Synonyms
35-azido-3,6,9,12,15,18,21,24,27,30,33-undecaoxapentatriacontan-1-amine; 3,6,9,12,15,18,21,24,27,30,33-Undecaoxapentatriacontan-1-amine, 35-azido-; Azido-PEG11-NH2; N3-PEG11-CH2CH2NH2
InChI Key
XSNNFLVNOIPCFW-UHFFFAOYSA-N
InChI
InChI=1S/C24H51N4O11/c25-1-3-29-5-7-31-9-11-33-13-15-35-17-19-37-21-23-39-24-22-38-20-18-36-16-14-34-12-10-32-8-6-30-4-2-27-28-26/h26H,1-25H2/q+1
SMILES
C(COCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCN=[N+]=N)N

Azido-PEG11-amine is a PEG-based bifunctional linker designed for modular assembly of PROTACs, enabling efficient conjugation of ligands through orthogonal functional groups. Its flexible polyethylene glycol scaffold supports favorable solubility and spatial presentation, while the terminal azide and primary amine provide versatile synthetic handles for bioconjugation workflows. The advantages of this linker include robust coupling compatibility and predictable chemistry for constructing targeted protein degraders; detailed structural and reactivity considerations are provided below.

Structure: This linker contains a polyethylene glycol chain bearing a terminal azide and a primary amine, connected through stable ether linkages along the PEG backbone. The azide group is an N3 functionality suitable for click-type transformations, while the amine enables nucleophilic coupling. The overall structure is flexible and typically water-compatible due to PEG character.

Reactivity: The azide moiety is well suited for copper-catalyzed azide–alkyne cycloaddition or related strain-promoted click reactions, proceeding via formation of a triazole linkage under standard bioconjugation conditions. The primary amine can be used for amide bond formation with activated carboxylic acids or for carbamate/urea-type couplings using appropriate electrophiles. Common approaches employ mild bases and aqueous or mixed solvent systems compatible with sensitive ligands.

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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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