N-(Azido-PEG2)-N-Boc-PEG4-acid

 CAS No.: 2093153-82-1  Cat No.: BP-500307  Purity: 98% 4.5  

N-(Azido-PEG2)-N-Boc-PEG4-acid is a multifunctional N-protected PEG linker. Structurally, it contains an N-Boc-protected central nitrogen connecting an azido-PEG2 arm to a PEG4 chain ending in a free propionic acid. The carboxylic acid can be activated for amide coupling, the azide supports CuAAC or SPAAC, and removal of the N-Boc group exposes a secondary amine for a further functionalization step. In PROTAC and related targeted protein degradation research, the differentiated acid, azide, and protected nitrogen allow staged assembly without treating the free acid as a protected carboxylate. Its defined architecture allows researchers to evaluate how linker polarity, flexibility, attachment sequence, and terminal-group selection influence conjugate preparation and the spatial requirements of productive target–E3 ligase engagement. Clear assignment of the protected and reactive groups also supports reproducible reaction planning and systematic comparison of alternative linker designs in research-focused targeted protein degradation workflows.

N-(Azido-PEG2)-N-Boc-PEG4-acid

Structure of 2093153-82-1

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Category
PROTAC Linker
Molecular Formula
C₂₂H₄₂N₄O₁₀
Molecular Weight
522.59

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

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Purity
98%
Solubility
Water, DMSO, DCM, DMF
Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
3-[2-[2-[2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethyl-[(2-methylpropan-2-yl)oxycarbonyl]amino]ethoxy]ethoxy]ethoxy]ethoxy]propanoic acid
Synonyms
1-azido-9-(tert-butoxycarbonyl)-3,6,12,15,18,21-hexaoxa-9-azatetracosan-24-oic acid; 1-(13-azido-2,2-dimethyl-4-oxo-3,8,11-trioxa-5-azatridecan-5-yl)-3,6,9,12-tetraoxapentadecan-15-oic acid; 5,8,11,14-Tetraoxa-2-azaheptadecanedioic acid, 2-[2-[2-(2-azidoethoxy)ethoxy]ethyl]-, 1-(1,1-dimethylethyl) ester
InChI Key
BHUIQDKNHMQIER-UHFFFAOYSA-N
InChI
InChI=1S/C22H42N4O10/c1-22(2,3)36-21(29)26(6-10-32-14-13-31-9-5-24-25-23)7-11-33-15-17-35-19-18-34-16-12-30-8-4-20(27)28/h4-19H2,1-3H3,(H,27,28)
SMILES
CC(C)(C)OC(=O)N(CCOCCOCCN=[N+]=[N-])CCOCCOCCOCCOCCC(=O)O

N-(Azido-PEG2)-N-Boc-PEG4-acid, is designed to provide a flexible, water-compatible polyethylene glycol (PEG) scaffold that can spatially tune the distance and orientation between a target-binding ligand and an E3-recruiting module. Its azide functionality enables modular conjugation through widely used bioorthogonal click chemistry, while the protected amine and carboxylic acid support controlled coupling strategies. These features make it a practical building block for constructing degraders with reproducible linker geometries; detailed structural and reactivity considerations are provided below.

Structure: The linker contains a PEG-based polyether backbone with multiple ether linkages, an azide-bearing substituent, a Boc-protected nitrogen, and a terminal carboxylic acid. These components provide conformational flexibility, polarity, and chemical handles for orthogonal functionalization, supporting efficient assembly of PROTAC architectures.

Reactivity: The azide group is suitable for copper(I)-catalyzed azide–alkyne cycloaddition or strain-promoted azide–alkyne coupling, enabling robust formation of triazole linkages under conditions compatible with many ligand chemistries. The Boc-protected amine is typically deprotected using standard acidolysis prior to amide or urea coupling. The carboxylic acid can be activated with common coupling reagents in polar organic solvents to enable amide bond formation.

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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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