Azide-PEG9-amido-C12-Boc

 Cat No.: BP-501981 4.5  

Azide-PEG9-amido-C12-Boc is a bifunctional PROTAC linker building block featuring a terminal azide for orthogonal conjugation, a polyethylene glycol spacer of intermediate length to provide aqueous solubility and conformational flexibility, and an amide-linked hydrophobic C12 segment that can tune the positioning and hydrophobic interactions of the recruited ligands. The tert-butyl ester-protected carboxyl group enables controlled downstream functionalization, allowing researchers to generate reactive intermediates under appropriate deprotection conditions without premature side reactions. In PROTAC design, the azide handle is commonly used for copper-free or copper-mediated azide–alkyne cycloaddition (“click”) to connect the linker to complementary alkyne-bearing warheads or E3 ligase ligands, while the PEG region helps maintain effective distance and orientation for ternary complex formation. This product is valuable for constructing modular targeted protein degradation probes where linker length, polarity, and hydrophobic character strongly influence degradation potency, selectivity, and experimental tractability.

Azide-PEG9-amido-C12-Boc

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PROTAC Linker
Molecular Formula
C₃₈H₇₄N₄O₁₂
Molecular Weight
779.01

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

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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
tert-butyl 14-[2-[2-[2-[2-[2-[2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethylamino]-14-oxotetradecanoate
Synonyms
13-(Azide-PEG9-ethylcarbamoyl)tridecanoic t-butyl ester
InChI Key
HOMDPQVNGBQXBM-UHFFFAOYSA-N
InChI
InChI=1S/C38H74N4O12/c1-38(2,3)54-37(44)15-13-11-9-7-5-4-6-8-10-12-14-36(43)40-16-18-45-20-22-47-24-26-49-28-30-51-32-34-53-35-33-52-31-29-50-27-25-48-23-21-46-19-17-41-42-39/h4-35H2,1-3H3,(H,40,43)
SMILES
CC(C)(C)OC(=O)CCCCCCCCCCCCC(=O)NCCOCCOCCOCCOCCOCCOCCOCCOCCOCCN=[N+]=[N-]

Azide-PEG9-amido-C12-Boc is a bifunctional PROTAC linker engineered to connect a ligand-bearing handle to another targeting element through a chemically addressable azide group and a protected amide-bearing terminus. Its polyethylene glycol segment supports aqueous solubility and conformational flexibility, while the long hydrophobic chain and Boc-protected functionality can be leveraged to tune linker–target engagement and synthetic compatibility. The following sections describe the linker’s structural features and practical reactivity considerations for assembling targeted protein degraders.

Structure: The linker contains an azide functional group for orthogonal conjugation, a PEG-based hydrophilic spacer, and an amide linkage that provides hydrogen-bonding capability. A Boc-protected amine endgroup improves handling stability, while a C12 hydrophobic segment can modulate overall polarity and microenvironmental interactions.

Reactivity: The azide group is suitable for bioorthogonal azide–alkyne cycloaddition (CuAAC) or strain-promoted azide–alkyne cycloaddition (SPAAC), enabling modular PROTAC assembly under mild conditions. The Boc-protected amine typically requires acid-mediated deprotection to reveal a reactive amine for subsequent coupling reactions (e.g., amide bond formation). Common solvents include polar organic media and aqueous buffers compatible with click chemistry, with catalysts selected to match the chosen azide–alkyne strategy.

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Desired concentration: *

L

* 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 ╳
g/mol
g

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