Azide-PEG6-amido-C16-Boc

 Cat No.: BP-502008 4.5  

Azide-PEG6-amido-C16-Boc is a bifunctional PROTAC linker reagent combining a terminal azide handle with a polyethylene glycol (PEG) spacer of moderate length and a lipid-like C16 hydrophobic segment, capped with a tert-butyl ester-protected carboxyl group. The PEG chain provides aqueous solubility and conformational flexibility, while the C16 region can enhance hydrophobic contacts and promote productive spatial positioning between the two binding modules of a PROTAC. In targeted protein degradation workflows, the azide group is designed for orthogonal conjugation (commonly via azide–alkyne cycloaddition or related click-compatible chemistries), enabling attachment to complementary handles on ligands such as E3 ligase recruiters or target-binding moieties. The tert-butyl ester-protected carboxyl group supports controlled coupling strategies during synthesis and can be deprotected under acidic conditions to yield a carboxylic acid for subsequent functionalization. This linker is valuable for researchers engineering degraders that require balanced solubility, controlled linker length, and hydrophobic character to optimize ternary complex formation and degradation efficiency.

Azide-PEG6-amido-C16-Boc

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PROTAC Linker
Molecular Formula
C₃₆H₇₀N₄O₉
Molecular Weight
702.96

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

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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 18-[2-[2-[2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethylamino]-18-oxooctadecanoate
Synonyms
17-(Azide-PEG6-ethylcarbamoyl)heptadecanoic t-butyl ester
InChI Key
LARFNDRXYOWBCQ-UHFFFAOYSA-N
InChI
InChI=1S/C36H70N4O9/c1-36(2,3)49-35(42)19-17-15-13-11-9-7-5-4-6-8-10-12-14-16-18-34(41)38-20-22-43-24-26-45-28-30-47-32-33-48-31-29-46-27-25-44-23-21-39-40-37/h4-33H2,1-3H3,(H,38,41)
SMILES
CC(C)(C)OC(=O)CCCCCCCCCCCCCCCCC(=O)NCCOCCOCCOCCOCCOCCOCCN=[N+]=[N-]

Azide-PEG6-amido-C16-Boc is a functionalized PEG-based PROTAC linker designed to connect a hydrophobic C16 segment with an amide linkage and a protected terminal group, while providing an azide handle for bioorthogonal conjugation. Its flexible polyethylene glycol scaffold supports favorable linker conformations and solubility, and the azide enables efficient, orthogonal coupling to complementary partners used in targeted protein degradation workflows. The points below describe its structure and practical reactivity considerations in PROTAC assembly.

Structure: The linker contains a polyethylene glycol chain providing conformational flexibility and hydrophilicity, an amide bond for robust connectivity, and a terminal azide for click-ready functionalization. A long aliphatic C16 segment introduces hydrophobic character, while the Boc-protected group offers controllable reactivity under deprotection conditions.

Reactivity: The azide group is suitable for strain-promoted or copper-catalyzed azide–alkyne cycloaddition, enabling formation of stable triazole linkages during PROTAC synthesis. Typical couplings use anhydrous or buffered organic solvents compatible with azide stability, with copper catalysts and appropriate ligands for CuAAC, or catalyst-free conditions for SPAAC. The Boc group is generally removed under mild acid conditions to reveal an amine for subsequent amide/urea-forming steps, depending on the intended PROTAC architecture.

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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 ╳
g/mol
g

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