Azide-PEG9-amido-C16-Boc

 Cat No.: BP-502060 4.5  

Azide-PEG9-amido-C16-Boc is a bifunctional PROTAC linker building block combining a terminal azide group with a polyethylene glycol (PEG) spacer of intermediate length and a hydrophobic C16 aliphatic segment, capped with a tert-butyl ester-protected carboxyl group. The PEG chain provides aqueous solubility and conformational flexibility, while the C16 tail can enhance membrane association and hydrophobic contacts, both of which can influence the effective distance and orientation between a ligand warhead and an E3 ligase recruiter in assembled degraders. In PROTAC design, the azide handle enables chemoselective conjugation via azide–alkyne cycloaddition or other azide-compatible coupling strategies, allowing modular attachment to complementary partners such as linker fragments or functionalized ligands. This product is valuable for researchers seeking to tune linker polarity, length, and hydrophobic character to optimize ternary complex formation and targeted protein degradation performance in cell-based and biochemical assays.

Azide-PEG9-amido-C16-Boc

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PROTAC Linker
Molecular Formula
C₄₂H₈₂N₄O₁₂
Molecular Weight
835.12

* 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 18-[2-[2-[2-[2-[2-[2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethylamino]-18-oxooctadecanoate
Synonyms
17-(Azide-PEG9-ethylcarbamoyl)heptadecanoic t-butyl ester
InChI Key
OIKRZOBHQHTSGO-UHFFFAOYSA-N
InChI
InChI=1S/C42H82N4O12/c1-42(2,3)58-41(48)19-17-15-13-11-9-7-5-4-6-8-10-12-14-16-18-40(47)44-20-22-49-24-26-51-28-30-53-32-34-55-36-38-57-39-37-56-35-33-54-31-29-52-27-25-50-23-21-45-46-43/h4-39H2,1-3H3,(H,44,47)
SMILES
CC(C)(C)OC(=O)CCCCCCCCCCCCCCCCC(=O)NCCOCCOCCOCCOCCOCCOCCOCCOCCOCCN=[N+]=[N-]

Azide-PEG9-amido-C16-Boc is a functionalized PEG-based linker designed to support modular PROTAC assembly by combining a bioorthogonal azide handle with an amide-bearing PEG spacer and a protected terminal group for controlled coupling. Its polyethylene glycol character promotes solubility and flexible presentation of warhead-binding motifs, while the azide enables efficient conjugation strategies commonly used in targeted protein degradation workflows. Detailed structural and reactivity considerations are provided below.

Structure: This linker contains an azide functional group, a polyethylene glycol segment, and amide connectivity, providing a flexible, hydrophilic scaffold. It also features a long aliphatic chain element and a Boc-protected moiety that can be selectively deprotected under standard conditions. The presence of ether and amide linkages supports conformational mobility.

Reactivity: The azide group is suited for copper-catalyzed azide–alkyne cycloaddition or related azide-based conjugation approaches, enabling attachment to alkyne-functional partners used in PROTAC constructs. The amide linkage is stable under typical coupling conditions, while the Boc group can be removed using acid to generate a reactive amine for subsequent amide or carbamate formation. Solvent systems that dissolve both coupling partners and preserve linker integrity are generally selected, and catalysts are chosen to match the conjugation chemistry.

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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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