Cbz-NH-PEG24-C2-acid

 Cat No.: BP-502018 4.5  

Cbz-NH-PEG24-C2-acid is a polyethylene glycol–based PROTAC linker featuring a benzyloxycarbonyl (Cbz)–protected amino terminus connected to a long PEG chain and a terminal C2 carboxylic acid. The extended, flexible PEG spacer provides conformational freedom that can reduce steric interference between the two binding modules of a PROTAC, while the carboxylate enables straightforward conjugation to electrophilic handles or activation chemistries used to couple ligands (e.g., via amide or ester bond formation). In targeted protein degradation designs, such linkers are commonly employed to tune effective geometry and distance between the recruitment ligand and the E3 ligase binder, thereby improving formation of the ternary complex and supporting efficient ubiquitination. This product is valuable for constructing degraders where linker length and flexibility are critical parameters, facilitating systematic structure–activity optimization in linker-scanning experiments.

Cbz-NH-PEG24-C2-acid

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Category
PROTAC Linker
Molecular Formula
C₅₉H₁₀₉NO₂₈
Molecular Weight
1280.49

* 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.
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
3-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-(phenylmethoxycarbonylamino)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoic acid
InChI Key
ZZEVCMLJFWLMQA-UHFFFAOYSA-N
InChI
InChI=1S/C59H109NO28/c61-58(62)6-8-64-10-12-66-14-16-68-18-20-70-22-24-72-26-28-74-30-32-76-34-36-78-38-40-80-42-44-82-46-48-84-50-52-86-54-55-87-53-51-85-49-47-83-45-43-81-41-39-79-37-35-77-33-31-75-29-27-73-25-23-71-21-19-69-17-15-67-13-11-65-9-7-60-59(63)88-56-57-4-2-1-3-5-57/h1-5H,6-56H2,(H,60,63)(H,61,62)
SMILES
C1=CC=C(C=C1)COC(=O)NCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCC(=O)O

This PEG-based PROTAC linker, Cbz-NH-PEG24-C2-acid, is designed to provide a flexible, hydrophilic spacer that can connect a protein-targeting ligand to an E3 ligase binder while supporting productive ternary complex formation. Its ether-rich chain and terminal carboxylic acid enable robust conjugation strategies commonly used in targeted protein degradation workflows. The following sections describe the linker’s structure and the practical reactivity considerations for PROTAC assembly in research settings.

Structure: The linker comprises an ether-rich PEG backbone bearing a protected amine (Cbz) and a terminal carboxylic acid. It features flexible C–O and C–C connectivity typical of poly(ethylene glycol) spacers, with hydrogen-bonding functionality from the acid and amide-related groups, supporting solubility and conformational adaptability.

Reactivity: The terminal carboxylic acid is suitable for amide-bond formation with amine-bearing ligands using standard coupling chemistries (e.g., carbodiimide-based systems or activated ester approaches). The Cbz-protected amine can be deprotected under hydrogenolysis conditions to reveal a primary amine for subsequent coupling. Linker conjugation is typically performed in polar aprotic solvents with base, followed by purification to remove coupling reagents and byproducts.

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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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