Cbz-N-PEG10-acid

 Cat No.: BP-501849 4.5  

Cbz-N-PEG10-acid is a polyethylene glycol–based PROTAC linker bearing a terminal carboxylic acid for convenient conjugation and a Cbz-protected amine that provides controlled handling and compatibility with common peptide/amide coupling strategies. Structurally, it comprises a PEG chain of approximately ten ethylene glycol units, which imparts aqueous solubility, conformational flexibility, and a spacing element that can reduce steric interference between the target-binding ligand and the E3 ligase recruiter in a bifunctional degrader. In PROTAC design, the linker serves as a “molecular spacer” that tunes effective intramolecular proximity and orientation, thereby influencing ternary complex formation and the efficiency of ubiquitination-dependent degradation. Its functional group set enables attachment to complementary warheads or recruiters through amide or related bond-forming reactions, facilitating systematic structure–activity relationship studies. As a modular linker, it is valuable for optimizing linker length and chemistry to improve potency, selectivity, and experimental tractability in targeted protein degradation research.

Cbz-N-PEG10-acid

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Category
PROTAC Linker
Molecular Formula
C₃₁H₅₃NO₁₄
Molecular Weight
663.75

* 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
3-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-(phenylmethoxycarbonylamino)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoic acid
InChI Key
CJDBKZDEYOBVGN-UHFFFAOYSA-N
InChI
InChI=1S/C31H53NO14/c33-30(34)6-8-36-10-12-38-14-16-40-18-20-42-22-24-44-26-27-45-25-23-43-21-19-41-17-15-39-13-11-37-9-7-32-31(35)46-28-29-4-2-1-3-5-29/h1-5H,6-28H2,(H,32,35)(H,33,34)
SMILES
C1=CC=C(C=C1)COC(=O)NCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCC(=O)O

Cbz-N-PEG10-acid is a PEG-based PROTAC linker building block designed to introduce a flexible, hydrophilic spacer between a protein-binding ligand and an E3 ligase ligand while retaining a functional carboxylic acid handle for subsequent conjugation. Its polyethylene glycol character helps modulate solubility and conformational freedom, which can improve productive ternary complex formation in targeted protein degradation workflows. The detailed structure and reactivity considerations are provided below.

Structure: The linker comprises a carboxylic acid functionality attached to a PEG chain, with a Cbz-protected nitrogen that provides a stable carbamate/urethane-type motif. It contains ether linkages within the PEG segment, yielding a flexible, water-compatible scaffold with polar termini suitable for bioconjugation chemistry.

Reactivity: The carboxylic acid enables standard PROTAC coupling strategies to install the linker onto amine- or alcohol-bearing ligands, commonly via activated ester or amide-forming routes. Typical approaches use coupling reagents such as carbodiimides or uronium/phosphonium activators in polar aprotic solvents under mild base conditions. The Cbz group can be retained during assembly and, when required, removed under hydrogenolysis or equivalent deprotection conditions to expose the corresponding amine for further conjugation steps.

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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
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