Cbz-aminooxy-PEG8-acid

 CAS No.: 2353410-09-8  Cat No.: BP-501466 4.5  

Cbz-aminooxy-PEG8-acid is a polyethylene glycol–based PROTAC linker featuring an N-protecting benzyloxycarbonyl (Cbz) group on an aminooxy functionality, an extended PEG chain of defined length, and a terminal carboxylic acid for straightforward conjugation chemistry. Structurally, the aminooxy group enables formation of stable oxime-derived linkages with carbonyl-containing partners, while the PEG spacer provides conformational flexibility and improved aqueous solubility, which can reduce steric interference between the targeting ligand and the E3-recruiting moiety. In PROTAC design, this linker serves as a tunable “molecular distance and orientation” element that helps maintain productive ternary complex formation by allowing independent movement of each binding domain. Its terminal acid handle supports coupling to amine or hydrazide-containing fragments via standard amide-forming reactions. This product is valuable for researchers seeking to systematically optimize linker length and attachment strategy to enhance targeted protein degradation efficiency and experimental robustness.

Cbz-aminooxy-PEG8-acid

Structure of 2353410-09-8

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PROTAC Linker
Molecular Formula
C₂₇H₄₅NO₁₃
Molecular Weight
591.65

* 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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IUPACName
3-[2-[2-[2-[2-[2-[2-[2-[2-(phenylmethoxycarbonylaminooxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoic acid
InChI Key
BWJRTPSRBALANL-UHFFFAOYSA-N
InChI
InChI=1S/C27H45NO13/c29-26(30)6-7-32-8-9-33-10-11-34-12-13-35-14-15-36-16-17-37-18-19-38-20-21-39-22-23-41-28-27(31)40-24-25-4-2-1-3-5-25/h1-5H,6-24H2,(H,28,31)(H,29,30)
SMILES
C1=CC=C(C=C1)COC(=O)NOCCOCCOCCOCCOCCOCCOCCOCCOCCC(=O)O

This PROTAC linker, Cbz-aminooxy-PEG8-acid, is designed to connect an aminooxy-containing handle to a carboxylic acid terminus through a polyethylene glycol spacer. Its ether-rich, flexible PEG segment supports favorable solubility and linker-mediated conformational freedom in targeted protein degradation constructs. The protected aminooxy functionality enables controlled conjugation to ligands, while the acid group provides a practical site for further coupling. Detailed structural and synthetic considerations are provided below.

Structure: The linker contains an aminooxy functionality and a carboxylic acid, separated by an extended PEG chain. A carbamate-type Cbz protecting group is present, along with ether linkages in the PEG segment. These features yield a hydrophilic, flexible scaffold with polar heteroatoms that can influence solvation and effective linker length.

Reactivity: The aminooxy handle is typically used for oxime or related aminooxy-based conjugations, often under mildly acidic to neutral conditions depending on the electrophile employed. The Cbz group can be removed by hydrogenation or related deprotection strategies to reveal reactive functionality when needed. The carboxylic acid is commonly activated for amide or ester bond formation using standard coupling chemistries in polar aprotic solvents, enabling modular PROTAC assembly.

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Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2

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g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
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