Cbz-N-amido-PEG12-acid

 CAS No.: 1334177-88-6  Cat No.: BP-501675  Purity: >98% 4.5  

Cbz-N-amido-PEG12-acid is a polyethylene glycol (PEG)-based linker reagent featuring a terminal carboxylic acid for conjugation and an N-amide handle for stable coupling to PROTAC components. Structurally, it incorporates a benzyloxycarbonyl (Cbz) protecting group on the amide nitrogen, which can be removed under standard conditions to enable subsequent functionalization while maintaining compatibility with common peptide- and small-molecule–linker chemistries. The PEG12 chain provides a flexible, hydrophilic spacer that helps reduce steric interference between the ligand-binding moieties of a PROTAC, improving the effective probability of ternary complex formation with the target protein and the recruited E3 ligase. In targeted protein degradation research, such PEG-based linkers are widely used to tune linker length, solubility, and conformational freedom, thereby supporting systematic optimization of degradation potency and selectivity in experimental PROTAC synthesis and characterization workflows.

Cbz-N-amido-PEG12-acid

Structure of 1334177-88-6

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Category
PROTAC Linker
Molecular Formula
C₃₅H₆₁NO₁₆
Molecular Weight
751.86
Appearance
Viscous Liquid

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

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Purity
>98%
Appearance
Viscous Liquid
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-(phenylmethoxycarbonylamino)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoic acid
Synonyms
Cbz-NH-PEG12-CH2CH2COOH
InChI Key
WVKANAHNXOWXKU-UHFFFAOYSA-N
InChI
InChI=1S/C35H61NO16/c37-34(38)6-8-40-10-12-42-14-16-44-18-20-46-22-24-48-26-28-50-30-31-51-29-27-49-25-23-47-21-19-45-17-15-43-13-11-41-9-7-36-35(39)52-32-33-4-2-1-3-5-33/h1-5H,6-32H2,(H,36,39)(H,37,38)
SMILES
C1=CC=C(C=C1)COC(=O)NCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCC(=O)O

Cbz-N-amido-PEG12-acid is a polyethylene glycol-based PROTAC linker building block designed to provide a flexible, hydrophilic spacer that can connect a warhead to an E3-ligase ligand while supporting favorable solubility and reduced nonspecific interactions. Its Cbz-protected amino terminus, PEG architecture, and terminal carboxylic acid enable reliable 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 detail.

Structure: The linker consists of a PEG chain bearing a Cbz-protected amino group and a terminal carboxylic acid. It features repeating ether linkages, a Cbz carbamate, a terminal carboxylic acid, and a polar, conformationally flexible backbone that enhances aqueous compatibility.

Reactivity: The terminal carboxylic acid is suitable for standard PROTAC coupling chemistries, including amide formation with amine-bearing partners via carbodiimide-mediated activation or related coupling reagents. The Cbz group is typically retained during coupling and can be deprotected using hydrogenolysis or appropriate mild conditions when required. Solvents such as polar aprotic media and appropriate bases are commonly used to promote efficient conjugation while minimizing side reactions.

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