Cbz-NH-PEG1-CH2CH2COOH

Name: Cbz-NH-PEG1-CH2CH2COOH
Brand: BOC Sciences
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CAS No.: 1205751-19-4

Cat No.: BP-501712 4.5

Cbz-NH-PEG1-CH2CH2COOH is a short, monofunctional polyethylene glycol linker bearing a benzyloxycarbonyl (Cbz)-protected amine terminus and a terminal carboxylic acid separated by a two-carbon spacer. Structurally, it provides a flexible, hydrophilic PEG segment that can reduce steric interference and modulate the effective distance between a ligand-binding moiety and a downstream conjugation handle. In PROTAC construction, the Cbz-protected amine can be deprotected to provide an amine attachment point for coupling to one component, while the terminal carboxyl group enables amide or ester formation with the complementary partner, facilitating the assembly of bifunctional degraders. The PEG1 architecture is particularly valuable when optimizing linker length and conformational freedom to promote productive ternary complex formation between the target protein ligand and the E3 ligase recruiter. As a versatile building block, it supports systematic structure–activity studies aimed at improving degradation potency and selectivity in targeted protein degradation workflows.

Structure of 1205751-19-4

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PROTAC Linker

Molecular Formula

C₁₃H₁₇NO₅

Molecular Weight

267.28

* 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-(phenylmethoxycarbonylamino)ethoxy]propanoic acid

InChI Key

CRNWVZCUBIJZEC-UHFFFAOYSA-N

InChI

InChI=1S/C13H17NO5/c15-12(16)6-8-18-9-7-14-13(17)19-10-11-4-2-1-3-5-11/h1-5H,6-10H2,(H,14,17)(H,15,16)

SMILES

C1=CC=C(C=C1)COC(=O)NCCOCCC(=O)O

This PEG-based linker, Cbz-NH-PEG1-CH2CH2COOH, is designed to provide a flexible, water-compatible spacer for assembling targeted protein degradation (PROTAC) constructs. Its ether-rich chain and terminal carboxylic acid support efficient conjugation to ligands while helping to tune linker length, solvation, and conformational mobility to favor productive ternary complex formation. The points below describe the structure and practical reactivity considerations in detail.

Structure: The molecule contains a carbamate-protected amine (Cbz), an ethylene glycol–derived ether segment, and a terminal carboxylic acid. It features stable C–N and C–O bonds, with a flexible PEG ether backbone that promotes solubility and conformational adaptability in aqueous PROTAC synthesis workflows.

Reactivity: The terminal carboxylic acid is suitable for standard amide or ester coupling to ligand-bearing amines or alcohols using peptide-coupling chemistries. The carbamate (Cbz) can be selectively removed under hydrogenolysis conditions to expose an amine for subsequent coupling steps. Typical approaches employ activating agents, inert atmosphere when needed, and polar aprotic solvents to maintain coupling efficiency and minimize side reactions.

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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