Cbz-NH-PEG1-CH2COOH

Name: Cbz-NH-PEG1-CH2COOH
Brand: BOC Sciences
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CAS No.: 1260092-43-0

Cat No.: BP-501689 4.5

Cbz-NH-PEG1-CH2COOH is a mono-disperse, short polyethylene glycol (PEG) linker bearing an N-terminal benzyloxycarbonyl (Cbz) protecting group, a single ethylene glycol unit, and a terminal carboxylic acid for convenient conjugation. Structurally, it provides a flexible, hydrophilic spacer that can reduce steric congestion between a ligand moiety and a reactive handle, while the carboxyl group enables amide coupling to attach the linker to targeting ligands, E3 ligase recruiters, or intermediate building blocks commonly used in PROTAC synthesis. In PROTAC design, PEG-based linkers are widely employed to tune effective molarity, improve solubility, and modulate the relative orientation of the two binding domains to support productive ternary complex formation with the target protein and the recruited ubiquitin ligase. As a versatile, chemically addressable building block, it facilitates systematic linker optimization and reproducible synthesis of targeted protein degradation constructs for mechanistic and structure–activity studies.

Structure of 1260092-43-0

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PROTAC Linker

Molecular Formula

C₁₂H₁₅NO₅

Molecular Weight

253.25

* 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

2-[2-(phenylmethoxycarbonylamino)ethoxy]acetic acid

InChI Key

MBFFUILDSABICM-UHFFFAOYSA-N

InChI

InChI=1S/C12H15NO5/c14-11(15)9-17-7-6-13-12(16)18-8-10-4-2-1-3-5-10/h1-5H,6-9H2,(H,13,16)(H,14,15)

SMILES

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

Cbz-NH-PEG1-CH2COOH is a polyethylene glycol-based linker building block designed to support targeted protein degradation workflows by enabling reliable conjugation between a ligand and an E3-recruiting or substrate-binding module. Its PEG spacer helps tune linker flexibility and solubility, which can improve the formation and stability of productive ternary complexes in PROTAC constructs. The structure and reactivity considerations for assembling PROTACs with this linker are described in detail below.

Structure: The molecule contains a carbamate-protected amine (Cbz) attached to a short PEG chain terminating in a carboxylic acid. It features ether linkages within the PEG segment, a carbamate carbonyl, and a terminal carboxylic acid suitable for amide coupling. Overall, it is polar and water-compatible.

Reactivity: The terminal carboxylic acid is typically used for coupling to amines via standard amide-forming reactions, such as carbodiimide-mediated activation (often with an auxiliary coupling reagent) under mild conditions. The Cbz group can be removed by hydrogenolysis to reveal a free amine for subsequent conjugation steps. Solvents commonly include polar aprotic media for coupling, while hydrogenolysis is performed in appropriate alcohol or solvent systems with a suitable hydrogen source and catalyst.

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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