N-Boc-C1-PEG5-C3-NH2

 CAS No.: 956472-77-8  Cat No.: BP-500377 4.5  

N-Boc-C1-PEG5-C3-NH2 is a Boc-protected, amino-terminated polyethylene glycol linker featuring a five-unit PEG spacer and a bifunctional C1–C3 connectivity that provides controlled spatial separation between conjugated PROTAC elements. The PEG segment confers aqueous solubility and conformational flexibility, helping the degrader components adopt productive geometries for ternary complex formation. In PROTAC architectures, this type of linker is used to connect a ligand for the target protein to a ligand for an E3 ligase, while the terminal amine serves as a versatile handle for amide or urea coupling to activated carboxylates or isocyanates, enabling modular synthesis. The Boc group can be removed under standard conditions to reveal the primary amine for subsequent conjugation steps. As a tunable, hydrophilic spacer, it supports systematic optimization of linker length and attachment position, which are key determinants of degradation potency and selectivity in targeted protein degradation studies.

N-Boc-C1-PEG5-C3-NH2

Structure of 956472-77-8

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PROTAC Linker
Molecular Formula
C₁₉H₄₀N₂O₇
Molecular Weight
408.53

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

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IUPACName
tert-butyl N-[3-[2-[2-[2-[2-(3-aminopropoxy)ethoxy]ethoxy]ethoxy]ethoxy]propyl]carbamate
InChI Key
PNJZMOHIDNWPLY-UHFFFAOYSA-N
InChI
InChI=1S/C19H40N2O7/c1-19(2,3)28-18(22)21-7-5-9-24-11-13-26-15-17-27-16-14-25-12-10-23-8-4-6-20/h4-17,20H2,1-3H3,(H,21,22)
SMILES
CC(C)(C)OC(=O)NCCCOCCOCCOCCOCCOCCCN

N-Boc-C1-PEG5-C3-NH2 is a polyethylene glycol-based PROTAC linker building block designed to provide conformational flexibility and favorable solubility for targeted protein degradation constructs. Its protected amine functionality enables controlled coupling to ligands under standard synthetic conditions, while the PEG segment helps tune linker length and reduce steric bias at the ternary complex interface. The points below describe the structure and practical reactivity considerations for assembling PROTACs using this linker.

Structure: The linker contains a PEG oligomer segment providing ether-rich flexibility, flanked by carbon–nitrogen connectivity that supports amide-forming chemistry. A Boc-protected terminal amine is present, and the overall scaffold is characterized by polar ether atoms that enhance hydrophilicity and promote aqueous compatibility.

Reactivity: The Boc group enables orthogonal protection strategies, allowing deprotection followed by amide or urea bond formation to attach this linker to targeting ligands. Typical approaches use acid-mediated Boc removal, then coupling via activated carboxylic acids or activated amines employing standard peptide-coupling reagents. Solvent systems commonly include polar aprotic media, and reactions are generally performed under inert or controlled conditions to 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

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