Boc-Aminooxy-PEG5-amine

 CAS No.: 2250216-94-3  Cat No.: BP-501456 4.5  

Boc-Aminooxy-PEG5-amine is a protected aminooxy-functional polyethylene glycol linker designed for modular conjugation in targeted protein degradation workflows. Structurally, it contains an N-Boc-protected amine at one terminus and an aminooxy group at the other, connected through a PEG chain of intermediate length that provides aqueous solubility, conformational flexibility, and reduced steric bias. In PROTAC construction, the aminooxy handle is commonly used to form oxime or related oxime-derived linkages with carbonyl-containing partners, enabling stable attachment to aldehyde/ketone-bearing warheads or targeting moieties, while the Boc-protected amine serves as a protected site for subsequent coupling reactions after deprotection. This linker is valuable for optimizing linker–binder geometry, improving overall physicochemical properties, and facilitating reliable assembly of multi-component degraders for mechanistic studies and structure–activity optimization in targeted degradation research.

Boc-Aminooxy-PEG5-amine

Structure of 2250216-94-3

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PROTAC Linker
Molecular Formula
C₁₇H₃₆N₂O₈
Molecular Weight
396.48

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

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IUPACName
tert-butyl N-[2-[2-[2-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]carbamate
InChI Key
RFFVAEAIBJSWJR-UHFFFAOYSA-N
InChI
InChI=1S/C17H36N2O8/c1-17(2,3)27-16(20)19-26-15-14-25-13-12-24-11-10-23-9-8-22-7-6-21-5-4-18/h4-15,18H2,1-3H3,(H,19,20)
SMILES
CC(C)(C)OC(=O)NOCCOCCOCCOCCOCCOCCN

Boc-Aminooxy-PEG5-amine is a PEG-based bifunctional linker designed for constructing PROTACs and related targeted protein degradation tools. Its protected aminooxy functionality enables controlled conjugation, while the PEG segment provides beneficial solubility and conformational flexibility that can improve linker–ligand presentation. The combination supports robust assembly of degraders in modular workflows, and the sections below describe its structure and practical reactivity considerations in detail.

Structure: The linker contains a Boc-protected aminooxy group and a polyethylene glycol chain terminating in a primary amine. It features ether linkages along the PEG backbone, a carbamate from the Boc protecting group, and an aminooxy moiety suitable for oxime-related chemistry. Overall, it is typically hydrophilic and conformationally flexible.

Reactivity: Boc protection allows selective deprotection under acid conditions to reveal the aminooxy group. The free aminooxy functionality is commonly used to form oxime linkages with carbonyl-containing partners, following condensation principles that benefit from mildly acidic to neutral conditions. The terminal amine can be used for amide coupling or other nucleophile–electrophile conjugations using standard coupling reagents in polar aprotic solvents. Mild temperatures and anhydrous handling are often used to preserve reactive intermediates.

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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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