Boc-Aminooxy-PEG8

 CAS No.: 2353410-14-5  Cat No.: BP-501617  Purity: ≥95% 4.5  

Boc-Aminooxy-PEG8 is a protected aminooxy-functional polyethylene glycol linker designed for use in targeted protein degradation and related bioconjugation workflows. Structurally, it comprises a Boc-protected aminooxy group linked to an eight-unit PEG chain, providing a flexible, hydrophilic spacer that can reduce steric constraints and improve solvent exposure of the conjugation handle. In PROTAC architectures, the aminooxy functionality enables oxime or related oxime-chemistry conjugation strategies with carbonyl-bearing partners, allowing researchers to connect a ligand (e.g., a target-binding moiety or an E3-recruiting ligand) through a stable, directional linkage while maintaining conformational freedom. The PEG segment can also help modulate linker length and overall physicochemical properties, which are critical for optimizing ternary complex formation and degradation potency. As a modular building block, it supports systematic linker engineering for mechanistic studies and structure–activity optimization in targeted degradation research.

Boc-Aminooxy-PEG8

Structure of 2353410-14-5

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Category
PROTAC Linker
Molecular Formula
C21H43NO11
Molecular Weight
485.55

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

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Purity
≥95%
Solubility
Soluble in DCM, DMF, DMSO
Storage
Store at 2-8°C
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
tert-butyl N-[2-[2-[2-[2-[2-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]carbamate
Synonyms
Boc-Aminoxy-PEG8-OH; t-Boc-Aminooxy-PEG8-alcohol; tert-Butyl ((23-hydroxy-3,6,9,12,15,18,21-heptaoxatricosyl)oxy)carbamate; 2-Methyl-2-propanyl [(23-hydroxy-3,6,9,12,15,18,21-heptaoxatricos-1-yl)oxy]carbamate; Carbamic acid, N-[(23-hydroxy-3,6,9,12,15,18,21-heptaoxatricos-1-yl)oxy]-, 1,1-dimethylethyl ester
Density
1.1±0.1 g/cm3
InChI Key
ASIBAXGAMKYMQJ-UHFFFAOYSA-N
InChI
InChI=1S/C21H43NO11/c1-21(2,3)33-20(24)22-32-19-18-31-17-16-30-15-14-29-13-12-28-11-10-27-9-8-26-7-6-25-5-4-23/h23H,4-19H2,1-3H3,(H,22,24)
SMILES
CC(C)(C)OC(=O)NOCCOCCOCCOCCOCCOCCOCCOCCO

Boc-Aminooxy-PEG8 is a polyethylene glycol-based linker designed for constructing PROTACs that require a controlled, hydrophilic spacer between recognition elements. Its aminooxy handle enables chemoselective oxime formation, while the PEG chain improves solubility and can help tune linker flexibility and effective intramolecular geometry. The following points describe its structural features and practical reactivity considerations for PROTAC assembly in detail.

Structure: The linker contains a protected aminooxy functionality (Boc-protected) attached to a PEG oligomer, providing a flexible, ether-rich chain. It features carbamate and ether linkages, with polar oxygen atoms that promote hydration and conformational mobility relevant to targeted protein degradation workflows.

Reactivity: For PROTAC synthesis, the Boc group is typically removed under standard acid-mediated deprotection to reveal the free aminooxy moiety. The resulting aminooxy reacts with carbonyl-containing partners to form oxime bonds via a condensation mechanism. Common conditions use mild aqueous-organic solvent systems with controlled pH, and the reaction is generally performed without specialized catalysts, relying on chemoselectivity and oxime-forming equilibria.

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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

* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
g/mol
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