Aminooxy-PEG4-Aminooxy

 CAS No.: 98627-72-6  Cat No.: BP-500686  Purity: ≥95% 4.5  

Aminooxy-PEG4-Aminooxy is a bifunctional polyethylene glycol linker bearing two aminooxy (–ONH2) termini connected by a short PEG chain, providing a flexible, hydrophilic spacer between conjugation handles. In PROTAC and related targeted protein degradation designs, this linker is used to install or connect reactive groups on two different molecular components, enabling controlled formation of oxime bonds with aldehyde-bearing partners under mild conditions. The aminooxy functionality allows efficient oxime ligation, while the PEG4 segment improves solubility, reduces non-specific hydrophobic interactions, and helps maintain productive geometry for ternary complex formation. As a modular building block, it supports iterative synthesis of degraders by facilitating late-stage conjugation of ligands (e.g., targeting moieties or recruiting elements) to generate defined PROTAC architectures. Its use can improve experimental reproducibility and enable systematic structure–activity studies focused on linker length and polarity effects on degradation potency and selectivity.

Aminooxy-PEG4-Aminooxy

Structure of 98627-72-6

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Category
PROTAC Linker
Molecular Formula
C10H24N2O6
Molecular Weight
268.31
Appearance
Pale Yellow or Colorless Oily Matter

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

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Purity
≥95%
Solubility
Soluble in DCM, DMF, DMSO, Water
Appearance
Pale Yellow or Colorless Oily Matter
Storage
Store at 2-8°C
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Room temperature in continental US; may vary elsewhere.
IUPACName
O-[2-[2-[2-[2-(2-aminooxyethoxy)ethoxy]ethoxy]ethoxy]ethyl]hydroxylamine
Synonyms
Bis-aminooxy-PEG4; O,O'-(3,6,9,12-tetraoxatetradecane-1,14-diyl)bis(hydroxylamine); 1,14-Bis(aminooxy)-3,6,9,12-tetraoxatetradecane; Hydroxylamine, O,O'-(3,6,9,12-tetraoxatetradecane-1,14-diyl)bis-
Boiling Point
413.7±45.0°C at 760 mmHg
Density
1.1±0.1 g/cm3
InChI Key
PWNMUXWMRYYPNL-UHFFFAOYSA-N
InChI
InChI=1S/C10H24N2O6/c11-17-9-7-15-5-3-13-1-2-14-4-6-16-8-10-18-12/h1-12H2
SMILES
C(COCCOCCON)OCCOCCON

This Aminooxy-PEG4-Aminooxy linker is designed for modular PROTAC synthesis, providing two aminooxy termini that enable efficient formation of oxime linkages with aldehyde-bearing ligands. Its polyethylene glycol scaffold supports favorable solubility and conformational flexibility, which can help tune linker length and reduce steric constraints during targeted protein degradation workflows. The detailed structural and reactivity considerations for PROTAC construction are provided below.

Structure: The linker contains a PEG-based chain terminated by two aminooxy functional groups, enabling formation of oxime bonds. It features ether linkages within the polymer segment and reactive N–O functionalities at both ends. Overall, it is a flexible, polar, water-compatible bifunctional scaffold suitable for bioconjugation-style coupling.

Reactivity: Aminooxy groups react with aldehydes to form oximes under mild, commonly used condensation conditions. For PROTAC assembly, one typically combines an aldehyde-functional targeting ligand or intermediate with the linker in a suitable solvent, often with a mild acid or base to promote oxime formation while minimizing side reactions. The reaction proceeds via nucleophilic addition of the aminooxy oxygen to the aldehyde, followed by dehydration to yield a stable oxime linkage.

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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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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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