Aminooxy-PEG1-Aminooxy

 CAS No.: 93460-33-4  Cat No.: BP-500412  Purity: ≥95% 4.5  

Aminooxy-PEG1-Aminooxy is a bifunctional, short polyethylene glycol linker bearing two terminal aminooxy (–ONH2) groups, enabling chemoselective conjugation through oxime or related oxime-forming reactions with carbonyl-containing partners. Structurally, it provides a flexible, hydrophilic spacer of minimal length that can reduce steric interference between a ligand and an E3-recruiting or targeting moiety while maintaining close enough proximity for efficient ternary complex formation. In PROTAC design, this linker is used to connect two functional components via carbonyl–aminooxy coupling, yielding a stable oxime linkage that can be advantageous for preserving binding properties and improving synthetic modularity. Its compact PEG character can also influence solubility and degradation assay performance by mitigating aggregation and nonspecific interactions. As a reliable building block for constructing well-defined conjugates, it supports systematic structure–activity studies and facilitates rapid generation of PROTAC variants for targeted protein degradation research.

Aminooxy-PEG1-Aminooxy

Structure of 93460-33-4

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Category
PROTAC Linker
Molecular Formula
C4H12N2O3
Molecular Weight
136.15
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 for short term (days to weeks) or -20°C for long term (months to years)
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
O-[2-(2-aminooxyethoxy)ethyl]hydroxylamine
Synonyms
Bis-aminooxy-PEG1; O,O'-(oxybis(ethane-2,1-diyl))bis(hydroxylamine); Bis[2-(aminooxy)ethyl] ether; Hydroxylamine, O,O'-(oxydi-2,1-ethanediyl)bis-; 1-(Aminooxy)-2-[2-(aminooxy)ethoxy]ethane
Boiling Point
301.4±27.0°C at 760 mmHg
Density
1.1±0.1 g/cm3
InChI Key
ZESQVNWRUDEXNZ-UHFFFAOYSA-N
InChI
InChI=1S/C4H12N2O3/c5-8-3-1-7-2-4-9-6/h1-6H2
SMILES
C(CON)OCCON

Aminooxy-PEG1-Aminooxy is a bifunctional PEG-based linker designed for assembling PROTACs and related targeted protein degradation constructs. Its two aminooxy termini enable chemoselective conjugation to carbonyl-bearing partners, supporting modular synthesis of degraders with controlled spatial separation and improved aqueous compatibility. The linker is particularly useful when researchers need reliable, orthogonal coupling strategies to connect ligands while maintaining functional group integrity. Detailed structural and reactivity considerations are provided below.

Structure: The linker contains a short polyethylene glycol segment terminated by two aminooxy groups. It features ether linkages within the PEG backbone and aminooxy functionalities capable of forming stable oxime-type linkages. Overall, it is flexible, hydrophilic, and suitable for aqueous-phase conjugation workflows.

Reactivity: Aminooxy groups react with aldehydes or ketones to form oxime or oxime-derivative linkages under mildly acidic to neutral conditions, following a nucleophilic addition–condensation mechanism. Typical PROTAC assembly uses aldehyde- or ketone-functionalized ligands, with solvents such as aqueous buffers or mixed aqueous organic media to maintain solubility. No metal catalysts are generally required; reaction rates can depend on pH, solvent composition, and steric accessibility of the carbonyl partner.

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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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