Aminoxy-PEG4-acid

 CAS No.: 1807537-38-7  Cat No.: BP-501161  Purity: ≥95% 4.5  

Aminoxy-PEG4-acid is a bifunctional polyethylene glycol linker featuring a terminal aminoxy (oxime ether) group and a carboxylic acid at the opposite end, connected through a short PEG chain of four ethylene glycol units. In PROTAC and related targeted degradation constructs, the aminoxy functionality serves as a reactive handle for chemoselective conjugation to carbonyl-containing partners (for example, aldehyde-bearing ligands) via oxime ether formation, enabling stable attachment under mild conditions. The PEG segment provides a flexible, hydrophilic spacer that can reduce steric interference and help position the two binding elements for productive ternary complex formation with the target protein and the E3 ligase recruiter. The terminal carboxylic acid further supports coupling strategies such as amide bond formation to introduce the linker into larger molecular architectures. This linker is valuable for researchers seeking modular, water-compatible PROTAC assembly with improved synthetic versatility and tunable spatial reach between functional domains.

Aminoxy-PEG4-acid

Structure of 1807537-38-7

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Category
PROTAC Linker
Molecular Formula
C11H23NO7
Molecular Weight
281.30
Related CAS
2588488-52-0 (polymer)
Appearance
Pale Yellow Oily Liquid

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

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Purity
≥95%
Appearance
Pale Yellow Oily Liquid
Storage
Store at 2-8°C
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
3-[2-[2-[2-(2-aminooxyethoxy)ethoxy]ethoxy]ethoxy]propanoic acid
Synonyms
Aminooxy-PEG4-acid; 1-(Aminooxy)-3,6,9,12-tetraoxapentadecan-15-oic acid; 3,6,9,12-Tetraoxapentadecan-15-oic acid, 1-(aminooxy)-
Boiling Point
448.6±45.0 °C at 760 mmHg
Density
1.2±0.1 g/cm3
InChI Key
UBYSJSIIVZPQED-UHFFFAOYSA-N
InChI
InChI=1S/C11H23NO7/c12-19-10-9-18-8-7-17-6-5-16-4-3-15-2-1-11(13)14/h1-10,12H2,(H,13,14)
SMILES
C(COCCOCCOCCOCCON)C(=O)O

Aminoxy-PEG4-acid is a PEG-based linker designed for modular assembly of targeted protein degradation (PROTAC) constructs. Its aminoxy functionality enables reliable oxime-chemistry conjugation strategies, while the PEG spacer supports favorable solubility and conformational flexibility between binding and recruiting elements. This product is well suited for researchers seeking robust, reproducible linker incorporation into PROTACs, with detailed structural and synthetic guidance provided below.

Structure: The linker contains an aminoxy (–ONH2) reactive handle and a terminal carboxylic acid, connected through an ether-rich PEG chain. Its flexible polyether backbone provides solvating, hydrophilic character, while the acid enables amide or ester-forming coupling chemistry.

Reactivity: The aminoxy group can participate in oxime formation under mildly acidic to neutral conditions, enabling chemoselective conjugation to carbonyl-containing partners. The carboxylic acid can be activated for amide coupling using standard peptide-coupling reagents, typically in polar aprotic solvents with base. Mechanistically, oxime formation proceeds via nucleophilic addition to an aldehyde or ketone, followed by dehydration; coupling proceeds through an activated ester or uronium/phosphonium intermediate.

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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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