Aminooxy-PEG3-acid

 CAS No.: 1807540-79-9  Cat No.: BP-501188  Purity: ≥95% 4.5  

Aminooxy-PEG3-acid is a heterobifunctional PEG-based linker featuring an aminooxy reactive handle and a terminal carboxylic acid for conjugation. The aminooxy group enables chemoselective oxime formation with aldehyde-bearing partners, allowing stable linkage under mild conditions commonly used in PROTAC and related targeted degradation workflows. The PEG3 spacer provides a short, flexible hydrophilic segment that can reduce steric interference, improve effective reach between the two binding moieties, and help maintain productive ternary complex formation. In PROTAC design, this linker is used to connect an aldehyde-functional ligand (e.g., derived from a warhead scaffold) to a complementary component through oxime bond formation, while the carboxyl terminus can be used for further coupling to amine- or hydrazide-containing fragments via standard carbodiimide or related amide-forming chemistries. Its utility lies in providing a chemically robust, modular connection strategy that supports systematic optimization of linker length and attachment geometry in targeted protein degradation research.

Aminooxy-PEG3-acid

Structure of 1807540-79-9

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Category
PROTAC Linker
Molecular Formula
C9H19NO6
Molecular Weight
237.25
Related CAS
2588488-52-0 (polymer)
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 DMSO
Appearance
Pale Yellow or Colorless Oily Matter
Storage
Store at 2-8°C
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
3-[2-[2-(2-aminooxyethoxy)ethoxy]ethoxy]propanoic acid
Synonyms
Propanoic acid, 3-[2-[2-[2-(aminooxy)ethoxy]ethoxy]ethoxy]-; Aminoxy-PEG3-acid
Boiling Point
415.9±40.0°C (Predicted)
Density
1.181±0.06 g/cm3 (Predicted)
InChI Key
HCDJNGXHQUUUCA-UHFFFAOYSA-N
InChI
InChI=1S/C9H19NO6/c10-16-8-7-15-6-5-14-4-3-13-2-1-9(11)12/h1-8,10H2,(H,11,12)
SMILES
C(COCCOCCOCCON)C(=O)O

Aminooxy-PEG3-acid is a PEG-based PROTAC linker building block designed to connect targeting ligands to E3-recruiting or other functional modules through an aminooxy handle. Its ether-rich, flexible scaffold can improve solubility and conformational adaptability, supporting efficient formation of productive ternary complexes. The aminooxy functionality enables widely used oxime-type conjugation strategies, while the terminal acid provides a convenient site for further coupling. Detailed structure and reactivity considerations are provided below.

Structure: The linker contains an aminooxy functional group attached to a short polyethylene glycol chain terminated by a carboxylic acid. It features ether linkages within the PEG segment and a terminal acid suitable for derivatization. The overall structure is flexible and polar, supporting aqueous compatibility and stable covalent conjugation via oxime chemistry.

Reactivity: Aminooxy-PEG3-acid is commonly used to form oxime or related oxime-derived linkages by reacting the aminooxy group with an aldehyde or ketone under mild conditions, typically in the presence of acid catalysis to accelerate condensation. The carboxylic acid can be activated for amide or ester coupling using standard coupling reagents, enabling modular PROTAC assembly. Suitable solvents include polar organic media and aqueous-compatible buffers, depending on the chosen coupling step.

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It is commonly abbreviated as: C1V1 = C2V2

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Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
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