Fmoc-aminooxy-PEG4-acid

Name: Fmoc-aminooxy-PEG4-acid
Brand: BOC Sciences
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CAS No.: 1895922-70-9

Cat No.: BP-501200 4.5

Fmoc-aminooxy-PEG4-acid is a polyethylene glycol–based PROTAC linker building block featuring a terminal Fmoc-protected aminooxy group and a carboxylic acid at the opposite end, enabling straightforward solid-phase or solution-phase conjugation. The aminooxy functionality serves as a chemoselective handle for forming stable oxime linkages with aldehyde-bearing targeting ligands or other PROTAC components, while the PEG4 spacer provides conformational flexibility and improved aqueous solubility to reduce steric interference during ternary-complex formation. In targeted protein degradation workflows, this linker can be used to connect a ligand that recruits an E3 ligase (or a target-binding moiety) to a complementary partner via oxime chemistry, helping tune linker length and polarity to optimize degradation potency and cooperativity. As a modular, chemically robust PEG linker, it supports rapid PROTAC library synthesis and systematic structure–activity relationship studies.

Structure of 1895922-70-9

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PROTAC Linker

Molecular Formula

C₂₆H₃₃NO₉

Molecular Weight

503.54

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

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Please store the product under the recommended conditions in the Certificate of Analysis.

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IUPACName

3-[2-[2-[2-[2-(9H-fluoren-9-ylmethoxycarbonylamino)oxyethoxy]ethoxy]ethoxy]ethoxy]propanoic acid

InChI Key

QJSNUHJABIFADD-UHFFFAOYSA-N

InChI

InChI=1S/C26H33NO9/c28-25(29)9-10-31-11-12-32-13-14-33-15-16-34-17-18-36-27-26(30)35-19-24-22-7-3-1-5-20(22)21-6-2-4-8-23(21)24/h1-8,24H,9-19H2,(H,27,30)(H,28,29)

SMILES

C1=CC=C2C(=C1)C(C3=CC=CC=C32)COC(=O)NOCCOCCOCCOCCOCCC(=O)O

Fmoc-aminooxy-PEG4-acid is a polyethylene glycol-based PROTAC linker building block designed to enable efficient conjugation chemistry while providing a flexible, hydrophilic spacer. Its aminooxy functionality supports oxime/oxime-ether formation with carbonyl-containing partners, and the terminal carboxylic acid facilitates coupling to targeting ligands or scaffold elements. Together, these features help tune linker length, improve solubility, and support modular PROTAC assembly; detailed structural and reactivity considerations are provided below.

Structure: The linker contains an Fmoc-protected aminooxy group, a PEG-derived repeating ether chain, and a terminal carboxylic acid. It features stable C–O and C–C connectivity, ether linkages within the PEG segment, and an acid-bearing functional group suitable for amide formation. Overall, it is flexible and highly polar.

Reactivity: PROTAC construction typically uses the carboxylic acid for amide coupling to ligand/scaffold amines under standard peptide-coupling conditions, followed by aminooxy-mediated conjugation to carbonyl groups via oxime or oxime-ether formation. Oxime formation generally proceeds under mildly acidic to neutral conditions using dehydrating agents or catalysts as appropriate, with solvent systems chosen to maintain solubility and minimize side reactions. Fmoc deprotection can be performed when orthogonal coupling steps are required.

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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