Fmoc-aminooxy-PFP ester
Cat No.: BP-502096
4.5 
Fmoc-aminooxy-PFP ester is a bifunctional linker reagent combining an Fmoc-protected aminooxy group with a pentafluorophenyl (PFP) ester that serves as an activated acylating handle. Structurally, it provides an aminooxy nucleophile protected for compatibility with peptide/PROTAC synthesis workflows, alongside a reactive PFP ester that readily undergoes aminolysis or acyl transfer to form stable amide or related conjugates with complementary partners. In PROTAC design, such linkers are used to connect distinct functional modules by first enabling efficient installation of the aminooxy functionality and then promoting coupling to a second component bearing an appropriate nucleophile, thereby positioning the two ligands for productive ternary-complex formation with the target protein and E3 ligase. Its utility lies in facilitating modular synthesis, improving synthetic flexibility, and supporting reliable conjugation chemistry for targeted protein degradation research.
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* For research and manufacturing use only. Not for human or clinical use.
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Fmoc-aminooxy-PFP ester is a bifunctional PROTAC linker building block designed to enable efficient coupling between an aminooxy-containing handle and a protein-targeting ligand or warhead. Its activated pentafluorophenyl (PFP) ester facilitates rapid acyl transfer under mild conditions, while the Fmoc-protected aminooxy functionality supports controlled reactivity during synthesis. This combination is widely used in targeted protein degradation workflows to assemble degraders with defined connectivity; detailed structural and reactivity considerations are provided below.
Structure: The molecule contains an Fmoc-protected aminooxy group connected to a pentafluorophenyl ester, featuring an activated carboxylate motif. It includes aromatic and fluorinated substituents that enhance leaving-group ability, alongside stable amide-like linkages formed after coupling. Overall, it is a reactive acyl-transfer reagent with a protected functional handle.
Reactivity: The PFP ester undergoes nucleophilic acyl substitution with aminooxy nucleophiles to form stable oxime/oxyamine-linked products used in PROTAC assembly. Couplings are typically performed under anhydrous or low-water conditions with suitable bases to promote nucleophile activation, using common organic solvents compatible with Fmoc chemistry. Mild temperatures and careful pH control help maintain linker integrity and minimize side reactions such as hydrolysis.
* 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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