Diketone-PEG11-PFP ester

 Cat No.: BP-501807 4.5  

Diketone-PEG11-PFP ester is a heterobifunctional polyethylene glycol linker featuring a terminal activated pentafluorophenyl (PFP) ester for acyl transfer to primary amines, paired with a PEG chain of intermediate length that provides aqueous solubility and reduced nonspecific interactions. The “diketone” motif is designed to enable stable conjugation chemistry commonly used in PROTAC and targeted protein degradation workflows, where the linker must connect distinct ligands while preserving their binding conformations. In PROTAC constructs, this type of linker serves as a flexible spacer that positions the E3-ligase recruiting moiety and the target-binding ligand to favor formation of the ternary complex, while the PEG segment can improve pharmacokinetic-like behavior in vitro assays and mitigate aggregation. Researchers value this linker for modular synthesis of amine-functionalized PROTACs, enabling controlled coupling and subsequent purification to generate defined conjugates for degradation potency and selectivity studies.

Diketone-PEG11-PFP ester

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PROTAC Linker
Molecular Formula
C₄₄H₆₂F₅NO₁₆
Molecular Weight
955.95

* 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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Room temperature in continental US; may vary elsewhere.
IUPACName
(2,3,4,5,6-pentafluorophenyl) 3-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[3-[4-(3,5-dioxohexyl)anilino]-3-oxopropoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoate
InChI Key
WNVSRPPWUMFEFT-UHFFFAOYSA-N
InChI
InChI=1S/C44H62F5NO16/c1-33(51)32-36(52)7-4-34-2-5-35(6-3-34)50-37(53)8-10-55-12-14-57-16-18-59-20-22-61-24-26-63-28-30-65-31-29-64-27-25-62-23-21-60-19-17-58-15-13-56-11-9-38(54)66-44-42(48)40(46)39(45)41(47)43(44)49/h2-3,5-6H,4,7-32H2,1H3,(H,50,53)
SMILES
CC(=O)CC(=O)CCC1=CC=C(C=C1)NC(=O)CCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCC(=O)OC2=C(C(=C(C(=C2F)F)F)F)F

Diketone-PEG11-PFP ester is a PEG-based PROTAC linker featuring a reactive pentafluorophenyl (PFP) ester for efficient conjugation to amine-bearing ligands, enabling modular construction of targeted protein degraders. Its extended, hydrophilic PEG scaffold helps tune solubility and linker flexibility while the diketone functionality supports chemically defined linker architecture for downstream assembly. Detailed structural and reactivity considerations are provided below to guide experimental PROTAC synthesis and optimization.

Structure: The molecule contains a PEG chain providing hydrophilicity and conformational flexibility, linked to a diketone-containing segment and a terminal PFP ester. It includes ether linkages within the PEG backbone, carbonyl groups in the diketone/ester motifs, and aromatic pentafluorophenyl substituents that activate acyl transfer.

Reactivity: The PFP ester undergoes nucleophilic acyl substitution with primary or secondary amines under mild base conditions, typically using polar aprotic or mixed aqueous-organic solvents to maintain solubility. The pentafluorophenyl leaving group facilitates efficient coupling, while the diketone and PEG segments are generally compatible with standard PROTAC linker assembly workflows. Reactions are commonly performed under anhydrous or low-water conditions to minimize hydrolysis, with purification by chromatography or precipitation as needed.

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L

* 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
g

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