Acid-PEG3-PFP ester

 CAS No.: 1835759-67-5  Cat No.: BP-501210 4.5  

Acid-PEG3-PFP ester is a heterobifunctional polyethylene glycol linker designed for PROTAC and targeted protein degradation workflows requiring a reactive “handle” for covalent conjugation. Structurally, it comprises a short PEG chain of three ethylene glycol units terminated as a carboxylic acid derivative and capped with a pentafluorophenyl (PFP) ester, providing an activated ester chemistry that readily reacts with primary amines to form stable amide bonds. In PROTAC design, this linker enables controlled attachment of one PROTAC component (e.g., a ligand-bearing amine or an amine-containing intermediate) while the PEG segment imparts aqueous solubility and can reduce steric constraints between the binding moieties. Its value lies in facilitating modular synthesis of degraders by allowing efficient, site-selective conjugation under standard amide-coupling conditions, supporting rapid generation and optimization of linker length and physicochemical properties for improved ternary complex formation and cellular degradation performance.

Acid-PEG3-PFP ester

Structure of 1835759-67-5

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PROTAC Linker
Molecular Formula
C₁₆H₁₇F₅O₇
Molecular Weight
416.29

* 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-[3-oxo-3-(2,3,4,5,6-pentafluorophenoxy)propoxy]ethoxy]ethoxy]propanoic acid
InChI Key
QFILSUVCEHSYOO-UHFFFAOYSA-N
InChI
InChI=1S/C16H17F5O7/c17-11-12(18)14(20)16(15(21)13(11)19)28-10(24)2-4-26-6-8-27-7-5-25-3-1-9(22)23/h1-8H2,(H,22,23)
SMILES
C(COCCOCCOCCC(=O)OC1=C(C(=C(C(=C1F)F)F)F)F)C(=O)O

Acid-PEG3-PFP ester is a PEG-based PROTAC linker building block designed for efficient installation of carboxylic-acid functionalities onto amine-bearing ligands through activated ester chemistry. Its flexible ethylene glycol segment helps tune linker solubility and conformational freedom, while the PFP ester provides a reactive handle for forming stable amide bonds under mild conditions. This product is well suited for assembling targeted protein degradation constructs, where reliable coupling and controlled geometry are essential; detailed structural and reactivity considerations are provided below.

Structure: Acid-PEG3-PFP ester comprises a short poly(ethylene glycol) chain linked to a pentafluorophenyl (PFP) ester. The molecule contains an activated ester moiety with electron-withdrawing fluorinated aromatic substituents, plus ether linkages that confer flexibility, polarity, and improved aqueous compatibility.

Reactivity: The PFP ester reacts with primary or secondary amines to form amide bonds, proceeding via nucleophilic acyl substitution at the activated carbonyl. Suitable conditions typically use anhydrous or low-water organic solvents with controlled pH to promote amine nucleophilicity while minimizing hydrolysis. No special catalysts are generally required; base selection and temperature control are used to balance coupling efficiency and stability of the activated ester.

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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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