Propargyl-PEG3-PFP ester
CAS No.: 2148295-91-2
Cat No.: BP-501055
4.5 
Propargyl-PEG3-PFP ester is a heterobifunctional PEG-based linker that combines a terminal propargyl group with a reactive pentafluorophenyl (PFP) ester for acyl transfer. The PEG3 segment provides a short, hydrophilic, conformationally flexible spacer that helps reduce steric interference between the warhead and the recruited E3 ligase-binding partner in PROTAC constructs. In PROTAC design, the PFP ester enables efficient conjugation to primary amines on targeting ligands (e.g., lysine-containing peptides or amine-bearing small molecules) to form a stable amide linkage, while the propargyl handle can be used for subsequent bioorthogonal coupling (commonly via azide–alkyne cycloaddition) or for attachment to other functional modules. This linker is valuable for modular assembly of targeted protein degradation probes, facilitating controlled spacing and reliable stepwise synthesis, which can improve conjugate solubility and maintain productive ternary-complex formation.
Structure of 2148295-91-2
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Propargyl-PEG3-PFP ester is a PEG-based bifunctional linker designed for building PROTACs through orthogonal chemistries. Its propargyl handle enables efficient conjugation to azide-bearing partners via copper-catalyzed azide–alkyne cycloaddition (CuAAC), while the PFP ester provides a reactive platform for acylation of nucleophilic residues on targeting ligands. This combination supports modular assembly, improved solubility, and controlled linker presentation in targeted protein degradation studies; detailed structural and reactivity considerations follow.
Structure: The linker comprises a flexible polyethylene glycol segment terminating in a propargyl group and a pentafluorophenyl ester. It contains an alkyne for bioorthogonal coupling, an activated ester for acyl transfer, and ether linkages that enhance hydrophilicity and conformational mobility.
Reactivity: The PFP ester reacts with primary amines or other nucleophiles under mild base conditions to form stable amide or related acylated products, leveraging the electron-withdrawing pentafluorophenyl leaving group. The propargyl group can be coupled to azide-functional components using CuAAC under mild conditions; copper-free SPAAC is not applicable to this unstrained linear alkyne. Typical solvents include aqueous buffer systems with controlled organic co-solvent content to maintain solubility and reaction efficiency.
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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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