Bis-PEG7-PFP ester

 CAS No.: 1334170-01-2  Cat No.: BP-501453 4.5  

Bis-PEG7-PFP ester is a bifunctional polyethylene glycol (PEG) linker featuring a PEG7 spacer terminated at both ends with pentafluorophenyl (PFP) ester groups. The PFP ester moiety is an activated carboxylate that readily undergoes nucleophilic acyl substitution with primary amines, enabling efficient conjugation to lysine-containing ligands, engineered protein tags, or amine-functionalized targeting modules under mild conditions. Structurally, the PEG spacer enhances solubility and provides conformational flexibility, which can reduce steric interference between the two PROTAC components and improve productive formation of the ternary complex. In PROTAC design, this linker serves as a modular “bridge” that connects an E3 ligase-binding ligand to a target-binding ligand through amide bond formation, allowing systematic tuning of linker length and geometry to optimize degradation potency and selectivity. Its value lies in facilitating reproducible synthesis of well-defined conjugates for targeted protein degradation studies and structure–activity relationship exploration.

Bis-PEG7-PFP ester

Structure of 1334170-01-2

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Category
PROTAC Linker
Molecular Formula
C₃₀H₃₂F₁₀O₁₁
Molecular Weight
758.55
Appearance
Liquid

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

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Liquid
Storage
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-[3-oxo-3-(2,3,4,5,6-pentafluorophenoxy)propoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoate
Synonyms
Bis-PEG7-PFP ester; 1334170-01-2; Bis-peg7-pfpester; PFP-PEG7-PFP; alpha,omega-Bis(pentafluorphenyl propionate) hepta(ethylene glycol); bis(perfluorophenyl) 4,7,10,13,16,19,22-heptaoxapentacosanedioate; SCHEMBL17732203; DTXSID401119418
InChI Key
NEFPGEFWBAKGRR-UHFFFAOYSA-N
InChI
InChI=1S/C30H32F10O11/c31-19-21(33)25(37)29(26(38)22(19)34)50-17(41)1-3-43-5-7-45-9-11-47-13-15-49-16-14-48-12-10-46-8-6-44-4-2-18(42)51-30-27(39)23(35)20(32)24(36)28(30)40/h1-16H2
SMILES
C(COCCOCCOCCOCCOCCOCCOCCC(=O)OC1=C(C(=C(C(=C1F)F)F)F)F)C(=O)OC2=C(C(=C(C(=C2F)F)F)F)F

Bis-PEG7-PFP ester is a bifunctional, PEG-based linker designed for PROTAC construction, enabling efficient conjugation of ligands through activated ester chemistry. Its flexible poly(ethylene glycol) segments can improve solubility and provide spatial control for ternary-complex formation, while the PFP ester handles reliable coupling under mild conditions. The following sections describe its structure and practical reactivity considerations in detail.

Structure: The molecule is a bis-functional PEG linker featuring two poly(ethylene glycol) chains terminated with pentafluorophenyl (PFP) ester groups. It contains ether linkages within the PEG backbone and ester carbonyls at the reactive termini, offering a flexible, polar scaffold suitable for solubilizing PROTAC intermediates.

Reactivity: PFP esters react readily with nucleophiles such as primary or secondary amines and amino-containing ligands to form stable amide bonds. Typical PROTAC synthesis uses controlled base conditions to generate the nucleophile and employs polar aprotic solvents to maintain solubility. The pentafluorophenyl leaving group facilitates acyl substitution, and mild temperatures are commonly used to preserve sensitive targeting ligands during stepwise conjugation.

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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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