Mal-amido-PEG24-TFP ester

 Cat No.: BP-501989 4.5  

Mal-amido-PEG24-TFP ester is a heterobifunctional polyethylene glycol (PEG) linker featuring a terminal maleimide group for selective conjugation to thiols and a tetrafluorophenyl (TFP) ester for efficient acylation of primary amines on amine-bearing ligands. Structurally, the compound provides a long, flexible hydrophilic spacer that spatially separates the reactive handles, improving accessibility and reducing steric interference during bioconjugation. In PROTAC and targeted protein degradation workflows, it can be used to connect a thiol-functionalized warhead or targeting moiety to an amine-functionalized partner (or vice versa), enabling controlled assembly of degraders while maintaining favorable aqueous solubility. The PEG chain length and dual-reactivity make it particularly useful for tuning linker geometry, optimizing conjugation efficiency, and generating well-defined constructs for subsequent binding, ternary complex formation, and cellular degradation studies.

Mal-amido-PEG24-TFP ester

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Category
PROTAC Linker
Molecular Formula
C₆₄H₁₀₈F₄N₂O₂₉
Molecular Weight
1445.53

* 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
(2,3,5,6-tetrafluorophenyl) 3-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[3-(2,5-dioxopyrrol-1-yl)propanoylamino]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoate
InChI Key
ROVWSNWDFQZUAW-UHFFFAOYSA-N
InChI
InChI=1S/C64H108F4N2O29/c65-56-55-57(66)63(68)64(62(56)67)99-61(74)4-7-75-9-11-77-13-15-79-17-19-81-21-23-83-25-27-85-29-31-87-33-35-89-37-39-91-41-43-93-45-47-95-49-51-97-53-54-98-52-50-96-48-46-94-44-42-92-40-38-90-36-34-88-32-30-86-28-26-84-24-22-82-20-18-80-16-14-78-12-10-76-8-5-69-58(71)3-6-70-59(72)1-2-60(70)73/h1-2,55H,3-54H2,(H,69,71)
SMILES
C1=CC(=O)N(C1=O)CCC(=O)NCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCC(=O)OC2=C(C(=CC(=C2F)F)F)F

Mal-amido-PEG24-TFP ester is a heterobifunctional PROTAC linker designed to connect a maleimide-bearing moiety with an activated carboxylate handle for efficient conjugation to protein-targeting ligands. Its PEG-based spacer supports favorable solubility and conformational flexibility, while the TFP ester enables robust acylation under mild conditions to form stable amide linkages. This linker is well suited for constructing targeted protein degradation (PROTAC) reagents, where precise attachment chemistry and linker performance directly influence conjugation efficiency and subsequent ternary-complex formation; detailed structural and reactivity considerations are provided below.

Structure: The linker contains a PEG oligomer segment that provides a hydrophilic, flexible scaffold, coupled to a maleimide amide functionality and a TFP-activated ester. It features amide and ester linkages, along with a maleimide electrophile suitable for thiol addition, supporting stable conjugates in aqueous media.

Reactivity: The TFP ester reacts with primary amines to form amide bonds via acyl substitution, typically using buffered aqueous conditions compatible with protein-ligand conjugation. The maleimide group undergoes Michael-type addition with thiols to yield a stable thioether linkage. In practice, sequential coupling is often performed with controlled order, maintaining thiol protection when needed and using mild bases and appropriate solvents to preserve reagent integrity.

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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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