Fmoc-N-amido-PEG24-propionic acid

 CAS No.: 2170484-59-8  Cat No.: BP-501683  Purity: >95% 4.5  

Fmoc-N-amido-PEG24-propionic acid is a PEG-based PROTAC linker building block featuring an N-amide linkage and a terminal propionic acid functionality, with an Fmoc-protecting group that enables controlled stepwise conjugation and purification during linker synthesis. Structurally, the long poly(ethylene glycol) chain provides a flexible, hydrophilic spacer that can reduce steric interference between a target-binding ligand and an E3-ligase-recruiting moiety, while the carboxylic acid allows formation of stable amide bonds or other coupling handles for attaching the linker to adjacent PROTAC components. In targeted protein degradation design, such PEG linkers are widely used to tune effective distance, conformational freedom, and solubility, thereby improving the probability of productive ternary complex formation and supporting consistent cellular exposure. This reagent is valuable for researchers constructing modular PROTACs that require reliable synthetic compatibility, minimized aggregation, and adjustable linker architecture for systematic structure–activity relationship studies.

Fmoc-N-amido-PEG24-propionic acid

Structure of 2170484-59-8

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Category
PROTAC Linker
Molecular Formula
C₆₆H₁₁₃NO₂₈
Molecular Weight
1368.59
Appearance
White Solid

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

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Purity
>95%
Appearance
White Solid
Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
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-(9H-fluoren-9-ylmethoxycarbonylamino)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoic acid
Synonyms
Fmoc-NH-PEG24-CH2CH2COOH
InChI Key
NFOMZHGRFWXDGH-UHFFFAOYSA-N
InChI
InChI=1S/C66H113NO28/c68-65(69)9-11-71-13-15-73-17-19-75-21-23-77-25-27-79-29-31-81-33-35-83-37-39-85-41-43-87-45-47-89-49-51-91-53-55-93-57-58-94-56-54-92-52-50-90-48-46-88-44-42-86-40-38-84-36-34-82-32-30-80-28-26-78-24-22-76-20-18-74-16-14-72-12-10-67-66(70)95-59-64-62-7-3-1-5-60(62)61-6-2-4-8-63(61)64/h1-8,64H,9-59H2,(H,67,70)(H,68,69)
SMILES
C1=CC=C2C(=C1)C(C3=CC=CC=C32)COC(=O)NCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCC(=O)O

Fmoc-N-amido-PEG24-propionic acid is a polyethylene glycol (PEG)-based PROTAC linker building block designed to provide solubility, conformational flexibility, and efficient spatial separation between targeting and recruitment modules. Its terminal carboxylic acid enables robust amide coupling, while the Fmoc-protected amino functionality supports controlled stepwise assembly. The resulting linkers are widely used in targeted protein degradation workflows to tune linker length and reduce steric constraints; detailed structural and reactivity considerations are provided below.

Structure: The linker comprises an Fmoc-protected amino group connected to a long PEG chain and a terminal propionic acid motif. It contains an aromatic carbamate (Fmoc), ether linkages within the PEG backbone, and a terminal carboxylic acid, with multiple heteroatoms that enhance water compatibility and flexibility.

Reactivity: The terminal carboxylic acid is suitable for amide bond formation with amine-bearing ligands under standard coupling conditions using peptide-coupling reagents and base in polar aprotic solvents. The Fmoc group can be removed under mild base to reveal an amine for subsequent coupling steps. Mechanistically, nucleophilic acyl substitution yields stable amide linkages, enabling modular PROTAC synthesis.

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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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