Fmoc-NH-PEG15-CH2CH2COOH

 CAS No.: 2378590-46-4  Cat No.: BP-501680 4.5  

Fmoc-NH-PEG15-CH2CH2COOH is an Fmoc-protected, terminally carboxylated polyethylene glycol linker designed for modular PROTAC synthesis. Structurally, it comprises an N-terminal Fmoc group for solid-phase or protected-step coupling, a PEG chain of extended length to provide hydrophilicity and conformational flexibility, and a distal carboxylic acid presented through a short ethylene spacer (–CH2CH2–) for efficient amide-bond formation. In PROTAC architectures, such PEG linkers help tune the spatial separation and relative orientation between the target-binding ligand and the E3-recruiting moiety, reducing steric mismatch and improving productive ternary-complex formation. The terminal carboxyl group enables straightforward conjugation to amine-containing partners under standard peptide-coupling conditions, while the PEG segment can mitigate aggregation and enhance aqueous handling during synthesis and assays. This makes the reagent valuable for researchers optimizing linker length and flexibility to improve targeted protein degradation performance.

Fmoc-NH-PEG15-CH2CH2COOH

Structure of 2378590-46-4

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Category
PROTAC Linker
Molecular Formula
C₄₈H₇₇NO₁₉
Molecular Weight
972.12

* 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-[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]propanoic acid
InChI Key
QQVRPRDTWMHMMF-UHFFFAOYSA-N
InChI
InChI=1S/C48H77NO19/c50-47(51)9-11-53-13-15-55-17-19-57-21-23-59-25-27-61-29-31-63-33-35-65-37-39-67-40-38-66-36-34-64-32-30-62-28-26-60-24-22-58-20-18-56-16-14-54-12-10-49-48(52)68-41-46-44-7-3-1-5-42(44)43-6-2-4-8-45(43)46/h1-8,46H,9-41H2,(H,49,52)(H,50,51)
SMILES
C1=CC=C2C(=C1)C(C3=CC=CC=C32)COC(=O)NCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCC(=O)O

Fmoc-NH-PEG15-CH2CH2COOH is a polyethylene glycol-based PROTAC linker building block designed to provide a flexible, hydrophilic spacer between a targeting ligand and an E3 ligase-binding moiety. Its Fmoc-protected amine supports controlled coupling chemistry, while the terminal carboxylic acid enables reliable formation of amide or related conjugates under standard synthetic conditions. These features make it well suited for assembling degraders where linker length, conformational flexibility, and aqueous compatibility influence ternary complex formation and degradation efficiency; detailed structural and reactivity considerations follow below.

Structure: The linker comprises an Fmoc-protected nitrogen connected to a PEG repeating-unit chain, terminating in a carboxylic acid via a short ethylene spacer. It contains aromatic carbamate functionality, ether linkages along the PEG backbone, and an aliphatic acid side chain, yielding a polar, water-compatible scaffold.

Reactivity: The Fmoc group can be removed under base-promoted conditions compatible with peptide-conjugation workflows, exposing the amine for subsequent coupling. The terminal carboxylic acid supports standard amide-bond formation using coupling reagents commonly employed in PROTAC linker synthesis, typically in polar aprotic solvents with base to promote activation. Conjugation proceeds via carboxyl activation followed by nucleophilic acyl substitution to install the next PROTAC fragment.

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* 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

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g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
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