Fmoc-NH-PEG5-C2-NH2

 CAS No.: 2093277-71-3  Cat No.: BP-501507 4.5  

Fmoc-NH-PEG5-C2-NH2 is an Fmoc-protected, heterobifunctional polyethylene glycol linker featuring a terminal primary amine and a PEG segment of five ethylene glycol units, connected through a short ethylene spacer to provide a flexible, water-compatible conjugation handle. The Fmoc group enables solid-phase or controlled stepwise coupling during PROTAC linker synthesis, while the terminal amine can be used to form stable amide or urea linkages to attach a warhead (target-binding ligand) or an E3-ligase-binding moiety. In PROTAC design, such PEG-based linkers help tune the effective distance and relative orientation between recruited proteins, often improving productive ternary complex formation and reducing steric constraints that can limit ubiquitination efficiency. This linker is valuable for constructing modular, chemically addressable PROTACs and related targeted degradation probes, facilitating systematic structure–activity studies across linker length and attachment geometry.

Fmoc-NH-PEG5-C2-NH2

Structure of 2093277-71-3

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PROTAC Linker
Molecular Formula
C₂₇H₃₈N₂O₇
Molecular Weight
502.60

* 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
9H-fluoren-9-ylmethyl N-[2-[2-[2-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethyl]carbamate
InChI Key
MPOMUBRLMOQWHJ-UHFFFAOYSA-N
InChI
InChI=1S/C27H38N2O7/c28-9-11-31-13-15-33-17-19-35-20-18-34-16-14-32-12-10-29-27(30)36-21-26-24-7-3-1-5-22(24)23-6-2-4-8-25(23)26/h1-8,26H,9-21,28H2,(H,29,30)
SMILES
C1=CC=C2C(=C1)C(C3=CC=CC=C32)COC(=O)NCCOCCOCCOCCOCCOCCN

Fmoc-NH-PEG5-C2-NH2 is a polyethylene glycol-based PROTAC linker building block designed to provide controlled hydrophilicity, conformational flexibility, and efficient spacing between targeting and recruiting ligands. Its protected amine functionality enables reliable stepwise assembly of conjugates, while the Fmoc group supports orthogonal protection strategies commonly used in linker synthesis. The linker is well suited for constructing conjugates where linker length, polarity, and attachment chemistry can be systematically varied. Detailed structural and reactivity considerations are provided below.

Structure: The molecule contains an Fmoc-protected amine attached to a PEG oligomer segment, followed by a short ethylene spacer terminating in a primary amine. It features aromatic carbamate protection, ether-rich PEG linkages, and amide/carbamate-type connectivity that confer water compatibility and conformational mobility.

Reactivity: This linker can first be coupled through the already available terminal primary amine while the Fmoc-protected amine remains masked; Fmoc can be removed under standard basic conditions later when a second amine is needed. The Fmoc group enables selective, stepwise functionalization, while the PEG ether backbone remains stable under common coupling conditions. Suitable reagents include activated carboxylic acids (e.g., carbodiimide-based systems) or isocyanate/activated carbonyl approaches, using polar aprotic solvents and maintaining conditions that preserve PEG integrity.

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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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g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
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Historical Records: Fmoc-NH-PEG5-C2-NH2

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