Fmoc-N-amido-PEG4-alcohol

 CAS No.: 868594-41-6  Cat No.: BP-501674  Purity: ≥95% 4.5  

Fmoc-N-amido-PEG4-alcohol is a polyethylene glycol–based, Fmoc-protected amino linker bearing a terminal alcohol and an amide linkage, providing a flexible, hydrophilic spacer of moderate length for PROTAC synthesis. The Fmoc group enables solid-phase or solution-phase coupling strategies, while the amide and alcohol functionalities allow orthogonal conjugation to electrophiles or activation handles used to attach either the E3 ligase-binding ligand or the target-binding moiety. In PROTAC architectures, PEG spacers help tune effective molarity, reduce steric clashes, and improve solubility, thereby supporting productive ternary complex formation between the recruited E3 ligase and the target protein. This linker is particularly valuable for researchers optimizing linker length and polarity to balance degradation potency with synthetic accessibility, purification performance, and stability of the final conjugate.

Fmoc-N-amido-PEG4-alcohol

Structure of 868594-41-6

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Category
PROTAC Linker
Molecular Formula
C23H29NO6
Molecular Weight
415.48
Appearance
Yellow Liquid

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

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Purity
≥95%
Solubility
Soluble in DCM, DMF, DMSO
Appearance
Yellow Liquid
Storage
Store at 2-8°C
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
9H-fluoren-9-ylmethyl N-[2-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]ethyl]carbamate
Synonyms
Fmoc-NH-PEG4-alcohol; Fmoc-AEEEE; Fmoc-PEG4-alcohol; 11-[(9H-Fluorene-9-ylmethoxycarbonyl)amino]-3,6,9-trioxaundecane-1-ol; 2-(2-(2-(2-(9-Fluorenylmethyloxycarbonyl)aminoethoxy)ethoxy)ethoxy)ethanol; 5,8,11-Trioxa-2-azatridecanoic acid, 13-hydroxy, 9H-fluoren-9-ylmethyl ester; 9H-Fluoren-9-ylmethyl (2-{2-[2-(2-hydroxyethoxy)ethoxy]ethoxy}ethyl)carbamate; Carbamic acid, N-[2-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]ethyl]-, 9H-fluoren-9-ylmethyl ester
Boiling Point
614.5±50.0°C (Predicted)
Density
1.2±0.1 g/cm3
InChI Key
UZWYVXFJNFHOMM-UHFFFAOYSA-N
InChI
InChI=1S/C23H29NO6/c25-10-12-28-14-16-29-15-13-27-11-9-24-23(26)30-17-22-20-7-3-1-5-18(20)19-6-2-4-8-21(19)22/h1-8,22,25H,9-17H2,(H,24,26)
SMILES
C1=CC=C2C(=C1)C(C3=CC=CC=C32)COC(=O)NCCOCCOCCOCCO

Fmoc-N-amido-PEG4-alcohol is a PEG-based linker building block designed for assembling PROTACs and related targeted protein degradation constructs. Its polyethylene glycol segment provides favorable solubility and conformational flexibility, while the Fmoc-protected amino functionality enables controlled coupling strategies during linker synthesis. The resulting alcohol handle supports further functionalization toward electrophile formation or attachment to ligand scaffolds. Detailed structural and synthetic considerations are provided below.

Structure: The molecule contains an Fmoc-protected amide linked to a short polyethylene glycol chain terminating in a primary alcohol. It features aromatic carbamate functionality, an amide bond, ether linkages within the PEG segment, and a terminal hydroxyl group. These elements confer hydrophilicity and flexible, solvent-compatible behavior.

Reactivity: The Fmoc group is typically removed under mild base conditions to expose the nucleophilic amine for subsequent amide or carbamate-forming couplings. The terminal alcohol can be converted to activated derivatives (for example, halides, sulfonates, or carbonate-type intermediates) to enable nucleophilic substitution or ester/ether bond formation with complementary PROTAC fragments. Common coupling reagents and polar aprotic solvents are used to maintain PEG compatibility and minimize side reactions.

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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

* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
g/mol
g

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