Fmoc-N-amido-PEG8-propionic acid

 CAS No.: 756526-02-0  Cat No.: BP-500978  Purity: ≥95% 4.5  

Fmoc-N-amido-PEG8-propionic acid is a polyethylene glycol (PEG) based PROTAC linker building block featuring an N-terminal Fmoc-protected amide for solid-phase or amide-coupling workflows, a PEG8 chain that provides aqueous solubility and conformational flexibility, and a terminal propionic acid functionality for subsequent conjugation to an E3-ligase ligand or other targeting module. The PEG spacer length and ether-rich backbone help reduce steric interference at the ternary complex interface, often improving the productive alignment and effective proximity of the recruited proteins. In targeted protein degradation design, this linker can be used to tune linker hydrophilicity, distance, and rotational freedom, thereby modulating degradation potency and selectivity in cell-based assays. As a versatile, modular intermediate, it supports systematic structure–activity relationship studies where linker architecture is varied to optimize cooperativity and overall degradation performance.

Fmoc-N-amido-PEG8-propionic acid

Structure of 756526-02-0

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Category
PROTAC Linker
Molecular Formula
C34H49NO12
Molecular Weight
663.75
Related CAS
850312-72-0 (polymer)
Appearance
Colourless to pale yellow liquid

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

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Purity
≥95%
Solubility
Soluble in DMSO (10 mm)
Appearance
Colourless to pale yellow liquid
Storage
Store at -20°C, keep in dry and avoid sunlight
Shipping
Room temperature, or blue ice upon request.
IUPACName
3-[2-[2-[2-[2-[2-[2-[2-[2-(9H-fluoren-9-ylmethoxycarbonylamino)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoic acid
Synonyms
Fmoc-N-amido-PEG8-acid; 1-(9H-Fluoren-9-yl)-3-oxo-2,7,10,13,16,19,22,25,28-nonaoxa-4-azahentriacontan-31-oic acid; Fmoc-NH-PEG8-CH2CH2COOH; 1-(Fmoc-amino)-3,6,9,12,15,18,21,24-octaoxaheptacosan-27-oic Acid; Fmoc-PEG8-propionic acid; 5,8,11,14,17,20,23,26-Octaoxa-2-azanonacosanedioic acid, 1-(9-fluren-9-ylmethyl)ester; 2,7,10,13,16,19,22,25,28-Nonaoxa-4-azahentriacontan-31-oic acid, 1-(9H-fluoren-9-yl)-3-oxo-
Boiling Point
781.1±60.0 °C at 760 mmHg
Density
1.190±0.06 g/cm3
InChI Key
VYXGUCLTEWCVRY-UHFFFAOYSA-N
InChI
InChI=1S/C34H49NO12/c36-33(37)9-11-39-13-15-41-17-19-43-21-23-45-25-26-46-24-22-44-20-18-42-16-14-40-12-10-35-34(38)47-27-32-30-7-3-1-5-28(30)29-6-2-4-8-31(29)32/h1-8,32H,9-27H2,(H,35,38)(H,36,37)
SMILES
C1=CC=C2C(=C1)C(C3=CC=CC=C32)COC(=O)NCCOCCOCCOCCOCCOCCOCCOCCOCCC(=O)O

Fmoc-N-amido-PEG8-propionic acid is a polyethylene glycol-based PROTAC linker building block designed to combine solubility-enhancing PEG spacing with an orthogonally protected amine handle for stepwise synthesis. Its Fmoc-protected functionality supports controlled coupling strategies, while the carboxylic acid enables reliable attachment to target-binding ligands. The resulting linkers are widely used to tune linker length, flexibility, and physicochemical properties in targeted protein degradation workflows; detailed structural and reactivity guidance is provided below.

Structure: The linker comprises an Fmoc-protected amide-bearing PEG chain terminating in a carboxylic acid. It contains aromatic carbamate features, stable amide and ether linkages, and a flexible PEG backbone that increases hydrophilicity. Overall, it is an amphiphilic, conformationally adaptable scaffold suitable for multistep conjugation.

Reactivity: The carboxylic acid can be activated for amide bond formation using standard coupling chemistries under mild, anhydrous conditions. The Fmoc group is typically removed with base to reveal a reactive amine for subsequent coupling, enabling orthogonal assembly sequences. Amide coupling proceeds via activation of the acid (commonly through uronium or phosphonium-type intermediates) in polar aprotic solvents, with careful control of pH to minimize side reactions.

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It is commonly abbreviated as: C1V1 = C2V2

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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