Fmoc-N-amido-PEG10-propionic acid

 CAS No.: 2101563-45-3  Cat No.: BP-501338  Purity: >97% 4.5  

Fmoc-N-amido-PEG10-propionic acid is a polyethylene glycol (PEG) based PROTAC linker building block featuring an N-amide connection to a PEG chain and a terminal propionic acid for carboxyl-directed conjugation. The Fmoc group provides orthogonal, base-stable protection of the linker’s nitrogen during solid-phase or stepwise synthetic assembly, enabling controlled coupling to other PROTAC modules. In targeted protein degradation constructs, PEG linkers are widely used to tune linker length, conformational flexibility, and solvent exposure, which can improve productive ternary complex formation between an E3 ligase ligand and a target-binding warhead. The terminal carboxylic acid supports amide-bond formation to install this linker into larger degraders, while the PEG spacer helps reduce steric congestion and modulate effective intramolecular distance. This compound is therefore valuable for researchers optimizing linker geometry and degradation potency in PROTAC development workflows.

Fmoc-N-amido-PEG10-propionic acid

Structure of 2101563-45-3

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Category
PROTAC Linker
Molecular Formula
C38H57NO14
Molecular Weight
751.86
Related CAS
850312-72-0 (polymer)
Appearance
Pale Yellow or Colorless Oily Liquid

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

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Purity
>97%
Appearance
Pale Yellow or Colorless Oily Liquid
Storage
Store at 2-8°C
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
3-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-(9H-fluoren-9-ylmethoxycarbonylamino)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoic acid
Synonyms
Fmoc-N-amido-PEG10-acid; Fmoc-NH-PEG10-CH2CH2COOH; Fmoc-NH-PEG10-acid; Fmoc-PEG10-propionic acid; Fmoc-NH-PEG10-propionic acid; 1-(9H-Fluoren-9-yl)-3-oxo-2,7,10,13,16,19,22,25,28,31,34-undecaoxa-4-azaheptatriacontan-37-oic acid; 5,8,11,14,17,20,23,26,29,32-Decaoxa-2-azapentatriacontanedioic acid, 1-(9H-fluoren-9-ylmethyl) ester; 2,7,10,13,16,19,22,25,28,31,34-Undecaoxa-4-azaheptatriacontan-37-oic acid, 1-(9H-fluoren-9-yl)-3-oxo-
Boiling Point
826.4±65.0 °C at 760 mmHg
Density
1.2±0.1 g/cm3
InChI Key
NAILXQLIMFAMGQ-UHFFFAOYSA-N
InChI
InChI=1S/C38H57NO14/c40-37(41)9-11-43-13-15-45-17-19-47-21-23-49-25-27-51-29-30-52-28-26-50-24-22-48-20-18-46-16-14-44-12-10-39-38(42)53-31-36-34-7-3-1-5-32(34)33-6-2-4-8-35(33)36/h1-8,36H,9-31H2,(H,39,42)(H,40,41)
SMILES
C1=CC=C2C(=C1)C(C3=CC=CC=C32)COC(=O)NCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCC(=O)O

Fmoc-N-amido-PEG10-propionic acid is a PEG-based PROTAC linker building block designed to provide aqueous compatibility, conformational flexibility, and a protected carboxylic acid handle for stepwise assembly. Its Fmoc-protected amide functionality enables controlled coupling strategies commonly used in PROTAC synthesis, while the PEG segment supports linker solubility and reduces nonspecific aggregation. The detailed structural and reactivity considerations are provided below.

Structure: This reagent contains an Fmoc-protected amide linked to a PEG spacer and a terminal propionic acid group. It features aromatic carbamate (Fmoc), amide and ether linkages, and a carboxylic acid for further conjugation. The PEG segment imparts hydrophilicity and flexible chain dynamics.

Reactivity: The terminal carboxylic acid can be activated for amide-bond formation to connect to protein-binding ligands or other PROTAC fragments using standard coupling chemistries. Fmoc removal is typically performed under mild base conditions to expose the reactive amine for subsequent coupling. For PROTAC construction, proceed via sequential activation/coupling steps in compatible solvents, using coupling reagents appropriate for carboxylic acids and maintaining conditions that preserve sensitive functional groups.

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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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