Fmoc-N-amido-PEG5-propionic acid

 CAS No.: 882847-32-7  Cat No.: BP-500077  Purity: ≥95% 4.5  

Fmoc-N-amido-PEG5-propionic acid is a polyethylene glycol–based PROTAC linker building block featuring an N-amide connection to a PEG5 chain and a terminal propionic acid functionality, enabling robust coupling to PROTAC ligands or other linker segments. The Fmoc (fluorenylmethoxycarbonyl) protecting group on the amine provides compatibility with standard solid-phase and solution-phase synthetic workflows, allowing controlled deprotection and subsequent amide bond formation. In targeted protein degradation constructs, PEG linkers are widely used to tune linker length, hydration, and conformational flexibility, which can improve the productive encounter between the two recruited binding modules and reduce steric mismatch. The terminal carboxylic acid supports formation of stable amide or ester linkages to the warhead and/or E3-ligase-binding moieties, facilitating modular assembly of degraders. This compound is valuable for researchers optimizing linker geometry and solubility to enhance ternary complex formation and degradation efficiency in PROTAC design.

Fmoc-N-amido-PEG5-propionic acid

Structure of 882847-32-7

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Category
PROTAC Linker
Molecular Formula
C28H37NO9
Molecular Weight
531.59
Related CAS
850312-72-0 (polymer)
Appearance
Colorless to yellow viscous liquid

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

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Purity
≥95%
Appearance
Colorless to yellow viscous liquid
Storage
Store at 2-8°C
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
3-[2-[2-[2-[2-[2-(9H-fluoren-9-ylmethoxycarbonylamino)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoic acid
Synonyms
Fmoc-N-amido-PEG5-acid; 1-(9H-Fluoren-9-yl)-3-oxo-2,7,10,13,16,19-hexaoxa-4-azadocosan-22-oic acid; Fmoc-NH-PEG5-CH2CH2COOH; 5,8,11,14,17-Pentaoxa-2-azaeicosanedioic acid, 1-(9H-fluoren-9-ylmethyl) ester; 2,7,10,13,16,19-Hexaoxa-4-azadocosan-22-oic acid, 1-(9H-fluoren-9-yl)-3-oxo-; Fmoc-PEG5-propionic acid
Boiling Point
711.4±60.0 °C at 760 mmHg
Density
1.210±0.06 g/cm3 at 20°C, 760 Torr
InChI Key
TWQTXZPTZPOEEB-UHFFFAOYSA-N
InChI
InChI=1S/C28H37NO9/c30-27(31)9-11-33-13-15-35-17-19-37-20-18-36-16-14-34-12-10-29-28(32)38-21-26-24-7-3-1-5-22(24)23-6-2-4-8-25(23)26/h1-8,26H,9-21H2,(H,29,32)(H,30,31)
SMILES
C1=CC=C2C(=C1)C(C3=CC=CC=C32)COC(=O)NCCOCCOCCOCCOCCOCCC(=O)O

Fmoc-N-amido-PEG5-propionic acid, provides a polyethylene glycol based spacer with an amide-bearing handle and an Fmoc-protected functionality for controlled conjugation. Its flexible, hydrophilic architecture can help tune degrader solubility and the effective distance between ligand warheads in targeted protein degradation workflows. The points below describe the structure and practical reactivity for assembling PROTAC constructs.

Structure: The linker contains an Fmoc-protected amide functionality, a PEG-based ether-rich chain, and a terminal carboxylic acid suitable for coupling. It features stable covalent amide and ether linkages, with conformational flexibility that supports aqueous compatibility and reduced steric constraints in conjugates.

Reactivity: The terminal carboxylic acid can be activated for peptide-style bond formation with amine-bearing ligands or activated intermediates, commonly using carbodiimide coupling chemistry with suitable additives. The Fmoc group enables orthogonal protection strategies; it is typically removed under base conditions to expose an amine for subsequent coupling. Reaction design should consider maintaining PEG integrity and minimizing side reactions during activation and deprotection steps.

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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
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