Fmoc-N-amido-PEG3-propionic acid

 CAS No.: 867062-95-1  Cat No.: BP-500109  Purity: ≥95% 4.5  

Fmoc-N-amido-PEG3-propionic acid is a PEG-based linker building block featuring a terminal Fmoc-protected amine for solid-phase synthesis, an amide linkage to a short polyethylene glycol spacer, and a propionic acid functionality for subsequent coupling to PROTAC ligands or other conjugation partners. The PEG3 segment provides a flexible, hydrophilic spacer that can reduce steric interference and improve the effective reach between the target-binding and E3-recruiting modules, while the amide and carboxylic acid enable robust chemoselective attachment via standard peptide-coupling or amide-forming strategies. In PROTAC design, such linkers are used to tune spatial geometry and conformational freedom, which can materially affect ternary complex formation and degradation potency. This reagent is valuable for constructing well-defined, modular degrader analogs, facilitating systematic linker-length and flexibility studies in targeted protein degradation workflows.

Fmoc-N-amido-PEG3-propionic acid

Structure of 867062-95-1

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Category
PROTAC Linker
Molecular Formula
C24H29NO7
Molecular Weight
443.49
Related CAS
850312-72-0 (polymer)
Appearance
Pale Yellow or Colorless Oily Matter

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

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Purity
≥95%
Solubility
Soluble in DMSO (Sparingly), Methanol (Slightly)
Appearance
Pale Yellow or Colorless Oily Matter
Storage
Store at 2-8°C under inert atmosphere
Shipping
-20°C (International: -20°C)
IUPACName
3-[2-[2-[2-(9H-fluoren-9-ylmethoxycarbonylamino)ethoxy]ethoxy]ethoxy]propanoic acid
Synonyms
1-(9H-Fluoren-9-yl)-3-oxo-2,7,10,13-tetraoxa-4-azahexadecan-16-oic acid; Fmoc-N-amido-PEG3-acid; Fmoc-NH-PEG3-CH2CH2COOH; Fmoc-PEG3-propionic acid; 12-(Fmoc-amino)-4,7,10-trioxadodecanoic Acid; 5,8,11-Trioxa-2-azatetradecanedioic acid, 1-(9H-fluoren-9-ylmethyl) ester; N-Fmoc-12-amino-4,7,10-trioxadodecanoic acid; 12-[(9H-Fluorene-9-yl)methoxycarbonylamino]-4,7,10-trioxadodecanoic acid; N-Fmoc-12-amino-4,7,10-trioxadodecanoic acid
Boiling Point
651.9±55.0 °C at 760 mmHg
Melting Point
43-46°C
Density
1.230±0.06 g/cm3 (Predicted)
InChI Key
CHIDDYZONKDHLG-UHFFFAOYSA-N
InChI
InChI=1S/C24H29NO7/c26-23(27)9-11-29-13-15-31-16-14-30-12-10-25-24(28)32-17-22-20-7-3-1-5-18(20)19-6-2-4-8-21(19)22/h1-8,22H,9-17H2,(H,25,28)(H,26,27)
SMILES
C1=CC=C2C(=C1)C(C3=CC=CC=C32)COC(=O)NCCOCCOCCOCCC(=O)O
Biological Activity
Fmoc-NH-PEG3-CH2CH2COOH is a cleavable ADC linker used in the synthesis of antibody-drug conjugates (ADCs)[1] . In Vitro: ADCs are comprised of an antibody to which is attached an ADC cytotoxin through an ADC linker.

Fmoc-N-amido-PEG3-propionic acid is a PEG-based PROTAC linker building block designed to provide controlled hydrophilicity and flexible spacing between targeting and recruiting ligands. Its amide connectivity and Fmoc-protected functionality facilitate stepwise synthesis and purification, supporting reproducible assembly of conjugates used in targeted protein degradation workflows. The following sections describe its structure-related features and practical reactivity considerations in PROTAC construction.

Structure: The linker comprises an Fmoc-protected amide-bearing PEG segment coupled to a propionic acid functionality. It contains aromatic carbamate (Fmoc), ether-rich PEG units, and amide and carboxylic acid groups, yielding a polar, hydrogen-bonding–capable, conformationally flexible scaffold.

Reactivity: The carboxylic acid enables amide-bond formation with amine-bearing ligands under standard coupling chemistries using activated carboxylates (e.g., carbodiimide or uronium-type reagents) in polar aprotic solvents. The Fmoc group can be removed under base-promoted conditions to reveal an amine for subsequent coupling. Amide formation proceeds via nucleophilic acyl substitution, and careful pH control helps minimize side reactions such as hydrolysis.

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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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