Fmoc-NMe-PEG3-acid

 CAS No.: 1807518-77-9  Cat No.: BP-501538  Purity: ≥95% 4.5  

Fmoc-NMe-PEG3-acid is a polyethylene glycol–based PROTAC linker building block featuring an Fmoc-protected terminal group and a carboxylic acid for subsequent conjugation. The PEG3 spacer provides a flexible, hydrophilic chain that can reduce steric congestion between the “warhead” ligand and the recruiting moiety, while maintaining sufficient distance and conformational freedom for productive ternary complex formation. In PROTAC synthesis, the carboxylate functionality enables amide coupling or other standard linker attachment strategies to connect to activated carboxyl groups or amine-bearing fragments, whereas the Fmoc group facilitates controlled stepwise assembly under solid-phase or protected intermediate workflows. This material is valuable for researchers optimizing linker length, polarity, and overall solubility, particularly when degradation efficiency depends on balancing effective proximity with minimizing nonproductive contacts.

Fmoc-NMe-PEG3-acid

Structure of 1807518-77-9

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Category
PROTAC Linker
Molecular Formula
C25H31NO7
Molecular Weight
457.52
Appearance
Solid

* 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
Solid
ShelfLife
-20°C 3 years powder; -80°C 2 years in solvent
Storage
Store at 2-8°C
Shipping
Room temperature
IUPACName
3-[2-[2-[2-[9H-fluoren-9-ylmethoxycarbonyl(methyl)amino]ethoxy]ethoxy]ethoxy]propanoic acid
Synonyms
Fmoc-N-methyl-N-amido-PEG3-acid; Fmoc-N-methyl-PEG3-CH2CH2COOH; Fmoc-NMe-PEG(3)-COOH; Fmoc-N-methyl-N-amido-PEG3-COOH; 5,8,11-Trioxa-2-azatetradecanedioic acid, 2-methyl-, 1-(9H-fluoren-9-ylmethyl) ester; 1-(9H-Fluoren-9-yl)-4-methyl-3-oxo-2,7,10,13-tetraoxa-4-azahexadecan-16-oic acid; 2,7,10,13-Tetraoxa-4-azahexadecan-16-oic acid, 1-(9H-fluoren-9-yl)-4-methyl-3-oxo-
Boiling Point
630.5±55.0°C (Predicted)
Density
1.218±0.06 g/cm3 (Predicted)
InChI Key
JKEBDIJQSKVIID-UHFFFAOYSA-N
InChI
InChI=1S/C25H31NO7/c1-26(11-13-31-15-17-32-16-14-30-12-10-24(27)28)25(29)33-18-23-21-8-4-2-6-19(21)20-7-3-5-9-22(20)23/h2-9,23H,10-18H2,1H3,(H,27,28)
SMILES
CN(CCOCCOCCOCCC(=O)O)C(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13

This Fmoc-NMe-PEG3-acid linker is designed for constructing PROTACs where controlled linker flexibility and solubility are advantageous for productive ternary complex formation. The Fmoc-protected amine functionality supports stepwise assembly, while the terminal carboxylic acid enables robust conjugation to targeting ligands or warheads. Its PEG-based spacer can reduce steric constraints and improve handling during synthesis. The detailed structure and reactivity considerations are provided below.

Structure: The molecule contains an Fmoc-protected N-methylated amine linked to a short poly(ethylene glycol) spacer terminating in a carboxylic acid. It features aromatic carbamate motifs, ether linkages within the PEG chain, and a terminal carboxyl group capable of forming amides or activated esters.

Reactivity: The carboxylic acid can be converted to amide-forming derivatives using standard coupling chemistries under mild base conditions, typically in polar aprotic solvents. The Fmoc group can be removed with base to reveal the amine for subsequent coupling. Coupling proceeds via activation of the acid followed by nucleophilic acyl substitution, commonly without requiring special catalysts beyond the coupling reagents.

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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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