Fmoc-NMe-PEG4-acid

 CAS No.: 2170240-98-7  Cat No.: BP-501077  Purity: ≥95% 4.5  

Fmoc-NMe-PEG4-acid is a polyethylene glycol–based PROTAC linker building block featuring an N‑terminal Fmoc protecting group and a terminal carboxylic acid, with a PEG chain length of four ethylene glycol units and an Fmoc-protected N-methyl amine (carbamate) that can be deprotected to reveal a secondary amine. In PROTAC design, such PEG linkers are widely used to tune solubility, reduce nonspecific hydrophobic interactions, and provide conformational flexibility between the ligand-binding warhead and the E3 ligase recruiting module. The carboxylic acid enables straightforward conjugation to other PROTAC fragments via amide coupling, while the Fmoc group supports orthogonal solid-phase or stepwise synthetic strategies, facilitating modular assembly of complex degraders. This reagent is valuable for researchers optimizing linker length and polarity to improve ternary complex formation and overall degradation performance in targeted protein degradation experiments.

Fmoc-NMe-PEG4-acid

Structure of 2170240-98-7

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Category
PROTAC Linker
Molecular Formula
C27H35NO8
Molecular Weight
501.58
Appearance
Colorless Oily Matter

* 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
Colorless Oily Matter
Storage
Store at 2-8°C
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
3-[2-[2-[2-[2-[9H-fluoren-9-ylmethoxycarbonyl(methyl)amino]ethoxy]ethoxy]ethoxy]ethoxy]propanoic acid
Synonyms
Fmoc-NMe-PEG4-C2-acid; Fmoc-NMe-PEG4-COOH; 1-(9H-Fluoren-9-yl)-4-methyl-3-oxo-2,7,10,13,16-pentaoxa-4-azanonadecan-19-oic acid; 1-({[(9H-fluoren-9-yl)methoxy]carbonyl}(methyl)amino)-3,6,9,12-tetraoxapentadecan-15-oic acid; 5,8,11,14-Tetraoxa-2-azaheptadecanedioic acid, 2-methyl-, 1-(9H-fluoren-9-ylmethyl) ester; Fmoc-NMe-PEG4-propionic acid; 2,7,10,13,16-Pentaoxa-4-azanonadecan-19-oic acid, 1-(9H-fluoren-9-yl)-4-methyl-3-oxo-
Boiling Point
662.7±55.0°C at 760 mmHg
Density
1.2±0.1 g/cm3
InChI Key
DLLNRUPTDZNIHC-UHFFFAOYSA-N
InChI
InChI=1S/C27H35NO8/c1-28(11-13-33-15-17-35-19-18-34-16-14-32-12-10-26(29)30)27(31)36-20-25-23-8-4-2-6-21(23)22-7-3-5-9-24(22)25/h2-9,25H,10-20H2,1H3,(H,29,30)
SMILES
CN(CCOCCOCCOCCOCCC(=O)O)C(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13

Fmoc-NMe-PEG4-acid is a polyethylene glycol-based PROTAC linker building block designed to provide solubility, conformational flexibility, and controlled spatial separation between a ligand and an E3-recruiting moiety. Its Fmoc-protected amine functionality enables stepwise assembly under standard peptide/PROTAC synthesis workflows, while the terminal carboxylic acid supports reliable amide coupling to targeting ligands. The linker is particularly useful when optimizing linker length and hydrophilicity to improve degradation efficiency; detailed structural and reactivity guidance follows below.

Structure: The molecule contains an Fmoc-protected N-methyl amine, a PEG-derived polyether chain, and a terminal carboxylic acid. It features aromatic carbamate protection, ether linkages within the PEG segment, and a carboxylic acid for conjugation. Overall, it is amphiphilic and water-compatible.

Reactivity: The carboxylic acid is suitable for amide-bond formation with amine-bearing ligands using coupling reagents commonly employed in peptide chemistry, typically under mild, anhydrous conditions. The Fmoc group can be removed with base to reveal the free amine for subsequent coupling steps. Amide formation proceeds via activated ester intermediates, often using standard coupling catalysts and polar aprotic solvents to maintain solubility and minimize side reactions.

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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
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