m-PEG2-O-Ph-3-NH2

 CAS No.: 126415-02-9  Cat No.: BP-500447 4.5  

m-PEG2-O-Ph-3-NH2 is a short, branched polyethylene glycol linker terminating in a meta-substituted phenyl group and a primary amine, providing a flexible yet defined spacer for PROTAC assembly. Structurally, it combines a PEG segment that enhances solubility and reduces nonspecific hydrophobic interactions with an aromatic handle that can serve as a rigid conjugation motif, while the terminal amine enables straightforward coupling to activated carboxylates or other electrophilic PROTAC fragments. In targeted protein degradation designs, such linkers are used to tune the effective distance and relative orientation between the ligand-binding domains, thereby promoting productive ternary-complex formation with the recruited E3 ligase and the target protein. This product is valuable for researchers optimizing linker length, flexibility, and physicochemical properties to improve degradation potency, selectivity, and experimental tractability during iterative PROTAC synthesis and evaluation.

m-PEG2-O-Ph-3-NH2

Structure of 126415-02-9

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PROTAC Linker
Molecular Formula
C₁₁H₁₇NO₃
Molecular Weight
211.26

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

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Please store the product under the recommended conditions in the Certificate of Analysis.
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IUPACName
3-[2-(2-methoxyethoxy)ethoxy]aniline
InChI Key
DEOFYPCJGRLJKB-UHFFFAOYSA-N
InChI
InChI=1S/C11H17NO3/c1-13-5-6-14-7-8-15-11-4-2-3-10(12)9-11/h2-4,9H,5-8,12H2,1H3
SMILES
COCCOCCOC1=CC=CC(=C1)N

This m-PEG2-O-Ph-3-NH2 linker is a polyethylene glycol–based, aniline-functionalized aromatic linker designed to connect targeting ligands in PROTAC architectures. Its ether-rich PEG segment provides conformational flexibility and improved solubility, while the meta-substituted phenyl core offers a defined attachment scaffold for controlled conjugation. The terminal amine enables straightforward coupling to activated carboxyl or electrophilic groups, supporting modular synthesis of targeted protein degraders. Detailed structural and reactivity considerations are provided below.

Structure: The linker combines a PEG chain with an ether linkage and a meta-disubstituted phenyl ring bearing a terminal primary amine. Its structure contains ether oxygen atoms and aromatic C–C bonds, with a flexible hydrophilic PEG segment that supports favorable solvation and linker dynamics in conjugates.

Reactivity: The primary amine is suitable for amide-bond formation via coupling to activated carboxylic acid derivatives (for example, acid chlorides or activated esters) under standard peptide-coupling conditions. Typical approaches use base and coupling reagents in polar aprotic solvents, proceeding through nucleophilic acyl substitution. For PROTAC assembly, the linker can be introduced as an amine handle to generate stable, non-labile conjugates compatible with subsequent purification and characterization.

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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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