m-PEG3-CH2-alcohol

 CAS No.: 100688-48-0  Cat No.: BP-501358 4.5  

m-PEG3-CH2-alcohol is a methoxy-capped, short polyethylene glycol linker featuring a terminal primary alcohol, providing a flexible, hydrophilic spacer commonly used to connect or tune the spatial relationship between PROTAC-relevant ligands. The three-ethylene-glycol chain length and ether-rich backbone help reduce nonspecific hydrophobic interactions, improve aqueous solubility, and can modulate the effective reach and orientation of the two binding moieties within a ternary complex. In PROTAC design, such PEG linkers are frequently employed to mediate conjugation between an E3 ligase ligand and a target-binding ligand via linker chemistry that leverages the terminal alcohol for derivatization (e.g., conversion to activated carbonate/ester or other functional handles). This product is valuable for systematic linker optimization, enabling researchers to probe how linker flexibility and hydrophilicity influence degrader potency, selectivity, and cellular uptake while maintaining chemical compatibility with downstream coupling strategies.

m-PEG3-CH2-alcohol

Structure of 100688-48-0

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PROTAC Linker
Molecular Formula
C₈H₁₈O₄
Molecular Weight
178.23

* 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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Room temperature in continental US; may vary elsewhere.
IUPACName
3-[2-(2-methoxyethoxy)ethoxy]propan-1-ol
InChI Key
QBHPYEIJQRUYLB-UHFFFAOYSA-N
InChI
InChI=1S/C8H18O4/c1-10-5-6-12-8-7-11-4-2-3-9/h9H,2-8H2,1H3
SMILES
COCCOCCOCCCO

m-PEG3-CH2-alcohol is a poly(ethylene glycol)–based linker alcohol designed to support PROTAC assembly by providing a flexible, hydrophilic spacer that can improve solubility and tune the spatial relationship between the targeting ligand and the E3-recruiting moiety. Its ether-rich backbone and terminal primary alcohol facilitate robust conjugation strategies commonly used in targeted protein degradation workflows. The following sections describe the structure and the practical reactivity considerations in more detail.

Structure: The molecule comprises a methoxy-terminated PEG3 chain with ether linkages and a primary alcohol at the opposite terminus; no aromatic core is present. Its flexible C–O and C–C connectivity yields conformational mobility, while the PEG segment imparts hydrophilicity and reduced nonspecific aggregation.

Reactivity: The terminal primary alcohol enables formation of PROTAC-ready intermediates via standard alcohol-derivatization chemistry, including esterification or conversion to activated leaving groups for subsequent nucleophilic substitution. Typical approaches use coupling reagents and base in polar aprotic or alcohol-compatible solvents, with mild temperatures to preserve functional-group integrity. Mechanistically, reactions proceed through activation of the hydroxyl followed by nucleophilic attack, allowing controlled attachment to complementary electrophiles used in PROTAC synthesis.

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It is commonly abbreviated as: C1V1 = C2V2

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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