mPEG4-acetic acid

 CAS No.: 16024-66-1  Cat No.: BP-501481  Purity: >97% 4.5  

mPEG4-acetic acid is a methoxy-terminated polyethylene glycol acetic acid building block featuring a short PEG chain (about four ethylene glycol units) linked to an acetic acid functionality. Structurally, it provides a hydrophilic, flexible spacer that can be used to tune solubility and reduce nonspecific interactions in PROTAC-related constructs. In targeted protein degradation workflows, PEG-based linkers are commonly employed to modulate the effective distance and orientation between the ligand-binding moieties and the recruited E3 ligase module, thereby improving productive ternary complex formation and overall degradation efficiency. The acetic acid terminus enables straightforward conjugation or activation chemistry for attachment to other PROTAC components, facilitating the synthesis of well-defined linker architectures. As a compact PEG spacer, it is valuable for researchers seeking to balance aqueous compatibility with minimal added linker length, supporting systematic structure–activity studies in targeted degradation research.

mPEG4-acetic acid

Structure of 16024-66-1

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Category
PROTAC Linker
Molecular Formula
C11H22O7
Molecular Weight
266.29
Appearance
Colorless or Light Yellowish Liquid

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

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Purity
>97%
Appearance
Colorless or Light Yellowish Liquid
Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
2-[2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]ethoxy]acetic acid
Synonyms
2-[2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]ethoxy]acetic acid; 2-[2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]ethoxy]acetic acid
Boiling Point
379.6 °C at 760 mmHg
Density
1.125 g/cm<sup>3</sup>
InChI Key
DDTZAHIJJCRGFT-UHFFFAOYSA-N
InChI
InChI=1S/C11H22O7/c1-14-2-3-15-4-5-16-6-7-17-8-9-18-10-11(12)13/h2-10H2,1H3,(H,12,13)
SMILES
COCCOCCOCCOCCOCC(=O)O

mPEG4-acetic acid is an mPEG-based acylating linker designed to support PROTAC assembly and related conjugation workflows by providing a hydrophilic, sterically tunable polyethylene glycol segment and a terminal carboxylic acid handle. Its ether-rich backbone enhances aqueous compatibility and can improve solubility and formulation behavior of degradation constructs. The subsequent sections describe the molecule’s structural features and practical reactivity considerations for linker-to-ligand coupling in targeted protein degradation research.

Structure: The linker comprises an oligo(ethylene glycol) methyl ether segment connected to an acetic acid moiety via an ester/alkyl linkage. It contains multiple ether oxygen atoms, a terminal carboxylic acid, and ether-stabilized conformational flexibility. Overall, it behaves as an amphiphilic, water-compatible polymeric small molecule with hydrogen-bonding capacity.

Reactivity: The terminal carboxylic acid enables standard PROTAC-relevant amide bond formation with primary or activated amine-containing ligands. Typical coupling strategies use carboxyl-activation reagents (such as carbodiimides with additives) or acid chlorides, followed by nucleophilic amine attack to form stable amide linkages. Reactions are commonly conducted in polar aprotic solvents under controlled pH to minimize side reactions and preserve sensitive functional groups.

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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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