m-PEG4-CH2-acid

 CAS No.: 874208-84-1  Cat No.: BP-500720  Purity: ≥95% 4.5  

m-PEG4-CH2-acid is a methoxy-terminated polyethylene glycol (PEG) linker bearing a terminal carboxylic acid, providing a short, flexible, water-soluble chain suitable for PROTAC assembly. Structurally, it consists of a PEG segment of approximately four ethylene glycol units connected through a methylene spacer to an acidic end group, enabling straightforward amide or ester coupling to ligands that present complementary reactive handles. In targeted protein degradation designs, PEG linkers are widely used to tune the effective distance and relative orientation between the two binding modules (a target-recruiting ligand and an E3 ligase binder), while improving aqueous compatibility and reducing steric constraints that can impair formation of the ternary complex. The terminal acid functional group facilitates conjugation strategies that preserve ligand affinity and can improve overall solubility of PROTAC constructs, supporting systematic linker optimization in degradation studies.

m-PEG4-CH2-acid

Structure of 874208-84-1

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Category
PROTAC Linker
Molecular Formula
C11H22O6
Molecular Weight
250.29
Appearance
Light Yellow Oily Matter

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

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Purity
≥95%
Solubility
Soluble in DMSO
Appearance
Light Yellow Oily Matter
Storage
Store at 2-8°C for short term (days to weeks) or -20°C for long term (months to years)
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
4-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]butanoic acid
Synonyms
m-PEG4-(CH2)3-acid; 4-{2-[2-(2-Methoxy-ethoxy)-ethoxy]-ethoxy}-butyric acid; 2,5,8,11-Tetraoxapentadecan-15-oic acid
Boiling Point
366.2±32.0°C at 760 mmHg
Density
1.1±0.1 g/cm3
InChI Key
HKQFGVZYAYHZJS-UHFFFAOYSA-N
InChI
InChI=1S/C11H22O6/c1-14-5-6-16-9-10-17-8-7-15-4-2-3-11(12)13/h2-10H2,1H3,(H,12,13)
SMILES
COCCOCCOCCOCCCC(=O)O

This m-PEG4-CH2-acid linker is a polyethylene glycol–based carboxylic acid designed to provide a hydrophilic, flexible spacer for assembling targeted protein degraders. Its ether-rich PEG segment helps tune solubility and presentation of the conjugation handle, while the terminal acid enables reliable coupling to ligand scaffolds used in PROTAC architectures. The detailed Structure and Reactivity considerations are provided below to support experimental PROTAC synthesis and optimization.

Structure: The linker consists of a PEG chain terminating in a methylene spacer and a carboxylic acid. It features repeating ether linkages that confer flexibility and strong hydrogen-bonding capability, with an aliphatic carbon–oxygen framework and a terminal carboxyl group suitable for amide or ester formation.

Reactivity: The terminal carboxylic acid can be activated for PROTAC bond formation via standard carboxyl coupling chemistries, such as carbodiimide-mediated activation in the presence of an appropriate coupling additive, or conversion to an activated ester prior to nucleophilic substitution. Suitable conditions typically employ polar aprotic solvents and anhydrous handling to minimize hydrolysis, enabling formation of amide linkages with compatible amine-bearing ligands under mild temperatures.

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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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