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m-PEG3-COOH

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Category m-PEGn-acid
Catalog NO. BPG-1737
Product Name m-PEG3-COOH
CAS 209542-49-4
Molecular Formula C8H16O5
Molecular Weight 192.21
m-PEG3-COOH
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Description m-PEG3-COOH is a PEG linker containing a terminal carboxylic acid. The terminal carboxylic acid can react with primary amine groups in the presence of activators (e.g. EDC, or HATU) to form a stable amide bond. The hydrophilic PEG spacer increases solubility in aqueous media.
Synonyms m-PEG2-CH2CH2COOH; m-PEG3-acid; Propanoic acid, 3-[2-(2-methoxyethoxy)ethoxy]-; COOHCH2CH2-PEG2-OME
IUPAC Name 3-[2-(2-methoxyethoxy)ethoxy]propanoic acid
Canonical SMILES COCCOCCOCCC(=O)O
InChI InChI=1S/C8H16O5/c1-11-4-5-13-7-6-12-3-2-8(9)10/h2-7H2,1H3,(H,9,10)
InChIKey HFCYTEWOPOCEBG-UHFFFAOYSA-N
Boiling Point 301.7±27.0 °C at 760 mmHg
Purity ≥95%
Density 1.102±0.06 g/cm3 (Predicted)
Solubility Soluble in DCM, DMF, DMSO, Water
Appearance Pale Yellow or Colorless Oily Liquid
Storage Store at 2-8°C
Exact Mass 192.09977361
LogP 0.14070

m-PEG3-COOH, or methoxy polyethylene glycol 3-carboxylic acid, is a bifunctional polyethylene glycol derivative used in various scientific and industrial applications. Here are some key applications of m-PEG3-COOH:

Drug Delivery Systems: m-PEG3-COOH is widely used in the design of drug delivery systems to improve the pharmacokinetics and solubility of therapeutic agents. By conjugating with drugs, it enhances their stability and prolongs circulation time in the bloodstream. This helps in achieving better therapeutic efficacy and reduced side effects.

Protein Modification: In protein chemistry, m-PEG3-COOH is employed to modify proteins through PEGylation, which can enhance protein solubility and reduce immunogenicity. By attaching to exposed lysine residues, it helps in extending the half-life of biopharmaceuticals and improving their overall therapeutic profile. This modification is crucial for developing effective protein-based therapies.

Bioconjugation: m-PEG3-COOH serves as an essential linker for bioconjugation applications, such as attaching biomolecules to surfaces or particles. It provides a hydrophilic spacer that minimizes non-specific interactions and maintains the biological activity of the conjugated molecules. This property is particularly useful in the development of biosensors and diagnostic assays.

Surface Coating: In material science, m-PEG3-COOH is used to create anti-fouling surfaces by coating medical devices and implants. The PEG chains form a hydration layer that resists protein adsorption and cell adhesion, reducing the risk of biofouling and infection. This application enhances the biocompatibility and longevity of medical implants and devices.

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PEGylation of Peptides and Proteins

PEGylation of Peptides
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