tBuO-Ste-Glu(AEEA-AEEA-OH)-OtBu

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tBuO-Ste-Glu(AEEA-AEEA-OH)-OtBu is a sophisticated amphiphilic synthetic molecule designed for drug delivery and materials science applications. It consists of a stearic acid moiety (hydrophobic tail) linked to glutamic acid with two AEEA (aminoethoxyethoxyacetic acid) PEG-like hydrophilic spacers and all carboxyl groups protected by tert-butyl esters. This architecture enables self-assembly into nanostructures such as micelles or liposomes, allowing encapsulation and controlled release of hydrophobic drugs. The tert-butyl protecting groups permit selective deprotection and pH-responsive behavior, making this compound versatile for formulating advanced therapeutic systems.

Appearance

  • Likely white to off-white solid or powder, varying by purity and synthesis.

Source

  • Made synthetically via multi-step organic synthesis; not a natural compound.

Molecular Weight and Structure

  • Estimated molecular weight around 900–1100 g/mol (exact depends on AEEA units).

  • Structure: stearic acid tert-butyl ester (tBuO-Ste), glutamic acid core, two AEEA units, and tert-butyl ester protecting groups.

Biological Activity

  • Forms nanostructures that enhance drug solubility, improve cellular uptake, and enable controlled release.

  • PEG-like AEEA spacers improve water solubility and biocompatibility.

Purity and Microbial Contamination

  • High purity (>95%) by HPLC is critical.

  • Must be free of microbial contamination and endotoxins for biological use.

Identity and Quality Control

  • Verified by NMR (¹H, ¹³C), mass spectrometry.

  • Purity confirmed via HPLC and elemental analysis.

  • Water content measured by Karl Fischer titration.

  • Particle size/stability assessed by dynamic light scattering.

Shelf Life and Storage

Feature Description
Shelf Life 1–2 years if stored properly
Storage -20°C or -80°C, sealed under inert gas, protected from moisture and light

Applications

  • Encapsulation and delivery of hydrophobic drugs and biomolecules; gene therapy.

  • Cosmetics as emulsifiers or active delivery vehicles.

  • Building blocks for biomaterials like scaffolds and hydrogels.

Key Characteristics

  • Amphiphilic: hydrophobic stearic acid with hydrophilic PEG-like spacers.

  • Self-assembly into micelles/liposomes.

  • pH-responsive due to tert-butyl esters.

  • Potential biocompatibility from amino acid and PEG components.

  • Tunable nanostructure properties.

Citation

  • “Stearic acid drug delivery”

  • “Glutamic acid polymer drug delivery”

  • “Oligo(aminoethyl ethylene amide) drug delivery” / “AEEA polymer drug delivery”

  • “Tert-butyl protecting group pH-responsive polymer”

  • “Self-assembling amphiphiles drug delivery”

  • “Micelle drug delivery”

  • “Liposome drug delivery”

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