tBuO-Bz-Seb-Glu(AEEA-AEEA-OH)-OtBu

tBuO-Bz-Seb-Glu(AEEA-AEEA-OH)-OtBu is a synthetic glutamic acid derivative designed to modify biomolecules by introducing hydrophobic and hydrophilic properties along with a protected carboxyl group for further functionalization. The molecule features a glutamic acid core with one carboxyl protected as a tert-butyl ester (OtBu) and the other carboxyl functionalized with two sequential AEEA units, terminating in a free carboxyl group (OH). The alpha-amino group is modified with sebacic acid (Seb) linked to a benzyl (Bz) group protected as a tert-butyl ester (tBuO). This design provides a hydrophobic sebacic acid-benzyl component, a hydrophilic PEG-like spacer (AEEA), and a reactive carboxyl group, suitable for controlled conjugation in drug delivery, surface modification, or self-assembling systems.

Appearance

• White to off-white solid

Source

• Chemically synthesized

• Available from specialized suppliers of modified amino acids, PEGylation reagents, and lipid modification reagents

Molecular Weight

• Estimated between 850 and 1150 g/mol based on individual components

Structure

• tBuO-Bz linked to sebacic acid attached to alpha-amino group of glutamic acid via amide bond

• Glutamic acid core with one carboxyl protected as tert-butyl ester (OtBu)

• Two AEEA units linked sequentially to the side chain carboxyl group terminating in free carboxyl (OH)

Biological Activity

• Biologically inert alone; activity depends on conjugated partner

• Sebacic acid–benzyl moiety offers hydrophobicity

• AEEA linker increases solubility and flexibility

• Terminal carboxyl available for further conjugation

Purity and Microbial Contamination

Shelf Life and Storage

• Shelf life likely 6–12 months, possibly shorter due to complexity

• Store at -20°C or below in inert, dry, sealed container

• Protect from moisture and light

Applications

• Bioconjugation: introduces hydrophobic and hydrophilic groups to biomolecules

• PEGylation: adds PEG-like properties for solubility and stability

• Drug delivery: develops targeted delivery systems with improved solubility and membrane interaction

• Self-assembly: incorporates into micelles, liposomes, or nanostructures

• Surface modification: creates hydrophobic/hydrophilic surface coatings

Key Characteristics

• Hydrophobic sebacic acid–benzyl moiety

• Hydrophilic PEG-like AEEA spacer

• Reactive terminal carboxyl group for conjugation

• Acid-labile tert-butyl protecting groups for selective deprotection

Citation

• Search “sebacic acid protein modification” or “benzyl protein conjugation”

• Explore “PEGylation protein conjugation” or “AEEA linker peptide synthesis”

• Investigate “carboxyl group activation in bioconjugation”

• Check suppliers’ technical data and application notes

• Use chemical databases like Reaxys or SciFinder for connected publications

• Search “amphiphilic polymer peptide conjugates” for drug delivery insights

• Keywords for Google Scholar: “sebacic acid protein modification,” “AEEA conjugation,” “carboxyl group bioconjugation,” “benzyl sebacic acid modification”