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

tBuO-Ara-Glu(AEEA-AEEA-OH)-OtBu is a synthetic glutamic acid derivative designed to functionalize biomolecules, surfaces, or advanced materials. It features a glutamic acid core with one carboxyl protected as a tert-butyl ester (OtBu), and the other functionalized with two sequential AEEA (2-[2-(2-aminoethoxy)ethoxy]acetic acid) units, terminating in a free carboxyl group (OH). The alpha-amino group of glutamic acid is linked to a tert-butyl-protected arabinogalactan derivative (Ara), introducing a carbohydrate moiety as a biological recognition element. The design combines a carbohydrate handle (Ara), a hydrophilic PEG-like spacer (AEEA), and an acid-labile protected carboxyl group for further conjugation, making it suitable for glycoconjugate synthesis, drug delivery, and surface modification.

Appearance

• White to off-white solid

Source

• Synthetically produced via chemical synthesis

• Supplied by specialized vendors in glycan chemistry, PEGylation, and bioconjugation reagents

Molecular Weight

• Calculated in the range of 900–1300 g/mol; exact value depends on arabinogalactan fragment size

Structure

• Arabinogalactan derivative (tBuO-protected) linked to glutamic acid alpha-amino via amide bond

• Glutamic acid core

• One carboxyl protected as tert-butyl ester (OtBu)

• Two sequential AEEA units on side chain, terminating in a free carboxyl group (OH)

Biological Activity

• Biologically inert alone

• Carbohydrate moiety may interact with lectins or carbohydrate-binding proteins

• AEEA increases solubility and biocompatibility

• Terminal carboxyl is available for conjugation

Purity and Microbial Contamination

Shelf Life and Storage

• Shelf life: 6–12 months (shorter than simple reagents; refer to supplier COA)

• Store at –20°C or below in airtight, dry, inert container (argon or nitrogen atmosphere)

• Protect from moisture and light

Applications

• Glycoconjugate synthesis: targeted conjugation for biological recognition

• Drug delivery: crafting systems with carbohydrate-lectin targeting

• Surface modification: adding carbohydrate coatings for cell/material interaction

• Biomaterials: building new materials with precise biological targeting properties

Key Characteristics

• Carbohydrate moiety (Arabinogalactan–Ara): enables biorecognition

• Hydrophilic AEEA spacers: provide PEG-like solubility and reduce steric hindrance

• Reactive carboxyl group: available for activation and further conjugation

• tBu protection: acid-labile protection for controlled deprotection

Citation

• Search “arabinogalactan protein conjugate” and “carbohydrate protein conjugation”

• Explore “PEGylation protein conjugation,” “AEEA linker modification,” “carboxyl activation carbohydrate”

• Review supplier technical notes for glycan reagents and bioconjugation supplies

• Consult Reaxys/SciFinder for related chemical structures

• Investigate “glycoconjugate synthesis,” “glycopeptide synthesis,” “glycoconjugate drug delivery”

• Use Google Scholar keywords: “arabinogalactan protein conjugate,” “AEEA protein conjugation,” “carboxyl activation carbohydrate,” and “glycoconjugate drug delivery”