Overview
PEG-NH-BOC is a functionalized polyethylene glycol derivative featuring a Boc (tert-butoxycarbonyl)-protected amine group. The Boc group serves as a temporary protecting moiety for amines, enabling selective reactions in multi-step syntheses. PEG-NH-BOC combines the biocompatibility and hydrophilicity of PEG with the versatility of amine chemistry, making it valuable in pharmaceuticals, biomaterials, and nanotechnology. This compound is typically synthesized by reacting PEG-diamine with di-tert-butyl dicarbonate (Boc anhydride). The Boc protection stabilizes the amine during storage and handling while allowing easy deprotection under acidic conditions when needed. Its modular design supports tailored applications across molecular weights (e.g., PEG 1k, 2k, 5k).
Physical and Chemical Properties
PEG-NH-BOC exhibits properties derived from both its PEG backbone and Boc-amine group. The PEG component provides high water solubility, low immunogenicity, and resistance to protein adsorption. The Boc group adds steric bulk, reducing amine reactivity until deprotection. Thermal stability is moderate, with decomposition occurring above 150°C. The Boc group is cleavable by trifluoroacetic acid (TFA) or hydrochloric acid in organic solvents. PEG-NH-BOC’s solubility profile allows compatibility with aqueous and organic reaction systems, though solubility decreases with longer PEG chains. Analytical methods like NMR and HPLC are used to verify Boc protection efficiency and purity.
Main Applications
In drug delivery, PEG-NH-BOC is a building block for stealth liposomes and polymer-drug conjugates, where PEG reduces clearance by the immune system. The Boc group permits controlled conjugation steps, such as attaching targeting ligands after nanoparticle assembly. In surface modification, it creates non-fouling coatings for medical devices or biosensors. The protected amine allows post-functionalization after surface immobilization. PEG-NH-BOC also serves as a spacer in solid-phase peptide synthesis (SPPS) or crosslinker in hydrogel design, where its hydrophilicity enhances biocompatibility.
Safety and Storage
PEG-NH-BOC poses minimal acute toxicity but requires standard lab precautions. Avoid inhalation of powder and direct skin contact. Use fume hoods when handling in bulk or with deprotection reagents like TFA. Storage at -20°C under nitrogen or argon prevents moisture absorption and Boc group degradation. Shelf life is typically 1-2 years when properly sealed. For long-term stability, aliquot into smaller containers to minimize freeze-thaw cycles. Label containers clearly with molecular weight and batch number for traceability.
B2B Procurement Guide
Bulk buyers should prioritize suppliers offering certificates of analysis (CoA) with detailed specifications: PEG molecular weight distribution (PDI <1.05), amine protection efficiency (>90%), and endotoxin levels (<0.1 EU/mg for biomedical use). Custom synthesis is available for specialized chain lengths or large quantities (kilogram scale). Lead times vary; confirm GMP compliance if required for clinical applications. Compare prices from multiple vendors, but avoid compromises on purity—residual diamine or free PEG can affect downstream reactions. Request samples for QC validation before large purchases.
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