DSPE-Thiol
Full Name: 1,2-Distearoyl-sn-glycero-3-phosphoethanolamine-N-thiol
CAS No.：144735-82-0
Key Properties
- A functional phospholipid consisting of a DSPE lipid domain and a free thiol group (-SH) at the terminal end of the head group.
- Amphiphilic structure: hydrophobic saturated stearoyl tails provide stable insertion into lipid bilayers, while the thiol group is exposed on the surface for conjugation.
- Undergoes highly specific reactions with maleimide-functionalized molecules via Michael addition, forming stable thioether bonds.
- Can form disulfide bonds (-S-S-) through oxidation, enabling reversible crosslinking or conjugation.
- Biocompatible, low cytotoxicity, and highly stable in liposomal and lipid nanoparticle formulations.
- Practically insoluble in water; soluble in chloroform, methanol, DMSO, and ethanol.
- Usually appears as a white to pale yellow waxy solid.
- Susceptible to oxidation; recommended storage at −20 °C under inert gas and desiccated conditions.
Applications
- Covalent conjugation with maleimide-modified proteins, antibodies, peptides, and targeting ligands for targeted drug delivery.
- Surface functionalization of liposomes, lipid nanoparticles (LNPs), micelles, and exosomes.
- Preparation of redox-responsive delivery systems using disulfide bond cleavage in intracellular environments.
- Crosslinking agent for stabilizing lipid bilayers and nanoparticle structures.
- Labeling of lipid assemblies with maleimide-containing fluorescent probes or imaging agents.
- Used in mRNA, DNA, and siRNA delivery systems to improve targeting and intracellular release.
- Biomembrane engineering and cell membrane labeling for biological imaging and tracking studies.
AxisPharm offers 5000+ PEG Linkers with high purity. Different kinds of PEG Reagents may be available by custom synthesis.
