α‑Hydroxyl‑ω‑Thiol‑poly(L‑lactide) (PLLA‑SH, MW 20K) is linear, mono‑thiol‑terminated semi‑crystalline biodegradable aliphatic polyester. Constructed from stereoregular L‑lactide repeating units, the polymer possesses high crystallinity, which is fundamentally different from fully‑amorphous PDLLA. Within the PLLA‑SH product series, this 20 kDa grade delivers the highest hydrophobicity and exhibits ultra‑slow homogeneous hydrolytic degradation behavior. One polymer terminus bears reactive thiol (‑SH) group, the opposite terminus retains inert hydroxyl (‑OH). Terminal thiol is capable of thiol‑ene click reaction, disulfide bond formation, and covalent conjugation with maleimide, pyridyl disulfide as well as gold‑containing substrates under mild conditions for grafting targeting ligands and biomolecules. It acts as monofunctional thiol‑functional building block for ultra‑slow‑degrading microspheres, implant‑related porous scaffolds and ultra‑long‑term redox‑responsive biomedical research.
Key Features
- MW: 20000 Da, linear α‑hydroxyl‑ω‑thiol‑terminated poly(L‑lactide)
- Semi‑crystalline high‑order stereoregular L‑lactide structure, distinct from amorphous PDLLA
- Highest hydrophobicity in PLLA‑SH series, ultra‑slow and uniform hydrolytic degradation
- Excellent biocompatibility; degrades into non‑toxic L‑lactic acid in vitro and in vivo
- Single terminal thiol (‑SH) reactive group for thiol‑ene, thiol‑maleimide coupling and disulfide cross‑linking; opposite polymer end is inert hydroxyl ‑OH
- Narrow molecular‑weight distribution, stable batch‑to‑batch reproducibility; high thiol end‑group functionality
- Soluble in DCM, CHCl₃, THF, DMF, hot acetone; insoluble in water
- Thiol‑terminated polymer; sensitive to oxygen and heavy‑metal ions; avoid prolonged air exposure; inert‑gas sealed storage required
Applications
- Monofunctional thiol‑containing building block for maleimide‑modified ligand conjugation and thiol‑ene click chemistry
- Preparation of thiol‑functional high‑crystallinity PLLA microspheres and tissue‑engineering porous scaffolds for ultra‑long‑term drug‑delivery research
- Sulfhydryl surface modification of implant‑grade polyester biomaterials for gold nanoparticle immobilization and disulfide‑based cross‑linking
- Precursor for synthesizing disulfide‑linked redox‑responsive high‑molecular‑weight degradable polymer conjugates
- Research‑grade raw material for redox‑sensitive implant‑oriented biodegradable biomedical polymer study
Handling & Storage
- Store at −20 °C under dry inert nitrogen or argon atmosphere; strictly moisture‑proof, minimize oxygen exposure
- Keep hermetically sealed; oxygen may oxidize thiol groups to disulfide bonds and humidity accelerates polyester backbone hydrolysis; avoid repeated freeze‑thaw cycles
- For research‑only use; not intended for clinical or diagnostic applications
AxisPharm offers 5000+ PEG Linkers with high purity. Different kinds of PEG Reagents may be available by custom synthesis.