α‑Hydroxyl‑ω‑Thiol‑poly(L‑lactide) (PLLA‑SH, MW 10K) is linear, mono‑thiol‑terminated semi‑crystalline biodegradable aliphatic polyester. The polymer backbone is constructed from stereoregular L‑lactide repeating units with obvious semi‑crystallinity, which is distinctly different from fully‑amorphous PDLLA. Compared with MW 5K PLLA‑SH, this 10 kDa grade exhibits higher hydrophobicity and slower homogeneous hydrolytic degradation rate. One polymer terminus carries reactive thiol (‑SH) functional group, while the other terminus retains inert hydroxyl (‑OH). Terminal thiol can undergo thiol‑ene click reaction, disulfide cross‑linking, and covalently react with maleimide, pyridyl disulfide and gold‑based substrates under mild conditions for bioconjugation of targeting ligands and biomolecules. It serves as monofunctional thiol‑containing building block for slow‑degrading nanoparticle / microsphere fabrication, surface sulfhydryl modification and long‑term redox‑responsive biomedical delivery research.
Key Features
- MW: 10000 Da, linear α‑hydroxyl‑ω‑thiol‑terminated poly(L‑lactide)
- Semi‑crystalline stereoregular L‑lactide structure, distinct from amorphous PDLLA
- Higher hydrophobicity, slower and uniform hydrolytic degradation versus 5K PLLA‑SH
- 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 slow‑degrading PLLA nanoparticles and microspheres for long‑term drug‑delivery research
- Sulfhydryl surface modification of semi‑crystalline polyester biomaterials for gold nanoparticle immobilization and disulfide‑mediated cross‑linking
- Precursor for synthesizing disulfide‑linked redox‑responsive high‑molecular‑weight degradable polymer conjugates
- Research‑grade raw material for redox‑sensitive long‑acting 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.