α,ω-Bis-Mercapto PEG

α,ω-Bis-Thiol PEG

Product information

This linear homofunctional PEG derivative is used as a crosslinking agent. The free thiol groups react readily with maleinimides or halides as in iodoacetates or bromoacetates to form stable thioether bonds. Stable bonds are also formed with transition metal surfaces like gold, silver etc. Reaction with other free thiols leads to S-S disulfide bonds which can be cleaved by reducing agents. PEG thiols may also be conjugated by thiol-ene chemistry.


Literature

L 69 α,ω-Bis-Mercapto PEGs

  1. Francisco, A. T.; Mancino, R. J.; Bowles, R. D.; Brunger, J. M.; Tainter, D. M.; Chen, Y.-T.; Richardson, W. J.; Guilak, F.; Setton, L. A. Injectable Laminin-Functionalized Hydrogel for Nucleus Pulposus Regeneration. Biomaterials 2013, 34 (30), 7381-7388. doi: 10.1016/j.biomaterials.2013.06.038.
  2. Donahoe, C. D.; Cohen, T. L.; Li, W.; Nguyen, P. K.; Fortner, J. D.; Mitra, R. D.; Elbert, D. L. Ultralow Protein Adsorbing Coatings from Clickable PEG Nanogel Solutions: Benefits of Attachment under Salt-Induced Phase Separation Conditions and Comparison with PEG/Albumin Nanogel Coatings. Langmuir 2013, 29 (12), 4128-4139. doi: 10.1021/la3051115
  3. Nguyen, P. K.; Snyder, C. G.; Shields, J. D.; Smith, A. W.; Elbert, D. L. Clickable Poly(Ethylene Glycol)-Microsphere-Based Cell Scaffolds. Macromol. Chem. Phys. 2013, 214 (8), 948-956. doi: 10.1002/macp.201300023.
  4. Racine, L.; Costa, G.; Bayma-Pecit, E.; Texier, I.; Auzély-Velty, R. Design of Interpenetrating Chitosan and Poly(Ethylene Glycol) Sponges for Potential Drug Delivery Applications. Carbohydr. Polym. 2017, 170, 166-175. doi: doi:10.1016/j.carbpol.2017.04.060
  5. Racine, L.; Guliyeva, A.; Wang, I.; Larreta-Garde, V.; Auzély-Velty, R.; Texier, I. Time-Controllable Lipophilic-Drug Release System Designed by Loading Lipid Nanoparticles into Polysaccharide Hydrogels. Macromol. Biosci. 2017, 17 (9), 1700045. doi: 10.1002/mabi.201700045.
  6. Han, Y.; Ma, J.; Hu, Y.; Jin, J.; Jiang, W. Effect of End-Grafted Polymer Conformation on Protein Resistance. Langmuir 2018, 34 (5), 2073-2080. doi: 10.1021/acs.langmuir.7b03930.
  7. Stewart, S. A.; Coulson, M. B.; Zhou, C.; Burke, N. A. D.; Stöver, H. D. H. Synthetic Hydrogels Formed by Thiol-Ene Crosslinking of Vinyl Sulfone-Functional Poly(Methyl Vinyl Ether-Alt-Maleic Acid) with α,ω-Dithio-Polyethyleneglycol. Soft Matter 2018, 14 (41), 8317-8324. doi: 10.1039/c8sm01066h.
  8. Kolberg, A.; Wenzel, C.; Hackenstrass, K.; Schwarzl, R.; Rüttiger, C.; Hugel, T.; Gallei, M.; Netz, R. R.; Balzer, B. N. Opposing Temperature Dependence of the Stretching Response of Single PEG and PNiPAM Polymers. J. Am. Chem. Soc. 2019, 141 (29), 11603-11613. doi: 10.1021/jacs.9b04383.
  9. Trujillo, S.; Gonzalez-Garcia, C.; Rico, P.; Reid, A.; Windmill, J.; Dalby, M. J.; Salmeron-Sanchez, M. Engineered 3D Hydrogels with Full-Length Fibronectin That Sequester and Present Growth Factors. Biomaterials 2020, 252 (120104), 120104. doi: 10.1016/j.biomaterials.2020.120104.
  10. Yoo, K. M.; Murphy, S. V.; Skardal, A. A Rapid Crosslinkable Maleimide-Modified Hyaluronic Acid and Gelatin Hydrogel Delivery System for Regenerative Applications. Gels 2021, 7 (1), 13. doi: 10.3390/gels7010013.