α,ω-Bis-Succinamic Acid NHS Ester PEG

α,ω-Bis-NHS Ester PEG

Product information

The NHS (N-hydroxysuccinimide) ester functional group at each end of the PEG linker molecule allows selective and covalent attachment to other molecules with complementary functional groups, such as primary amines on proteins, peptides, or other molecules. This particular PEG derivative has an amide linkage between PEG and the succinic acid (C4) active ester endgroup. It is highly reactive towards amines but at the same time prone to hydrolysis and self deactivation at elevated temperatures. The hydrolysis half-life is in the range of 10 min at slightly basic conditions in aqueous media.


Literature

L 77 α,ω-Bis-Amido Succinic Acid NHS Ester PEGs

  1. Sherck, N.; Webber, T.; Brown, D. R.; Keller, T.; Barry, M.; DeStefano, A.; Jiao, S.; Segalman, R. A.; Fredrickson, G. H.; Shell, M. S.; Han, S. End-to-End Distance Probability Distributions of Dilute Poly(Ethylene Oxide) in Aqueous Solution. J. Am. Chem. Soc. 2020, 142 (46), 19631-19641. doi: 10.1021/jacs.0c08709
  2. Ramirez Caballero, S. S.; Ferri-Angulo, D.; Debret, R.; Granier, F.; Marie, S.; Lefèvre, F.-X.; Bouler, J.-M.; Despas, C.; Sohier, J.; Bujoli, B. Combination of Biocompatible Hydrogel Precursors to Apatitic Calcium Phosphate Cements (CPCs): Influence of the in situ Hydrogel Reticulation on the CPC Properties. J. Biomed. Mater. Res. B Appl. Biomater. 2021, 109 (1), 102-116. doi: 10.1002/jbm.b.34685
  3. Natfji, A. A.; Nikitin, D. O.; Semina, I. I.; Moustafine, R. I.; Khutoryanskiy, V. V.; Lin, H.; Stephens, G. J.; Watson, K. A.; Osborn, H. M. I.; Greco, F. Conjugation of Haloperidol to PEG Allows Peripheral Localisation of Haloperidol and Eliminates CNS Extrapyramidal Effects. J. Control. Release 2020, 322, 227-235. doi: 10.1016/j.jconrel.2020.02.037
  4. Gabriel, M.; Niederer, K.; Becker, M.; Raynaud, C. M.; Vahl, C.-F.; Frey, H. Tailoring Novel PTFE Surface Properties: Promoting Cell Adhesion and Antifouling Properties via a Wet Chemical Approach. Bioconjug. Chem. 2016, 27 (5), 1216-1221. doi: 10.1021/acs.bioconjchem.6b00047
  5. Suttenun, N.; Punyamoonwongsa, P. A New Crosslinker for the Preparation of Silk Fibroin Hydrogels. Macromol. Symp. 2015, 354 (1), 273-279. doi: 10.1002/masy.201400097
  6. Villaverde, G.; Baeza, A.; Melen, G. J.; Alfranca, A.; Ramirez, M.; Vallet-Regí, M. A New Targeting Agent for the Selective Drug Delivery of Nanocarriers for Treating Neuroblastoma. J. Mater. Chem. B Mater. Biol. Med. 2015, 3 (24), 4831-4842. doi: 10.1039/c5tb00287g
  7. Heller, M.; Kämmerer, P. W.; Al-Nawas, B.; Luszpinski, M.-A.; Förch, R.; Brieger, J. The Effect of Extracellular Matrix Proteins on the Cellular Response of HUVECS and HOBS after Covalent Immobilization onto Titanium. J. Biomed. Mater. Res. A 2015, 103 (6), 2035-2044. doi: 10.1002/jbm.a.35340