ɑ-Butyric Acid-ω-Mercaptopropanamido PEG

ɑ-Carboxy-ω-Thiol PEG

Product information

A heterobifunctional PEG derivative has a sulfhydryl group (-SH) on one chain end. The free thiol groups react readily with maleimido or iodacetamido functionalities or 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. Carboxy PEGs may be used for conjugation to amine substrates (forming amides) or other nucleophiles (forming esters). However, activation is necessary prior to conjugation. Different PEG carboxy derivatives display a different degree of stability and reactivity of the corresponding active ester.


Literature

L 89 α-Mercapto-ω-Carboxy PEGs

  1. Kantner, K.; Rejman, J.; Kraft, K. V. L.; Soliman, M. G.; Zyuzin, M. V.; Escudero, A.; del Pino, P.; Parak, W. J. Laterally and Temporally Controlled Intracellular Staining by Light-Triggered Release of Encapsulated Fluorescent Markers. Chemistry 2018, 24 (9), 2098-2102. doi: 10.1002/chem.201706135
  2. Conde, J.; Oliva, N.; Zhang, Y.; Artzi, N. Local Triple-Combination Therapy Results in Tumour Regression and Prevents Recurrence in a Colon Cancer Model. Nat. Mater. 2016, 15 (10), 1128-1138. doi: 10.1038/nmat4707
  3. Bao, C.; Beziere, N.; del Pino, P.; Pelaz, B.; Estrada, G.; Tian, F.; Ntziachristos, V.; de la Fuente, J. M.; Cui, D. Gold Nanoprisms as Optoacoustic Signal Nanoamplifiers for in Vivo Bioimaging of Gastrointestinal Cancers. Small 2013, 9 (1), 68-74. doi: 10.1002/smll.201201779
  4. Kong, K. V.; Lam, Z.; Goh, W. D.; Leong, W. K.; Olivo, M. Metal Carbonyl-Gold Nanoparticle Conjugates for Live-Cell SERS Imaging. Angew. Chem. Int. Ed Engl. 2012, 51 (39), 9796-9799. doi: 10.1002/anie.201204349
  5. Conde, J.; Oliva, N.; Artzi, N. Implantable Hydrogel Embedded Dark-Gold Nanoswitch as a Theranostic Probe to Sense and Overcome Cancer Multidrug Resistance. Proc. Natl. Acad. Sci. U. S. A. 2015, 112 (11), E1278-87. doi: 10.1073/pnas.1421229112
  6. Grasso, L.; Wyss, R.; Weidenauer, L.; Thampi, A.; Demurtas, D.; Prudent, M.; Lion, N.; Vogel, H. Molecular Screening of Cancer-Derived Exosomes by Surface Plasmon Resonance Spectroscopy. Anal. Bioanal. Chem. 2015, 407 (18), 5425-5432. doi: 10.1007/s00216-015-8711-5
  7. MacLaughlin, C. M.; Mullaithilaga, N.; Yang, G.; Ip, S. Y.; Wang, C.; Walker, G. C. Surface-Enhanced Raman Scattering Dye-Labeled Au Nanoparticles for Triplexed Detection of Leukemia and Lymphoma Cells and SERS Flow Cytometry. Langmuir 2013, 29 (6), 1908-1919. doi: 10.1021/la303931c
  8. Hosu, O.; Ravalli, A.; Lo Piccolo, G. M.; Cristea, C.; Sandulescu, R.; Marrazza, G. Smartphone-Based Immunosensor for CA125 Detection. Talanta 2017, 166, 234-240. doi: 10.1016/j.talanta.2017.01.073
  9. Nagy-Simon, T.; Tatar, A.-S.; Craciun, A.-M.; Vulpoi, A.; Jurj, M.-A.; Florea, A.; Tomuleasa, C.; Berindan-Neagoe, I.; Astilean, S.; Boca, S. Antibody Conjugated, Raman Tagged Hollow Gold-Silver Nanospheres for Specific Targeting and Multimodal Dark-Field/SERS/Two Photon-FLIM Imaging of CD19(+) B Lymphoblasts. ACS Appl. Mater. Interfaces 2017, 9 (25), 21155-21168. doi: 10.1021/acsami.7b05145
  10. Hauptstein, S.; Bonengel, S.; Griessinger, J.; Bernkop-Schnürch, A. Synthesis and Characterization of PH Tolerant and Mucoadhesive (Thiol-Polyethylene Glycol) Chitosan Graft Polymer for Drug Delivery. J. Pharm. Sci. 2014, 103 (2), 594-601. doi: 10.1002/jps.23832