Michael-Type Addition as a Tool for Surface Functionalization
- 29 August 2003
- journal article
- Published by American Chemical Society (ACS) in Bioconjugate Chemistry
- Vol. 14 (5) , 967-973
- https://doi.org/10.1021/bc0340621
Abstract
Michael-type addition (conjugate addition reaction between electron-poor olefins and nucleophiles, such as thiols) has been successfully used as a convenient tool for surface functionalization. Due to its mild character, this method is potentially useful for the introduction of sensitive groups, which can provide bioactivity and targeting possibilities to surfaces of, for example, colloidal carriers. As reaction partners, in our study we have used thiols, possibly present in peptidic structures, and acrylates, at the end of protein-repellant PEG chains. Satisfactory results were obtained with thiols in solution and acrylic groups bound to the surface. Alternatively, the use of thiols on the particles, even if generated in situ, did not provide useful results.Keywords
This publication has 33 references indexed in Scilit:
- A New Living Emulsion Polymerization Mechanism: Episulfide Anionic PolymerizationMacromolecules, 2002
- Systematic Modulation of Michael-Type Reactivity of Thiols through the Use of Charged Amino AcidsBioconjugate Chemistry, 2001
- Poly(l-lysine)–GRGDS as a biomimetic surface modifier for poly(lactic acid)Biomaterials, 2001
- Surfaces that resist bioadhesionCurrent Opinion in Solid State and Materials Science, 1999
- Biological surface scienceCurrent Opinion in Solid State and Materials Science, 1998
- Polymer-Supported Biomembrane ModelsPublished by American Chemical Society (ACS) ,1998
- On the Reactivity and Ionization of the Active Site Cysteine Residues of Escherichia coli ThioredoxinBiochemistry, 1996
- Growth of human cells on plasma polymers: Putative role of amine and amide groupsJournal of Biomaterials Science, Polymer Edition, 1994
- Covalently Attached GRGD on Polymer Surfaces Promotes Biospecific Adhesion of Mammalian CellsaAnnals of the New York Academy of Sciences, 1990
- Inhibition of Angiogenesis by Recombinant Human Platelet Factor-4 and Related PeptidesScience, 1990