The Maynard Group performs cutting-edge research on polymer bioconjugates and protein nanoarrays and educates the next generation of researchers and leaders in organic chemistry, polymer science, nanotechnology, and biomedicine.
Tolstyka, Z. P.; Richardson, W.; Bat, E.; Stevens, C. J.; Parra, D. P.; Dozier, J. K.; Distefano, M. D.; Dunn, B.; Maynard, H. D., “Chemoselective Immobilization of Proteins by Microcontact Printing and Bioorthogonal Click Reactions,” ChemBioChem, DOI: 10.1002/cbic.201300478. [LINK]
In this work, a combination of microcontact printing of functionalized alkanethiols and site-specific modification of proteins is utilized to chemoselectively immobilize proteins onto gold surfaces either by oxime or copper catalyzed alkyne-azide click chemistry. Two molecules capable of click reactions, an aminooxy-functionalized alkanethiol and an azide-functionalized alkanethiol, were synthesized, and self-assembled monolayer (SAM) formation on gold was confirmed by IR spectroscopy. The alkanethiols were then individually patterned onto gold surfaces by microcontact printing. Site-specifically modified proteins, horse heart myoglobin (HHMb) containing an N-terminal α-oxoamide and a red-fluorescent protein (mCherry-CVIA) with a C-terminal alkyne, respectively were immobilized by incubation onto the stamped functionalized alkanethiol patterns. Pattern formation was confirmed by fluorescence microscopy. This platform can facilitate the oriented immobilization of proteins and hence should be useful for a wide range of biomedical and biotechnology applications.
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