Surface Do-Overs | May 28, 2012 Issue - Vol. 90 Issue 22 | Chemical & Engineering News
Volume 90 Issue 22 | p. 11 | News of The Week
Issue Date: May 28, 2012

Surface Do-Overs

Photochemistry: Rapid reaction attaches protein or dyes
Department: Science & Technology
News Channels: Analytical SCENE, JACS In C&EN
Keywords: surface chemistry, photochemistry, thiols, bioanalytical chemistry, microarray
Quinone methide chemistry makes thiol-coated slides reusable.
A reaction diagram showing how quinone methide chemistry allows thiols to reversibly bind and unbind to slides.
Quinone methide chemistry makes thiol-coated slides reusable.

Using ultraviolet light, chemists have reversibly immobilized molecules on surfaces (J. Am. Chem. Soc., DOI: 10.1021/ja302970x). The technique could be used to develop repairable microarrays or to study how biochemical events on surfaces progress with time.

Light-mediated reactions are nothing new when it comes to decorating surfaces for bioanalytical chemistry. But most techniques are irreversible or make it difficult to reuse a surface.

Now, postdoctoral researcher Selvanathan Arumugam and associate professor Vladimir V. Popik of the University of Georgia have reversibly modified thiol-coated glass slides with 2-naphthoquinone-3-methides, which they generate from a naphthol precursor by illumination with 350-nm-wavelength light from a conventional thin-layer chromatography lamp. By selectively blocking light exposure with a transmission electron microscopy grid, they patterned slides with a naphthol connected to a fluorescent dye. Exposing patterned slides to the same wavelength of light releases the naphthol, regenerating surface thiols.

The reaction is compatible with azide-alkyne click chemistry, which the team used in two-step protocols to pattern slides with another dye or the protein avidin. The team was also able to replace one immobilized molecule with another, which could make it possible to repurpose microarray technologies in addition to repairing them.

“We use glass slides to demonstrate the procedure—we could use any surface with thiols,” Popik says. Plans to functionalize metal nanoparticles and proteins are in the works, he adds. The University of Georgia has filed a provisional patent on the technology.

The team’s big insight was developing a surface modification method that generates the reactive intermediate in solution instead of on the surface itself, says Craig J. Hawker, who designs structures for surface science at the University of California, Santa Barbara. That allows by-products to form in solution instead of squandering precious real estate on the surface, he explains. If follow-up work leads to even better spatial control and the ability to perform the chemistry on varied surfaces, he thinks the technology could be widely adopted.

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