A versatile method for the UVA-induced cross-linking of acetophenone- or benzophenone-functionalized DNA.

Publisher: Nature Publishing Group Country of Publication: England NLM ID: 101563288 Publication Model: Electronic Cited Medium: Internet ISSN: 2045-2322 (Electronic) Linking ISSN: 20452322 NLM ISO Abbreviation: Sci Rep Subsets: MEDLINE

Original Publication: London : Nature Publishing Group, copyright 2011-

Ultraviolet Rays*; Acetophenones/*chemistry ; Benzophenones/*chemistry ; Cross-Linking Reagents/*chemistry ; DNA/*chemistry; DNA Probes ; Molecular Structure ; Nucleic Acid Hybridization ; Oligonucleotides/chemistry

Bioconjugation, biosensing, bioimaging, bionanomaterials, etc., are only a few examples of application of functionalized DNA. Since base-modified nucleic acids contribute not only to a broad range of biotechnological fields but also to the understanding of various cellular processes, it is crucial to design novel modifications with unique properties. Here, we demonstrate the utilization of N ⁴ -cytidine modified oligonucleotides, which contain reactive acetophenone (AP) or benzophenone (BP) groups, for the UV-induced cross-linking. We find that terminal deoxynucleotidyl transferase-mediated 3'-tailing using AP/BP-containing modified nucleotides generates photoactive DNA, suitable for a straightforward covalent cross-linking with both interacting proteins and a variety of well-known solid polymeric supports. Moreover, we show that AP/BP-functionalization of nucleic acid molecules induces an efficient cross-linking upon exposure to UVA light. Our findings reveal that 3'-tailed single-stranded DNA bearing AP/BP-moieties is easily photoimmobilized onto untreated polystyrene, polypropylene, polylactate, polydimethylsiloxane, sol-gel and borosilicate glass substrates. Furthermore, we demonstrate that such immobilized DNA probes can be further used for successful hybridization of complementary DNA targets. Our results establish novel N ⁴ -cytosine nucleobase modifications as photoreactive labels and suggest an effortless approach for photoimmobilization of nucleic acids.

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0 (Acetophenones)
0 (Benzophenones)
0 (Cross-Linking Reagents)
0 (DNA Probes)
0 (Oligonucleotides)
701M4TTV9O (benzophenone)
9007-49-2 (DNA)
RK493WHV10 (acetophenone)

Date Created: 20181109 Date Completed: 20191025 Latest Revision: 20191107

20250114

PMC6220319

10.1038/s41598-018-34892-9

30405165