Quick Selective and Reversible Photocrosslinking Reaction between 5-Methylcytosine and 3-Cyanovinylcarbazole in DNA Double Strand

摘要

Selective photocrosslinking reaction between 3-cyanovinylcarbazole nucleoside (^CNVK) and 5-methylcytosine (^mC), which is known as epigenetic modification in genomic DNA, was developed. The reaction was completely finished within 5 s of 366 nm irradiation, and the rate of this photocrosslinking reaction was ca. 30-fold higher than that in the case of unmodified normal cytosine. There were no significant differences in the thermodynamic parameters and the kinetics of hybrid formation of oligonucleotide (ODN) containing ^CNVK and its complementary ODN containing C or ^mC at the photocrosslinking site, and suggesting that the quick and selective photoreaction has potential for the selective detection of ^mC in the DNA strand via the photocrosslinking reaction.