1585977-29-2Relevant academic research and scientific papers
Photoinduced changes in hydrogen bonding patterns of 8-thiopurine nucleobase analogues in a DNA strand
Morihiro, Kunihiko,Kodama, Tetsuya,Mori, Shohei,Obika, Satoshi
, p. 2468 - 2473 (2014/04/03)
Hydrogen bonds (H-bonds) formed between nucleobases play an important role in the construction of various nucleic acid structures. The H-donor and H-acceptor pattern of a nucleobase is responsible for selective and correct base pair formation. Herein, we describe an 8-thioadenine nucleobase analogue and an 8-thiohypoxanthine nucleobase analogue with a photolabile 6-nitroveratryl (NV) group on the sulfur atom (SANV and SHNV, respectively). Light-triggered removal of the NV group causes tautomerization and a change in the H-bonding pattern of SANV and SHNV. This change in the H-bonding pattern has a strong effect on base recognition by 8-thiopurine nucleobase analogues. In particular, base recognition by SHNV is clearly shifted from guanine to adenine upon photoirradiation. These results show that a photoinduced change in the H-bonding pattern is a unique strategy for manipulating nucleic acid assembly with spatiotemporal control. the Partner Organisations 2014.
