Journal
CHEMBIOCHEM
Volume 23, Issue 6, Pages -Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/cbic.202100626
Keywords
cross-linking reaction; DNA; hydrogen abstraction reaction; photoreaction; RNA
Funding
- JSPS KAKENHI [20H05936, 21H04705]
- AMED [JP21am0101101]
- NIH [RO1CA236350]
- Grants-in-Aid for Scientific Research [21H04705, 20H05936] Funding Source: KAKEN
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The study showed that the photoreactivity of U-Br changes dramatically from hydrogen abstraction to cross-linking by changing the conformation of the duplex from the B-form to the A-form. Among three A-form structures, the largest amount of cross-linked products was observed when U-Br was incorporated into the RNA strand and the pyrene was conjugated to the 5 ' end of the DNA. These results indicate that the contact manner of pyrene was different between A- and B-form duplexes.
In this study, we investigated the photoreaction of U-Br in a pyrene-labeled DNA duplex, RNA duplex, and DNA/RNA hybrids. We found that the photoreactivity of U-Br changed dramatically from hydrogen abstraction to cross-linking by changing the conformation of the duplex from the B-form to the A-form. Among three A-form structures, the largest amount of cross-linked products was observed when U-Br was incorporated into the RNA strand and the pyrene was conjugated to the 5 ' end of the DNA. These results indicate that the contact manner of pyrene was different between A- and B-form duplexes. This is a rare example of the use of the reactivity of bromouracil to analyze the contact between a small molecule with a weak binding affinity and a nucleic acid.
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