Selective fluorescence quenching of 2,3-diazabicyclo[2.2.2]oct-2-ene by nucleotides.
[reaction: see text] The fluorescence quenching of 2,3-diazabicyclo[2.2.2]oct-2-ene (DBO) by nucleotides has been studied. The quenching mechanism was analyzed on the basis of deuterium isotope effects, tendencies for exciplex formation, and the quenching efficiency in the presence of a molecular container (cucurbit[7]uril). Exciplex-induced quenching appears to prevail for adenosine, cytidine, and uridine, while hydrogen abstraction becomes competitive for thymidine and guanosine. Compared to other fluorescent probes, DBO responds very selectively to the type of nucleotide.
Marquez
Cesar
C
School of Engineering and Science, International University Bremen, Campus Ring 1, D-28759 Bremen, Germany.
Pischel
Uwe
U
Nau
Werner M
WM
D019086:Bridged Bicyclo Compounds, Heterocyclic / Q000737:chemistry*; D005453:Fluorescence; D005456:Fluorescent Dyes / Q000737:chemistry*; D015394:Molecular Structure; D009711:Nucleotides / Q000737:chemistry*
C484077:2,3-diazabicyclo(2.2.2)oct-2-ene; D019086:Bridged Bicyclo Compounds, Heterocyclic; D005456:Fluorescent Dyes; D009711:Nucleotides