4.4 Article

Solvent- and environment-dependent fluorescence of modified nucleobases

Journal

TETRAHEDRON LETTERS
Volume 59, Issue 21, Pages 1977-1985

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2018.04.003

Keywords

Fluorescent nucleosides; Modified nucleobases; Solvatochromism

Funding

  1. MEXT/JSPS KAKENHI [17H05230, 15 K13738, 17H04886]
  2. Grants-in-Aid for Scientific Research [17H04886, 17H05230] Funding Source: KAKEN

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Fluorescent nucleosides with modified nucleobases are useful tools for detecting nucleic acids and probing their structures and functions. Nucleobases are suitable for modification because 1) intrinsically light-absorbing nucleobases can be converted to fluorescent chromophores by simple chemical modification, 2) attaching substituents to nucleobases at appropriately selected positions does not inhibit base pairing or duplex formation, and 3) duplex formation and protein interactions affect the environment of nucleobases, causing changes in their fluorescence intensities and/or wavelengths. This review summarizes recent fluorescent nucleosides and their photophysical properties, such as absorption wavelength, emission wavelength, and fluorescence quantum yield together with their solvent dependency. (C) 2018 Elsevier Ltd. All rights reserved.

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