Dark times: iminothioindoxyl- C -nucleoside fluorescence quenchers with defined location and minimal perturbation in DNA.

Autor:	Luma L; Goethe University Frankfurt, Institute for Organic Chemistry and Chemical Biology Max-von-Laue-Str. 7 60438 Frankfurt Germany heckel@uni-frankfurt.de., Pursteiner JC; Goethe University Frankfurt, Institute for Organic Chemistry and Chemical Biology Max-von-Laue-Str. 7 60438 Frankfurt Germany heckel@uni-frankfurt.de., Fischer T; Goethe University Frankfurt, Institute for Physical and Theoretical Chemistry Max-von-Laue-Str. 7 60438 Frankfurt Germany wveitl@theochem.uni-frankfurt.de burghardt@chemie.uni-frankfurt.de., Hegger R; Goethe University Frankfurt, Institute for Physical and Theoretical Chemistry Max-von-Laue-Str. 7 60438 Frankfurt Germany wveitl@theochem.uni-frankfurt.de burghardt@chemie.uni-frankfurt.de., Burghardt I; Goethe University Frankfurt, Institute for Physical and Theoretical Chemistry Max-von-Laue-Str. 7 60438 Frankfurt Germany wveitl@theochem.uni-frankfurt.de burghardt@chemie.uni-frankfurt.de., Wachtveitl J; Goethe University Frankfurt, Institute for Physical and Theoretical Chemistry Max-von-Laue-Str. 7 60438 Frankfurt Germany wveitl@theochem.uni-frankfurt.de burghardt@chemie.uni-frankfurt.de., Heckel A; Goethe University Frankfurt, Institute for Organic Chemistry and Chemical Biology Max-von-Laue-Str. 7 60438 Frankfurt Germany heckel@uni-frankfurt.de.
Jazyk:	angličtina
Zdroj:	Chemical science [Chem Sci] 2024 Sep 04. Date of Electronic Publication: 2024 Sep 04.
DOI:	10.1039/d4sc05175k
Abstrakt:	Fluorescence quenchers for application in DNA - like the BHQ family - tend to be large molecules which need to be attached, often post-synthetically, via long linkers. In this study, we present two new iminothioindoxyl- C -nucleosidic quenchers which are very compact, feature a native backbone and can be introduced into DNA via regular solid-phase synthesis. Especially with d T as juxtaposed nucleobase, they have a defined location and orientation in a DNA duplex with minimal perturbation of the structure and hence interaction capabilities. Depending on the nature of the fluorophore, they can be used for orientation-(un)specific FRET studies. Their Förster radius is smaller than the one of BHQ-2. This makes these quenchers ideal for sophisticated studies using conditional quenching in the range between 470 and 670 nm in DNA. Competing Interests: There are no conflicts to declare. (This journal is © The Royal Society of Chemistry.)
Databáze:	MEDLINE
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