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Benzothiazole-substituted 1,3-diaza-2-oxophenoxazine as a luminescent nucleobase surrogate for silver(I)-mediated base pairing.
- Source :
-
Dalton transactions (Cambridge, England : 2003) [Dalton Trans] 2022 Sep 13; Vol. 51 (35), pp. 13386-13395. Date of Electronic Publication: 2022 Sep 13. - Publication Year :
- 2022
-
Abstract
- A benzothiazole-substituted derivative (X) of 1,3-diaza-2-oxophenoxazine was evaluated with respect to its ability to engage in Ag(I)-mediated homo base pair formation in two different DNA duplexes. The metal binding was determined by a combination of temperature-dependent UV spectroscopy, CD spectroscopy, and fluorescence spectroscopy, indicating the incorporation of two Ag(I) ions to generate a dinuclear X-Ag(I) <subscript>2</subscript> -X base pair. Interestingly, a luminescence increase was observed upon metal binding. Theoretical luminescence spectra were calculated using time-dependent density functional theory (TDDFT) for all possible Ag(I)-mediated X : X base pair geometries to identify the species responsible for the increase in luminescence. The study shows that even bulky non-planar artificial nucleobases can be applied to form stabilizing metal-mediated base pairs.
- Subjects :
- Base Pairing
Benzothiazoles
Oxazines
Luminescence
Silver chemistry
Subjects
Details
- Language :
- English
- ISSN :
- 1477-9234
- Volume :
- 51
- Issue :
- 35
- Database :
- MEDLINE
- Journal :
- Dalton transactions (Cambridge, England : 2003)
- Publication Type :
- Academic Journal
- Accession number :
- 35989665
- Full Text :
- https://doi.org/10.1039/d2dt01762h