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Literature DB >> 24382561

Highly emissive deoxyguanosine analogue capable of direct visualization of B-Z transition.

Soyoung Park¹, Haruka Otomo, Linjie Zheng, Hiroshi Sugiyama.

Abstract

A 2-aminothieno[3,4-d]pyrimidine G-mimic deoxyribonucleoside, (th)dG, was synthesized and incorporated readily into oligonucleotides as a versatile fluorescent guanine analogue. We demonstrate that (th)dG enables the visual detection of Z-DNA successfully based on different π-stacking of B- and Z-DNA.

Entities: Chemical

Mesh：

Substances：

Year: 2014 PMID： 24382561 DOI： 10.1039/c3cc48297a

Source DB: PubMed Journal: Chem Commun (Camb) ISSN： 1359-7345 Impact factor: 6.222

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Cited

10 in total

1. Tautomers of a Fluorescent G Surrogate and Their Distinct Photophysics Provide Additional Information Channels.

Authors: Marianna Sholokh; Roberto Improta; Mattia Mori; Rajhans Sharma; Cyril Kenfack; Dongwon Shin; Karine Voltz; Roland H Stote; Olga A Zaporozhets; Maurizio Botta; Yitzhak Tor; Yves Mély
Journal: Angew Chem Int Ed Engl Date: 2016-06-08 Impact factor: 15.336

2. Emissive Synthetic Cofactors: Enzymatic Interconversions of ^tz A Analogues of ATP, NAD⁺ , NADH, NADP⁺ , and NADPH.

Authors: François Hallé; Andrea Fin; Alexander R Rovira; Yitzhak Tor
Journal: Angew Chem Int Ed Engl Date: 2017-12-21 Impact factor: 15.336

3. Studying Z-DNA and B- to Z-DNA transitions using a cytosine analogue FRET-pair.

Authors: Blaise Dumat; Anders Foller Larsen; L Marcus Wilhelmsson
Journal: Nucleic Acids Res Date: 2016-02-20 Impact factor: 16.971

4. Conquering 2-aminopurine's deficiencies: highly emissive isomorphic guanosine surrogate faithfully monitors guanosine conformation and dynamics in DNA.

Authors: Marianna Sholokh; Rajhans Sharma; Dongwon Shin; Ranjan Das; Olga A Zaporozhets; Yitzhak Tor; Yves Mély
Journal: J Am Chem Soc Date: 2015-03-02 Impact factor: 15.419

5. What Makes Thienoguanosine an Outstanding Fluorescent DNA Probe?

Authors: Jagannath Kuchlyan; Lara Martinez-Fernandez; Mattia Mori; Krishna Gavvala; Stefano Ciaco; Christian Boudier; Ludovic Richert; Pascal Didier; Yitzhak Tor; Roberto Improta; Yves Mély
Journal: J Am Chem Soc Date: 2020-09-23 Impact factor: 15.419

Highly emissive deoxyguanosine analogue capable of direct visualization of B-Z transition.

1. Tautomers of a Fluorescent G Surrogate and Their Distinct Photophysics Provide Additional Information Channels.

2. Emissive Synthetic Cofactors: Enzymatic Interconversions of ^tz A Analogues of ATP, NAD⁺ , NADH, NADP⁺ , and NADPH.

3. Studying Z-DNA and B- to Z-DNA transitions using a cytosine analogue FRET-pair.

4. Conquering 2-aminopurine's deficiencies: highly emissive isomorphic guanosine surrogate faithfully monitors guanosine conformation and dynamics in DNA.

5. What Makes Thienoguanosine an Outstanding Fluorescent DNA Probe?

6. Chemical Mutagenesis of an Emissive RNA Alphabet.

7. Deciphering the pH-dependence of ground- and excited-state equilibria of thienoguanine.

8. Sequence preference and structural heterogeneity of BZ junctions.

9. 2'-O-Methyl-8-methylguanosine as a Z-Form RNA Stabilizer for Structural and Functional Study of Z-RNA.

Review 10. C-Linked 8-aryl guanine nucleobase adducts: biological outcomes and utility as fluorescent probes.