Literature DB >> 20090985

Blue fluorescent deoxycytidine analogues: convergent synthesis, solid-state and electronic structure, and solvatochromism.

David W Dodd1, Kalen N Swanick, Jacquelyn T Price, Allison L Brazeau, M J Ferguson, Nathan D Jones, Robert H E Hudson.   

Abstract

We report the synthesis and photospectroscopic characterisation of intrinsically fluorescent triazole-appended cytidines. Fluorescence was found to be highly dependent on solvent conditions. X-Ray crystallographic data show the proton of the exocyclic amine of the nucleobase and the triazole N(3) engaged in a H-bond.

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Year:  2009        PMID: 20090985     DOI: 10.1039/b919921g

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  7 in total

1.  Fluorescent 5-Pyrimidine and 8-Purine Nucleosides Modified with an N-Unsubstituted 1,2,3-Triazol-4-yl Moiety.

Authors:  Zhiwei Wen; Paloma R Tuttle; A Hasan Howlader; Anna Vasilyeva; Laura Gonzalez; Antonija Tangar; Ruipeng Lei; Eduardo E Laverde; Yuan Liu; Jaroslava Miksovska; Stanislaw F Wnuk
Journal:  J Org Chem       Date:  2019-03-06       Impact factor: 4.354

2.  Hydrogelation abilities of nucleobase-modified cytidines possessing substituted triazoles.

Authors:  David W Dodd; Nathan D Jones; Robert He Hudson
Journal:  Artif DNA PNA XNA       Date:  2010-10

Review 3.  Fluorescent nucleobases as tools for studying DNA and RNA.

Authors:  Wang Xu; Ke Min Chan; Eric T Kool
Journal:  Nat Chem       Date:  2017-10-16       Impact factor: 24.427

4.  Synthesis and spectral characterization of environmentally responsive fluorescent deoxycytidine analogs.

Authors:  Adam A H Elmehriki; Mojmír Suchý; Kirby J Chicas; Filip Wojciechowski; Robert H E Hudson
Journal:  Artif DNA PNA XNA       Date:  2014

5.  Characterization of photophysical and base-mimicking properties of a novel fluorescent adenine analogue in DNA.

Authors:  Anke Dierckx; Peter Dinér; Afaf H El-Sagheer; Joshi Dhruval Kumar; Tom Brown; Morten Grøtli; L Marcus Wilhelmsson
Journal:  Nucleic Acids Res       Date:  2011-01-29       Impact factor: 16.971

6.  Noncentrosymmetric Packings Influenced by Electronic Properties of Products of Click Reactions.

Authors:  Rebecca C Laird; Nam P Nguyen; Sara F Rusch; Jonas Baltrusaitis; Leonard R Macgillivray
Journal:  Cryst Growth Des       Date:  2014-02-17       Impact factor: 4.076

Review 7.  Chemical architecture and applications of nucleic acid derivatives containing 1,2,3-triazole functionalities synthesized via click chemistry.

Authors:  Tim Efthymiou; Wei Gong; Jean-Paul Desaulniers
Journal:  Molecules       Date:  2012-10-26       Impact factor: 4.411

  7 in total

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