Literature DB >> 21866967

Emissive RNA alphabet.

Dongwon Shin1, Renatus W Sinkeldam, Yitzhak Tor.   

Abstract

A fluorescent ribonucleoside alphabet consisting of highly emissive purine ((th)A, (th)G) and pyrimidine ((th)U, (th)C) analogues, all derived from thieno[3,4-d]pyrimidine as the heterocyclic nucleus, is described. Structural and biophysical analyses demonstrated that the emissive analogues are faithful isomorphic nucleoside surrogates. Photophysical analysis established that the nucleosides offer highly desirable qualities, including visible emission, high quantum yield, and responsiveness to environmental perturbations, traits entirely lacking in their native counterparts.

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Year:  2011        PMID: 21866967      PMCID: PMC3179766          DOI: 10.1021/ja206095a

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  29 in total

1.  Simple fluorescent pyrimidine analogues detect the presence of DNA abasic sites.

Authors:  Nicholas J Greco; Yitzhak Tor
Journal:  J Am Chem Soc       Date:  2005-08-10       Impact factor: 15.419

2.  A highly emissive fluorescent nucleoside that signals the activity of toxic ribosome-inactivating proteins.

Authors:  Seergazhi G Srivatsan; Nicholas J Greco; Yitzhak Tor
Journal:  Angew Chem Int Ed Engl       Date:  2008       Impact factor: 15.336

Review 3.  To D or not to D? On estimating the microenvironment polarity of biomolecular cavities.

Authors:  Renatus W Sinkeldam; Yitzhak Tor
Journal:  Org Biomol Chem       Date:  2007-08-21       Impact factor: 3.876

Review 4.  Fluorescent nucleic acid base analogues.

Authors:  L Marcus Wilhelmsson
Journal:  Q Rev Biophys       Date:  2010-05-18       Impact factor: 5.318

5.  2-Aminopurine electronic structure and fluorescence properties in DNA.

Authors:  John M Jean; Kathleen B Hall
Journal:  Biochemistry       Date:  2002-11-05       Impact factor: 3.162

6.  Antibiotic selectivity for prokaryotic vs. eukaryotic decoding sites.

Authors:  Yun Xie; Andrew V Dix; Yitzhak Tor
Journal:  Chem Commun (Camb)       Date:  2010-05-13       Impact factor: 6.222

7.  A highly fluorescent nucleoside analog based on thieno[3,4-d]pyrimidine senses mismatched pairing.

Authors:  Seergazhi G Srivatsan; Haim Weizman; Yitzhak Tor
Journal:  Org Biomol Chem       Date:  2008-03-10       Impact factor: 3.876

8.  The 6-methoxymethyl derivative of pyrrolo-dC for selective fluorometric detection of guanosine-containing sequences.

Authors:  Robert H E Hudson; Arash Ghorbani Choghamarani
Journal:  Nucleosides Nucleotides Nucleic Acids       Date:  2007       Impact factor: 1.381

9.  An emissive C analog distinguishes between G, 8-oxoG, and T.

Authors:  Nicholas J Greco; Renatus W Sinkeldam; Yitzhak Tor
Journal:  Org Lett       Date:  2009-03-05       Impact factor: 6.005

10.  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

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  58 in total

Review 1.  Novel modifications in RNA.

Authors:  Kelly Phelps; Alexi Morris; Peter A Beal
Journal:  ACS Chem Biol       Date:  2011-12-23       Impact factor: 5.100

2.  Design, synthesis, and spectroscopic properties of extended and fused pyrrolo-dC and pyrrolo-C analogs.

Authors:  Mary S Noé; Andro C Ríos; Yitzhak Tor
Journal:  Org Lett       Date:  2012-05-30       Impact factor: 6.005

3.  Modified 6-aza uridines: highly emissive pH-sensitive fluorescent nucleosides.

Authors:  Renatus W Sinkeldam; Patrycja A Hopkins; Yitzhak Tor
Journal:  Chemphyschem       Date:  2012-07-06       Impact factor: 3.102

4.  Fluorescence Turn-On Sensing of DNA Duplex Formation by a Tricyclic Cytidine Analogue.

Authors:  Dillon D Burns; Kristine L Teppang; Raymond W Lee; Melissa E Lokensgard; Byron W Purse
Journal:  J Am Chem Soc       Date:  2017-01-20       Impact factor: 15.419

5.  Chemoenzymatic synthesis and utilization of a SAM analog with an isomorphic nucleobase.

Authors:  C Vranken; A Fin; P Tufar; J Hofkens; M D Burkart; Y Tor
Journal:  Org Biomol Chem       Date:  2016-06-06       Impact factor: 3.876

6.  Structure guided fluorescence labeling reveals a two-step binding mechanism of neomycin to its RNA aptamer.

Authors:  Henrik Gustmann; Anna-Lena J Segler; Dnyaneshwar B Gophane; Andreas J Reuss; Christian Grünewald; Markus Braun; Julia E Weigand; Snorri Th Sigurdsson; Josef Wachtveitl
Journal:  Nucleic Acids Res       Date:  2019-01-10       Impact factor: 16.971

7.  Enzymatic interconversion of isomorphic fluorescent nucleosides: adenosine deaminase transforms an adenosine analogue into an inosine analogue.

Authors:  Renatus W Sinkeldam; Lisa S McCoy; Dongwon Shin; Yitzhak Tor
Journal:  Angew Chem Int Ed Engl       Date:  2013-11-29       Impact factor: 15.336

8.  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

9.  Interbase FRET in RNA: from A to Z.

Authors:  Anders F Füchtbauer; Moa S Wranne; Mattias Bood; Erik Weis; Pauline Pfeiffer; Jesper R Nilsson; Anders Dahlén; Morten Grøtli; L Marcus Wilhelmsson
Journal:  Nucleic Acids Res       Date:  2019-11-04       Impact factor: 16.971

10.  A T7 RNA Polymerase Mutant Enhances the Yield of 5'-Thienoguanosine-Initiated RNAs.

Authors:  Seth Lyon; Venkat Gopalan
Journal:  Chembiochem       Date:  2017-12-07       Impact factor: 3.164

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