Literature DB >> 22646728

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

Mary S Noé1, Andro C Ríos, Yitzhak Tor.   

Abstract

The syntheses of four fluorescent nucleoside analogs, related to pyrrolo-C (PyC) and pyrrolo-dC (PydC) through the conjugation or fusion of a thiophene moiety, are described. A thorough photophysical analysis of the nucleosides, in comparison to PyC, is reported.

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Year:  2012        PMID： 22646728      PMCID： PMC3426657          DOI： 10.1021/ol3012327

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  31 in total

1.  Promoter clearance by T7 RNA polymerase. Initial bubble collapse and transcript dissociation monitored by base analog fluorescence.

Authors:  Cuihua Liu; Craig T Martin
Journal:  J Biol Chem       Date:  2001-11-01       Impact factor: 5.157

2.  Monitoring molecular recognition of the ribosomal decoding site.

Authors:  Sarah Shandrick; Qiang Zhao; Qing Han; Benjamin K Ayida; Masayuki Takahashi; Geoffrey C Winters; Klaus B Simonsen; Dionisios Vourloumis; Thomas Hermann
Journal:  Angew Chem Int Ed Engl       Date:  2004-06-14       Impact factor: 15.336

3.  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

4.  Pyrrolo-C as a fluorescent probe for monitoring RNA secondary structure formation.

Authors:  Rebecca A Tinsley; Nils G Walter
Journal:  RNA       Date:  2006-01-23       Impact factor: 4.942

Review 5.  Fluorescent nucleic acid base analogues.

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

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.  2-aminopurine as a probe of RNA conformational transitions.

Authors:  Kathleen B Hall
Journal:  Methods Enzymol       Date:  2009       Impact factor: 1.600

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.  Copper-catalyzed intramolecular N-vinylation of sulfonamides: general and efficient synthesis of heterocyclic enamines and macrolactams.

Authors:  Hongjian Lu; Xinting Yuan; Shana Zhu; Changhui Sun; Chaozhong Li
Journal:  J Org Chem       Date:  2008-10-07       Impact factor: 4.354

10.  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
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  8 in total

1.  Quantification and tracking of genetically engineered dendritic cells for studying immunotherapy.

Authors:  Amnon Bar-Shir; Lina Alon; Michael J Korrer; Hong Seo Lim; Nirbhay N Yadav; Yoshinori Kato; Arvind P Pathak; Jeff W M Bulte; Assaf A Gilad
Journal:  Magn Reson Med       Date:  2017-05-07       Impact factor: 4.668

2.  Functionalized tricyclic cytosine analogues provide nucleoside fluorophores with improved photophysical properties and a range of solvent sensitivities.

Authors:  Brittney J Rodgers; Nada A Elsharif; Nisha Vashisht; Macy M Mingus; Mark A Mulvahill; Gudrun Stengel; Robert D Kuchta; Byron W Purse
Journal:  Chemistry       Date:  2013-12-05       Impact factor: 5.236

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.  Strain Promoted Click Chemistry of 2- or 8-Azidopurine and 5-Azidopyrimidine Nucleosides and 8-Azidoadenosine Triphosphate with Cyclooctynes. Application to Living Cell Fluorescent Imaging.

Authors:  Jessica Zayas; Marie Annoual; Jayanta Kumar Das; Quentin Felty; Walter G Gonzalez; Jaroslava Miksovska; Nima Sharifai; Akira Chiba; Stanislaw F Wnuk
Journal:  Bioconjug Chem       Date:  2015-07-02       Impact factor: 4.774

5.  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

6.  Chromophoric Nucleoside Analogues: Synthesis and Characterization of 6-Aminouracil-Based Nucleodyes.

Authors:  Noam S Freeman; Curtis E Moore; L Marcus Wilhelmsson; Yitzhak Tor
Journal:  J Org Chem       Date:  2016-05-17       Impact factor: 4.354

7.  8-Furylimidazolo-2'-deoxycytidine: crystal structure, packing, atropisomerism and fluorescence.

Authors:  Simone Budow-Busse; Sunit K Jana; Dasharath Kondhare; Constantin Daniliuc; Frank Seela
Journal:  Acta Crystallogr C Struct Chem       Date:  2022-02-09       Impact factor: 1.172

8.  Development of bright fluorescent quadracyclic adenine analogues: TDDFT-calculation supported rational design.

Authors:  Anders Foller Larsen; Blaise Dumat; Moa S Wranne; Christopher P Lawson; Søren Preus; Mattias Bood; Henrik Gradén; L Marcus Wilhelmsson; Morten Grøtli
Journal:  Sci Rep       Date:  2015-07-31       Impact factor: 4.379
  8 in total

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