Literature DB >> 16572492

Fluorescent 5-alkynyl-2'-deoxyuridines: high emission efficiency of a conjugated perylene nucleoside in a DNA duplex.

Mikhail V Skorobogatyi1, Andrei D Malakhov, Anna A Pchelintseva, Alexander A Turban, Stanislav L Bondarev, Vladimir A Korshun.   

Abstract

Four fluorescent 5-alkynyl-2'-deoxyuridines were studied in DNA oligonucleotides and their duplexes. The fluorescence response to hybridization differs dramatically for nucleosides containing a perylene fluorochrome either conjugated or not conjugated to the nucleobase. The conjugated nucleoside, 5-(perylen-3-ylethynyl)-2'-deoxyuridine, shows enhanced long-wavelength emission in the DNA duplex, in contrast to the blue fluorescence of perylene on a flexible linker (in 5-[(perylen-3-yl)methoxyprop-1-ynyl]-2'-deoxyuridine), which is quenched upon duplex formation.

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Year:  2006        PMID： 16572492     DOI： 10.1002/cbic.200600040

Source DB:  PubMed          Journal:  Chembiochem        ISSN： 1439-4227            Impact factor:   3.164


  8 in total

1.  Rigid amphipathic fusion inhibitors, small molecule antiviral compounds against enveloped viruses.

Authors:  Mireille R St Vincent; Che C Colpitts; Alexey V Ustinov; Muhammad Muqadas; Michael A Joyce; Nicola L Barsby; Raquel F Epand; Richard M Epand; Stanislav A Khramyshev; Olga A Valueva; Vladimir A Korshun; D Lorne J Tyrrell; Luis M Schang
Journal:  Proc Natl Acad Sci U S A       Date:  2010-09-07       Impact factor: 11.205

2.  Probing DNA hybridization in homogeneous solution and at interfaces via measurement of the intrinsic fluorescence decay time of a single label.

Authors:  Bianca K Hoefelschweiger; Otto S Wolfbeis
Journal:  J Fluoresc       Date:  2007-12-19       Impact factor: 2.217

Review 3.  Pyrene-functionalized oligonucleotides and locked nucleic acids (LNAs): tools for fundamental research, diagnostics, and nanotechnology.

Authors:  Michael E Østergaard; Patrick J Hrdlicka
Journal:  Chem Soc Rev       Date:  2011-04-13       Impact factor: 54.564

4.  5-Alkynyl-2'-deoxyuridines: chromatography-free synthesis and cytotoxicity evaluation against human breast cancer cells.

Authors:  Srinivasarao Meneni; Ingo Ott; Craig D Sergeant; Adam Sniady; Ronald Gust; Roman Dembinski
Journal:  Bioorg Med Chem       Date:  2007-02-01       Impact factor: 3.641

Review 5.  Nucleoside analogs as a rich source of antiviral agents active against arthropod-borne flaviviruses.

Authors:  Luděk Eyer; Radim Nencka; Erik de Clercq; Katherine Seley-Radtke; Daniel Růžek
Journal:  Antivir Chem Chemother       Date:  2018 Jan-Dec

6.  Ramified derivatives of 5-(perylen-3-ylethynyl)uracil-1-acetic acid and their antiviral properties.

Authors:  Ksenia A Sapozhnikova; Nikita A Slesarchuk; Alexey A Orlov; Evgeny V Khvatov; Eugene V Radchenko; Alexey A Chistov; Alexey V Ustinov; Vladimir A Palyulin; Liubov I Kozlovskaya; Dmitry I Osolodkin; Vladimir A Korshun; Vladimir A Brylev
Journal:  RSC Adv       Date:  2019-08-20       Impact factor: 4.036

7.  Symmetry Breaking Charge Transfer in DNA-Templated Perylene Dimer Aggregates.

Authors:  Katelyn M Duncan; Donald L Kellis; Jonathan S Huff; Matthew S Barclay; Jeunghoon Lee; Daniel B Turner; Paul H Davis; Bernard Yurke; William B Knowlton; Ryan D Pensack
Journal:  Molecules       Date:  2022-10-05       Impact factor: 4.927

8.  Synthesis and biophysical properties of C5-functionalized LNA (locked nucleic acid).

Authors:  Pawan Kumar; Michael E Østergaard; Bharat Baral; Brooke A Anderson; Dale C Guenther; Mamta Kaura; Daniel J Raible; Pawan K Sharma; Patrick J Hrdlicka
Journal:  J Org Chem       Date:  2014-05-13       Impact factor: 4.354
  8 in total

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