Literature DB >> 21823670

Developing visible fluorogenic 'click-on' dyes for cellular imaging.

Jianjun Qi1, Myung-Shin Han, Yu-Cheng Chang, Ching-Hsuan Tung.   

Abstract

New fluorogenic dyes were designed and synthesized based on Cu(I)-catalyzed 'click' reaction. Conjugating weakly fluorescent benzothiazole derivatives with an electron-deficient alkyne group at the 2-position with azide-containing molecules in aqueous solution form 'click-on' fluorescent adducts. Model reactions and cell culture experiment indicated that the developed 'click-on' dye could be applied to labeling various biomolecules, such as nucleic acids, proteins, and other molecules, in cells.

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Year:  2011        PMID: 21823670      PMCID: PMC3178751          DOI: 10.1021/bc200282t

Source DB:  PubMed          Journal:  Bioconjug Chem        ISSN: 1043-1802            Impact factor:   4.774


  25 in total

1.  A fluorogenic probe for the copper(I)-catalyzed azide-alkyne ligation reaction: modulation of the fluorescence emission via 3(n,pi)-1(pi,pi) inversion.

Authors:  Zhen Zhou; Christoph J Fahrni
Journal:  J Am Chem Soc       Date:  2004-07-28       Impact factor: 15.419

2.  Fluorogenic "click" reaction for labeling and detection of DNA in proliferating cells.

Authors:  Kai Li; L Andrew Lee; Xiaobing Lu; Qian Wang
Journal:  Biotechniques       Date:  2010-07       Impact factor: 1.993

Review 3.  Chemistry in living systems.

Authors:  Jennifer A Prescher; Carolyn R Bertozzi
Journal:  Nat Chem Biol       Date:  2005-06       Impact factor: 15.040

4.  Labels and probes for live cell imaging: overview and selection guide.

Authors:  Scott A Hilderbrand
Journal:  Methods Mol Biol       Date:  2010

Review 5.  NIR dyes for bioimaging applications.

Authors:  Jorge O Escobedo; Oleksandr Rusin; Soojin Lim; Robert M Strongin
Journal:  Curr Opin Chem Biol       Date:  2009-11-18       Impact factor: 8.822

6.  Switchable nile red-based probe for cholesterol and lipid order at the outer leaflet of biomembranes.

Authors:  Oleksandr A Kucherak; Sule Oncul; Zeinab Darwich; Dmytro A Yushchenko; Youri Arntz; Pascal Didier; Yves Mély; Andrey S Klymchenko
Journal:  J Am Chem Soc       Date:  2010-04-07       Impact factor: 15.419

7.  EdU, a new thymidine analogue for labelling proliferating cells in the nervous system.

Authors:  Fatemah Chehrehasa; Adrian C B Meedeniya; Patrick Dwyer; Greger Abrahamsen; Alan Mackay-Sim
Journal:  J Neurosci Methods       Date:  2008-10-18       Impact factor: 2.390

8.  Copper-free click chemistry in living animals.

Authors:  Pamela V Chang; Jennifer A Prescher; Ellen M Sletten; Jeremy M Baskin; Isaac A Miller; Nicholas J Agard; Anderson Lo; Carolyn R Bertozzi
Journal:  Proc Natl Acad Sci U S A       Date:  2010-01-14       Impact factor: 11.205

9.  Presentation and detection of azide functionality in bacterial cell surface proteins.

Authors:  A James Link; Mandy K S Vink; David A Tirrell
Journal:  J Am Chem Soc       Date:  2004-09-01       Impact factor: 15.419

10.  Synthesis and antileishmanial activity of (1,3-benzothiazol-2-yl) amino-9-(10H)-acridinone derivatives.

Authors:  Florence Delmas; Antonio Avellaneda; Carole Di Giorgio; Maxime Robin; Erik De Clercq; Pierre Timon-David; Jean-Pierre Galy
Journal:  Eur J Med Chem       Date:  2004-08       Impact factor: 6.514

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  9 in total

1.  A benzothiazole alkyne fluorescent sensor for Cu detection in living cell.

Authors:  Jianjun Qi; Myung Shin Han; Ching-Hsuan Tung
Journal:  Bioorg Med Chem Lett       Date:  2012-01-11       Impact factor: 2.823

Review 2.  Design strategies for bioorthogonal smart probes.

Authors:  Peyton Shieh; Carolyn R Bertozzi
Journal:  Org Biomol Chem       Date:  2014-10-15       Impact factor: 3.876

3.  Fluorogenic azidofluoresceins for biological imaging.

Authors:  Peyton Shieh; Matthew J Hangauer; Carolyn R Bertozzi
Journal:  J Am Chem Soc       Date:  2012-10-10       Impact factor: 15.419

4.  Ultra Pseudo-Stokes Shift Near Infrared Dyes Based on Energy Transfer.

Authors:  Junyan Han; Anthony Engler; Jianjun Qi; Ching-Hsuan Tung
Journal:  Tetrahedron Lett       Date:  2013-02-06       Impact factor: 2.415

5.  In situ synthesis of fluorescent membrane lipids (ceramides) using click chemistry.

Authors:  María Garrido; José Luis Abad; Alicia Alonso; Félix M Goñi; Antonio Delgado; L-Ruth Montes
Journal:  J Chem Biol       Date:  2012-04-18

6.  Relative performance of alkynes in copper-catalyzed azide-alkyne cycloaddition.

Authors:  Alexander A Kislukhin; Vu P Hong; Kurt E Breitenkamp; M G Finn
Journal:  Bioconjug Chem       Date:  2013-04-08       Impact factor: 4.774

7.  Imaging bacterial peptidoglycan with near-infrared fluorogenic azide probes.

Authors:  Peyton Shieh; M Sloan Siegrist; Andrew J Cullen; Carolyn R Bertozzi
Journal:  Proc Natl Acad Sci U S A       Date:  2014-03-31       Impact factor: 11.205

8.  Stereodivergent, Diels-Alder-initiated organocascades employing α,β-unsaturated acylammonium salts: scope, mechanism, and application.

Authors:  Mikail E Abbasov; Brandi M Hudson; Dean J Tantillo; Daniel Romo
Journal:  Chem Sci       Date:  2016-10-21       Impact factor: 9.825

9.  Highly selective fluorescent and colorimetric probe for live-cell monitoring of sulphide based on bioorthogonal reaction.

Authors:  Fang-Jun Huo; Jin Kang; Caixia Yin; Jianbin Chao; Yongbin Zhang
Journal:  Sci Rep       Date:  2015-03-11       Impact factor: 4.379

  9 in total

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