Literature DB >> 20349533

Cu-free click cycloaddition reactions in chemical biology.

John C Jewett1, Carolyn R Bertozzi.   

Abstract

Bioorthogonal chemical reactions are paving the way for new innovations in biology. These reactions possess extreme selectivity and biocompatibility, such that their participating reagents can form covalent bonds within richly functionalized biological systems--in some cases, living organisms. This tutorial review will summarize the history of this emerging field, as well as recent progress in the development and application of bioorthogonal copper-free click cycloaddition reactions.

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Year:  2010        PMID： 20349533      PMCID： PMC2865253          DOI： 10.1039/b901970g

Source DB:  PubMed          Journal:  Chem Soc Rev        ISSN： 0306-0012            Impact factor:   54.564


  32 in total

1.  A stepwise huisgen cycloaddition process: copper(I)-catalyzed regioselective "ligation" of azides and terminal alkynes.

Authors:  Vsevolod V Rostovtsev; Luke G Green; Valery V Fokin; K Barry Sharpless
Journal:  Angew Chem Int Ed Engl       Date:  2002-07-15       Impact factor: 15.336

2.  A FRET-based fluorogenic phosphine for live-cell imaging with the Staudinger ligation.

Authors:  Matthew J Hangauer; Carolyn R Bertozzi
Journal:  Angew Chem Int Ed Engl       Date:  2008       Impact factor: 15.336

3.  Selective functionalization of a genetically encoded alkene-containing protein via "photoclick chemistry" in bacterial cells.

Authors:  Wenjiao Song; Yizhong Wang; Jun Qu; Qing Lin
Journal:  J Am Chem Soc       Date:  2008-07-02       Impact factor: 15.419

4.  Peptidotriazoles on solid phase: [1,2,3]-triazoles by regiospecific copper(i)-catalyzed 1,3-dipolar cycloadditions of terminal alkynes to azides.

Authors:  Christian W Tornøe; Caspar Christensen; Morten Meldal
Journal:  J Org Chem       Date:  2002-05-03       Impact factor: 4.354

Review 5.  Copper toxicity, oxidative stress, and antioxidant nutrients.

Authors:  Lisa M Gaetke; Ching Kuang Chow
Journal:  Toxicology       Date:  2003-07-15       Impact factor: 4.221

6.  Redirecting lipoic acid ligase for cell surface protein labeling with small-molecule probes.

Authors:  Marta Fernández-Suárez; Hemanta Baruah; Laura Martínez-Hernández; Kathleen T Xie; Jeremy M Baskin; Carolyn R Bertozzi; Alice Y Ting
Journal:  Nat Biotechnol       Date:  2007-12-02       Impact factor: 54.908

7.  Second-generation difluorinated cyclooctynes for copper-free click chemistry.

Authors:  Julian A Codelli; Jeremy M Baskin; Nicholas J Agard; Carolyn R Bertozzi
Journal:  J Am Chem Soc       Date:  2008-08-05       Impact factor: 15.419

8.  A hydrophilic azacyclooctyne for Cu-free click chemistry.

Authors:  Ellen M Sletten; Carolyn R Bertozzi
Journal:  Org Lett       Date:  2008-06-13       Impact factor: 6.005

9.  Selective enrichment of azide-containing peptides from complex mixtures.

Authors:  Merel A Nessen; Gertjan Kramer; JaapWillem Back; Jeremy M Baskin; Linde E J Smeenk; Leo J de Koning; Jan H van Maarseveen; Luitzen de Jong; Carolyn R Bertozzi; Henk Hiemstra; Chris G de Koster
Journal:  J Proteome Res       Date:  2009-07       Impact factor: 4.466

10.  In vivo imaging of membrane-associated glycans in developing zebrafish.

Authors:  Scott T Laughlin; Jeremy M Baskin; Sharon L Amacher; Carolyn R Bertozzi
Journal:  Science       Date:  2008-05-02       Impact factor: 47.728
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  305 in total

1.  Bioorthogonal reaction pairs enable simultaneous, selective, multi-target imaging.

Authors:  Mark R Karver; Ralph Weissleder; Scott A Hilderbrand
Journal:  Angew Chem Int Ed Engl       Date:  2011-12-12       Impact factor: 15.336

2.  Chemical synthesis and functionalization of clickable glycosylphosphatidylinositol anchors.

Authors:  Benjamin M Swarts; Zhongwu Guo
Journal:  Chem Sci       Date:  2011       Impact factor: 9.825

Review 3.  Targeted polymeric therapeutic nanoparticles: design, development and clinical translation.

Authors:  Nazila Kamaly; Zeyu Xiao; Pedro M Valencia; Aleksandar F Radovic-Moreno; Omid C Farokhzad
Journal:  Chem Soc Rev       Date:  2012-03-05       Impact factor: 54.564

4.  A high-throughput SAMDI-mass spectrometry assay for isocitrate dehydrogenase 1.

Authors:  Sarah E Anderson; Natalie S Fahey; Jungsoo Park; Patrick T O'Kane; Chad A Mirkin; Milan Mrksich
Journal:  Analyst       Date:  2020-04-16       Impact factor: 4.616

Review 5.  Computational studies on the regioselectivity of metal-catalyzed synthesis of 1,2,3 triazoles via click reaction: a review.

Authors:  Tayebeh Hosseinnejad; Bahareh Fattahi; Majid M Heravi
Journal:  J Mol Model       Date:  2015-09-18       Impact factor: 1.810

6.  Neural stem cell encapsulation and differentiation in strain promoted crosslinked polyethylene glycol-based hydrogels.

Authors:  Hang Li; Jukuan Zheng; Huifeng Wang; Mathew L Becker; Nic D Leipzig
Journal:  J Biomater Appl       Date:  2018-02-02       Impact factor: 2.646

7.  Constructing New Bioorthogonal Reagents and Reactions.

Authors:  R David Row; Jennifer A Prescher
Journal:  Acc Chem Res       Date:  2018-05-04       Impact factor: 22.384

8.  A fluorogenic probe for the catalyst-free detection of azide-tagged molecules.

Authors:  Frédéric Friscourt; Christoph J Fahrni; Geert-Jan Boons
Journal:  J Am Chem Soc       Date:  2012-11-02       Impact factor: 15.419

Review 9.  A tumor multicomponent targeting chemoimmune drug delivery system for reprograming the tumor microenvironment and personalized cancer therapy.

Authors:  Samaresh Sau; Katyayani Tatiparti; Hashem O Alsaab; Sushil K Kashaw; Arun K Iyer
Journal:  Drug Discov Today       Date:  2018-03-15       Impact factor: 7.851

10.  Three-Component Protein Modification Using Mercaptobenzaldehyde Derivatives.

Authors:  Yuanwei Dai; Jiaping Weng; Justin George; Huan Chen; Qishan Lin; Jun Wang; Maksim Royzen; Qiang Zhang
Journal:  Org Lett       Date:  2019-05-06       Impact factor: 6.005
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