Literature DB >> 19405510

Copper-free "click" modification of DNA via nitrile oxide-norbornene 1,3-dipolar cycloaddition.

Katrin Gutsmiedl1, Christian T Wirges, Veronika Ehmke, Thomas Carell.   

Abstract

Nitrile oxides react smoothly and rapidly with norbornene-modified DNA in a copper-free click reaction. The reaction allows high density functionalization of oligodeoxyribonucleotides (ODNs) with a large variety of molecules directly on solid supports and even in synthesizers without the need for an additional catalyst.

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Year:  2009        PMID： 19405510     DOI： 10.1021/ol9005322

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


  22 in total

1.  Metal-free sequential [3 + 2]-dipolar cycloadditions using cyclooctynes and 1,3-dipoles of different reactivity.

Authors:  Brian C Sanders; Frédéric Friscourt; Petr A Ledin; Ngalle Eric Mbua; Selvanathan Arumugam; Jun Guo; Thomas J Boltje; Vladimir V Popik; Geert-Jan Boons
Journal:  J Am Chem Soc       Date:  2010-12-23       Impact factor: 15.419

2.  Synthesis of macrocyclic tetrazoles for rapid photoinduced bioorthogonal 1,3-dipolar cycloaddition reactions.

Authors:  Zhipeng Yu; Reyna K V Lim; Qing Lin
Journal:  Chemistry       Date:  2010-12-03       Impact factor: 5.236

3.  Torsional Control of Stereoselectivities in Electrophilic Additions and Cycloadditions to Alkenes.

Authors:  Hao Wang; K N Houk
Journal:  Chem Sci       Date:  2014-02       Impact factor: 9.825

Review 4.  DNA-multichromophore systems.

Authors:  Yin Nah Teo; Eric T Kool
Journal:  Chem Rev       Date:  2012-03-16       Impact factor: 60.622

5.  Fine-Tuning Strain and Electronic Activation of Strain-Promoted 1,3-Dipolar Cycloadditions with Endocyclic Sulfamates in SNO-OCTs.

Authors:  Eileen G Burke; Brian Gold; Trish T Hoang; Ronald T Raines; Jennifer M Schomaker
Journal:  J Am Chem Soc       Date:  2017-05-31       Impact factor: 15.419

Review 6.  Click chemistry in complex mixtures: bioorthogonal bioconjugation.

Authors:  Craig S McKay; M G Finn
Journal:  Chem Biol       Date:  2014-09-18

7.  Strain-promoted "click" chemistry for terminal labeling of DNA.

Authors:  Isaac S Marks; Jun Sung Kang; Brady T Jones; Kevin J Landmark; Andrew J Cleland; T Andrew Taton
Journal:  Bioconjug Chem       Date:  2011-06-02       Impact factor: 4.774

8.  Rapid Cu-free click chemistry with readily synthesized biarylazacyclooctynones.

Authors:  John C Jewett; Ellen M Sletten; Carolyn R Bertozzi
Journal:  J Am Chem Soc       Date:  2010-03-24       Impact factor: 15.419

9.  Post-assembly functionalization of organoplatinum(II) metallacycles via copper-free click chemistry.

Authors:  Rajesh Chakrabarty; Peter J Stang
Journal:  J Am Chem Soc       Date:  2012-08-28       Impact factor: 15.419

10.  Selective labeling of living cells by a photo-triggered click reaction.

Authors:  Andrei A Poloukhtine; Ngalle Eric Mbua; Margreet A Wolfert; Geert-Jan Boons; Vladimir V Popik
Journal:  J Am Chem Soc       Date:  2009-11-04       Impact factor: 15.419
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