Literature DB >> 16898780

Click chemistry as a reliable method for the high-density postsynthetic functionalization of alkyne-modified DNA.

Johannes Gierlich1, Glenn A Burley, Philipp M E Gramlich, David M Hammond, Thomas Carell.   

Abstract

[reaction: see text] We report the development of the Cu(I)-catalyzed Huisgen cycloaddition (click) reaction for the multiple postsynthetic labeling of alkyne-modified DNA. A series of alkyne-modified oligodeoxyribonucleotides (ODNs) of increasing alkyne density were prepared, and the click reaction using various azide labels was investigated. Complete high-density conversion was observed for ODNs containing up to six consecutive alkyne functions. Compatibility of the click conditions with long DNA strands was shown using a PCR product obtained with an alkyne-modified primer.

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Year:  2006        PMID: 16898780     DOI: 10.1021/ol0610946

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


  63 in total

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2.  Azide-tetrazole equilibrium of C-6 azidopurine nucleosides and their ligation reactions with alkynes.

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Journal:  J Org Chem       Date:  2010-04-16       Impact factor: 4.354

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Journal:  Chemistry       Date:  2013-09-11       Impact factor: 5.236

4.  Targeting Base Excision Repair Glycosylases with DNA Containing Transition State Mimics Prepared via Click Chemistry.

Authors:  Philip K Yuen; Sydnee A Green; Jonathan Ashby; Kori T Lay; Abhishek Santra; Xi Chen; Martin P Horvath; Sheila S David
Journal:  ACS Chem Biol       Date:  2019-01-02       Impact factor: 5.100

Review 5.  Bioorthogonal chemistry: recent progress and future directions.

Authors:  Reyna K V Lim; Qing Lin
Journal:  Chem Commun (Camb)       Date:  2010-01-21       Impact factor: 6.222

6.  Fluorescent DNA nanotags: supramolecular fluorescent labels based on intercalating dye arrays assembled on nanostructured DNA templates.

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7.  Fluorescent DNA nanotags featuring covalently attached intercalating dyes: synthesis, antibody conjugation, and intracellular imaging.

Authors:  Andrea L Stadler; Junriz O Delos Santos; Elizabeth S Stensrud; Anna Dembska; Gloria L Silva; Shengpeng Liu; Nathaniel I Shank; Ezgi Kunttas-Tatli; Courtney J Sobers; Philipp M E Gramlich; Thomas Carell; Linda A Peteanu; Brooke M McCartney; Bruce A Armitage
Journal:  Bioconjug Chem       Date:  2011-07-22       Impact factor: 4.774

8.  Visualizing metabolically labeled glycoconjugates of living cells by copper-free and fast huisgen cycloadditions.

Authors:  Xinghai Ning; Jun Guo; Margreet A Wolfert; Geert-Jan Boons
Journal:  Angew Chem Int Ed Engl       Date:  2008       Impact factor: 15.336

9.  Expanding the substrate tolerance of biotin ligase through exploration of enzymes from diverse species.

Authors:  Sarah A Slavoff; Irwin Chen; Yoon-Aa Choi; Alice Y Ting
Journal:  J Am Chem Soc       Date:  2008-01-03       Impact factor: 15.419

10.  Size-matched alkyne-conjugated cyanine fluorophores to identify differences in protein glycosylation.

Authors:  Amanda R Burnham-Marusich; Anna M Plechaty; Patricia M Berninsone
Journal:  Electrophoresis       Date:  2014-07-24       Impact factor: 3.535

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