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Literature DB >> 25089682

Efficient labelling of enzymatically synthesized vinyl-modified DNA by an inverse-electron-demand Diels-Alder reaction.

Holger Busskamp¹, Ellen Batroff, Andrea Niederwieser, Obadah S Abdel-Rahman, Rainer F Winter, Valentin Wittmann, Andreas Marx.

Abstract

Many applications in biotechnology and molecular biology rely on modified nucleotides. Here, we present an approach for the postsynthetic labelling of enzymatically synthesized vinyl-modified DNA by Diels-Alder reaction with inverse electron demand using a tetrazine. Labelling proceeds very efficiently and supersedes several known approaches.

Entities: Chemical

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Year: 2014 PMID： 25089682 DOI： 10.1039/c4cc04332d

Source DB: PubMed Journal: Chem Commun (Camb) ISSN： 1359-7345 Impact factor: 6.222

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Cited

12 in total

1. Post-synthesis DNA modifications using a trans-cyclooctene click handle.

Authors: Ke Wang; Danzhu Wang; Kaili Ji; Weixuan Chen; Yueqin Zheng; Chaofeng Dai; Binghe Wang
Journal: Org Biomol Chem Date: 2015-01-21 Impact factor: 3.876

2. Expanding the Scope of RNA Metabolic Labeling with Vinyl Nucleosides and Inverse Electron-Demand Diels-Alder Chemistry.

Authors: Miles Kubota; Sarah Nainar; Shane M Parker; Whitney England; Filipp Furche; Robert C Spitale
Journal: ACS Chem Biol Date: 2019-07-25 Impact factor: 5.100

Review 3. Covalent labeling of nucleic acids.

Authors: Nils Klöcker; Florian P Weissenboeck; Andrea Rentmeister
Journal: Chem Soc Rev Date: 2020-10-21 Impact factor: 54.564

4. Vinyluridine as a Versatile Chemoselective Handle for the Post-transcriptional Chemical Functionalization of RNA.

Authors: Jerrin Thomas George; Seergazhi G Srivatsan
Journal: Bioconjug Chem Date: 2017-04-26 Impact factor: 4.774

Review 5. Bio-orthogonal Fluorescent Labelling of Biopolymers through Inverse-Electron-Demand Diels-Alder Reactions.

Authors: Eszter Kozma; Orsolya Demeter; Péter Kele
Journal: Chembiochem Date: 2017-02-01 Impact factor: 3.164

6. Enzymatic modification of 5'-capped RNA with a 4-vinylbenzyl group provides a platform for photoclick and inverse electron-demand Diels-Alder reaction.

Authors: Josephin Marie Holstein; Daniela Stummer; Andrea Rentmeister
Journal: Chem Sci Date: 2014-11-26 Impact factor: 9.825

Efficient labelling of enzymatically synthesized vinyl-modified DNA by an inverse-electron-demand Diels-Alder reaction.

1. Post-synthesis DNA modifications using a trans-cyclooctene click handle.

2. Expanding the Scope of RNA Metabolic Labeling with Vinyl Nucleosides and Inverse Electron-Demand Diels-Alder Chemistry.

Review 3. Covalent labeling of nucleic acids.

4. Vinyluridine as a Versatile Chemoselective Handle for the Post-transcriptional Chemical Functionalization of RNA.

Review 5. Bio-orthogonal Fluorescent Labelling of Biopolymers through Inverse-Electron-Demand Diels-Alder Reactions.

6. Enzymatic modification of 5'-capped RNA with a 4-vinylbenzyl group provides a platform for photoclick and inverse electron-demand Diels-Alder reaction.

7. Artificial bioconjugates with naturally occurring linkages: the use of phosphodiester.

8. Live-Cell Localization Microscopy with a Fluorogenic and Self-Blinking Tetrazine Probe.

9. Tagging and Enriching Proteins Enables Cell-Specific Proteomics.

10. Crystal structures of ternary complexes of archaeal B-family DNA polymerases.