ArticleNucleic acids research2015
Nucleotidyl transferase assisted DNA labeling with different click chemistries.
Article in Nucleic acids research, 2015. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 22 papers.
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Who cites it
22 citing papers in PubMed.
- Substrate energetics in non-templated DNA synthesis by terminal deoxynucleotidyl transferase.Nucleic acids research · 2026Article
- Template-independent enzymatic functionalization of DNA oligonucleotides with environment-sensitive nucleotide probes using terminal deoxynucleotidyl transferase.Nucleic acids research · 2025Article
- Terminal deoxynucleotidyl transferase: Properties and applications.Engineering microbiology · 2025Review
- Controlled enzymatic synthesis of oligonucleotides.Communications chemistry · 2024Review
- Improved enzymatic labeling of fluorescent in situ hybridization probes applied to the visualization of retained introns in cells.RNA (New York, N.Y.) · 2023Article
- TdT-dUTP DSB End Labeling (TUDEL), for Specific, Direct In Situ Labeling of DNA Double Strand Breaks.Methods in molecular biology (Clifton, N.J.) · 2022Article
- Bioorthogonal chemistry-based RNA labeling technologies: evolution and current state.Chemical communications (Cambridge, England) · 2020Article
- Novel enzymatic single-nucleotide modification of DNA oligomer: prevention of incessant incorporation of nucleotidyl transferase by ribonucleotide-borate complex.Nucleic acids research · 2019Article
- Enzymatic synthesis and modification of high molecular weight DNA using terminal deoxynucleotidyl transferase.Methods in enzymology · 2019Article
- A versatile method for the UVA-induced cross-linking of acetophenone- or benzophenone-functionalized DNA.Scientific reports · 2018Article
- 3'-End labeling of nucleic acids by a polymerase ribozyme.Nucleic acids research · 2018Article
- Triazole linking for preparation of a next-generation sequencing library from single-stranded DNA.Nucleic acids research · 2018Article
- dUTPs conjugated with zwitterionic Cy3 or Cy5 fluorophore analogues are effective substrates for DNA amplification and labelling by Taq polymerase.Nucleic acids research · 2018Article
- cat-ELCCA: catalyzing drug discovery through click chemistry.Chemical communications (Cambridge, England) · 2018Article
- Template-Independent Enzymatic Oligonucleotide Synthesis (TiEOS): Its History, Prospects, and Challenges.Biochemistry · 2018Review
- Practical Considerations, Challenges, and Limitations of Bioconjugation via Azide-Alkyne Cycloaddition.Bioconjugate chemistry · 2018Review
- Enzymatic production of single-molecule FISH and RNA capture probes.RNA (New York, N.Y.) · 2017Article
- In vitro labeling strategies for in cellulo fluorescence microscopy of single ribonucleoprotein machines.Protein science : a publication of the Protein Society · 2017Article
- Modified Nucleotides as Substrates of Terminal Deoxynucleotidyl Transferase.Molecules (Basel, Switzerland) · 2017Article
- Capture and sequencing of NAD-capped RNA sequences with NAD captureSeq.Nature protocols · 2017Article
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Authors and funding
5 authors.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Here, we present a simple, modular and efficient strategy that allows the 3'-terminal labeling of DNA, regardless of whether it has been chemically or enzymatically synthesized or isolated from natural sources. We first incorporate a range of modified nucleotides at the 3'-terminus, using terminal deoxynucleotidyl transferase. In the second step, we convert the incorporated nucleotides, using either of four highly efficient click chemistry-type reactions, namely copper-catalyzed azide-alkyne cycloaddition, strain-promoted azide-alkyne cycloaddition, Staudinger ligation or Diels-Alder reaction with inverse electron demand. Moreover, we create internal modifications, making use of either ligation or primer extension, after the nucleotidyl transferase step, prior to the click reaction. We further study the influence of linker variants on the reactivity of azides in different click reactions. We find that different click reactions exhibit distinct substrate preferences, a fact that is often overlooked, but should be considered when labeling oligonucleotides or other biomolecules with click chemistry. Finally, our findings allowed us to extend our previously published RNA labeling strategy to the use of a different copper-free click chemistry, namely the Staudinger ligation.
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Registered trials
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