ArticleNucleic acids research2007
Design and synthesis of boronic-acid-labeled thymidine triphosphate for incorporation into DNA.
Article in Nucleic acids research, 2007. The graph could read no effect estimate from its abstract, so it casts no vote on the map. An erratum has been issued. Cited by 20 papers.
What it found
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The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.
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Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.
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Who cites it
20 citing papers in PubMed, 65 citations in OpenAlex.
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- Synthesis of 5-Dihydroxyboryluridine Phosphoramidite and Its Site-Specific Incorporation into Oligonucleotides for Probing Thymine DNA Glycosylase.Organic letters · 2019Article
- Post-synthesis DNA modifications using a trans-cyclooctene click handle.Organic & biomolecular chemistry · 2015Article
- Nucleoside triphosphates--from synthesis to biochemical characterization.Journal of visualized experiments : JoVE · 2014Article
- An unexpected copper catalyzed 'reduction' of an arylazide to amine through the formation of a nitrene intermediate.Tetrahedron · 2013Article
- Rapid and specific post-synthesis modification of DNA through a biocompatible condensation of 1,2-aminothiols with 2-cyanobenzothiazole.Chemistry (Weinheim an der Bergstrasse, Germany) · 2013Article
- Protection-free one-pot synthesis of 2'-deoxynucleoside 5'-triphosphates and DNA polymerization.Organic letters · 2011Article
- Facile analysis and sequencing of linear and branched peptide boronic acids by MALDI mass spectrometry.Analytical chemistry · 2011Article
- Assembling ligands in situ using bioorthogonal boronate ester synthesis.Chemistry & biology · 2010Article
- Click reactions and boronic acids: applications, issues, and potential solutions.Molecules (Basel, Switzerland) · 2010Article
- Carbohydrate recognition by boronolectins, small molecules, and lectins.Medicinal research reviews · 2010Review
- Boronic acid-modified DNA that changes fluorescent properties upon carbohydrate binding.Chemical communications (Cambridge, England) · 2010Article
- Synthesis and carbohydrate binding studies of fluorescent alpha-amidoboronic acids and the corresponding bisboronic acids.Bioorganic & medicinal chemistry · 2010Article
- Carbohydrate biomarkers for future disease detection and treatment.Science China. Chemistry · 2010Review
- Cu(I)-catalyzed Huisgen azide-alkyne 1,3-dipolar cycloaddition reaction in nucleoside, nucleotide, and oligonucleotide chemistry.Chemical reviews · 2009Review
- Functional nucleic acid sensors.Chemical reviews · 2009Review
- Selecting aptamers for a glycoprotein through the incorporation of the boronic acid moiety.Journal of the American Chemical Society · 2008Article
- Modeling the excitation wavelengths (lambda(ex)) of boronic acids.Journal of molecular modeling · 2008Article
Corrections and comments
- Erratum issued
Authors and funding
13 authors at 1 institution in 1 country.
Funding
Abstract
The boronic acid moiety is a versatile functional group useful in carbohydrate recognition, glycoprotein pull-down, inhibition of hydrolytic enzymes and boron neutron capture therapy. The incorporation of the boronic-acid group into DNA could lead to molecules of various biological functions. We have successfully synthesized a boronic acid-labeled thymidine triphosphate (B-TTP) linked through a 14-atom tether and effectively incorporated it into DNA by enzymatic polymerization. The synthesis was achieved using the Huisgen cycloaddition as the key reaction. We have demonstrated that DNA polymerase can effectively recognize the boronic acid-labeled DNA as the template for DNA polymerization, that allows PCR amplification of boronic acid-labeled DNA. DNA polymerase recognitions of the B-TTP as a substrate and the boronic acid-labeled DNA as a template are critical issues for the development of DNA-based lectin mimics via in vitro selection.
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Registered trials
Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.