ArticleProceedings of the National Academy of Sciences of the United States of America2003
Photocleavage of a 2-nitrobenzyl linker bridging a fluorophore to the 5' end of DNA.
Article in Proceedings of the National Academy of Sciences of the United States of America, 2003. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 19 papers.
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Who cites it
19 citing papers in PubMed.
- Bioorthogonal Photoactivation of 2-Nitrobenzyl Caged Doxorubicin Anticancer Prodrugs on Gold Nanostars.Advanced materials (Deerfield Beach, Fla.) · 2026Article
- Multiplexed optical barcoding and sequencing for spatial omics.Scientific reports · 2026Article
- Photocleavable Guide crRNAs for a Light-Controllable CRISPR/Cas9 System.International journal of molecular sciences · 2024Article
- Light-controlled growth of DNA organelles in synthetic cells.Interface focus · 2023Article
- One- and Two-Photon Activated Release of Oxaliplatin from a Pt(IV)-Functionalized Poly(phenylene ethynylene).ACS applied materials & interfaces · 2022Article
- Switchable DNA-origami nanostructures that respond to their environment and their applications.Biophysical reviews · 2018Review
- Dynamically Tunable Cell Culture Platforms for Tissue Engineering and Mechanobiology.Progress in polymer science · 2017Article
- Monitoring the Photocleaving Dynamics of Colloidal MicroRNA-Functionalized Gold Nanoparticles Using Second Harmonic Generation.Langmuir : the ACS journal of surfaces and colloids · 2015Article
- DNA branch migration reactions through photocontrollable toehold formation.Journal of the American Chemical Society · 2013Article
- Efficient self-assembly of DNA-functionalized fluorophores and gold nanoparticles with DNA functionalized silicon surfaces: the effect of oligomer spacers.Nucleic acids research · 2013Article
- Photocleavable peptide-oligonucleotide conjugates for protein kinase assays by MALDI-TOF MS.Molecular bioSystems · 2012Article
- Rapid and selective screening for sulfhydryl analytes in plasma and urine using surface-enhanced transmission mode desorption electrospray ionization mass spectrometry.Analytical chemistry · 2010Article
- Turning the 10-23 DNAzyme on and off with light.Chembiochem : a European journal of chemical biology · 2010Article
- Molecular approaches in the diagnosis of primary immunodeficiency diseases.Human mutation · 2006Review
- Molecular beacons with intrinsically fluorescent nucleotides.Nucleic acids research · 2006Article
- Microfluidic device reads up to four consecutive base pairs in DNA sequencing-by-synthesis.Nucleic acids research · 2004Article
- Design and synthesis of a photocleavable biotinylated nucleotide for DNA analysis by mass spectrometry.Nucleic acids research · 2004Article
- A photocleavable fluorescent nucleotide for DNA sequencing and analysis.Proceedings of the National Academy of Sciences of the United States of America · 2003Article
- Biotinylated photocleavable polyethylenimine: capture and triggered release of nucleic acids from solid supports.Bioconjugate chemistryArticle
Corrections and comments
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Authors and funding
5 authors.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Three single-stranded DNA molecules of different lengths were synthesized and characterized, each containing a fluorescent dye (6-carboxyfluorescein) connected to the 5' end via a photocleavable 2-nitrobenzyl linker and a biotin moiety at the 3' end. UV irradiation (lambda approximately 340 nm) of solutions containing these fluorescent DNA molecules caused the complete cleavage of the nitrobenzyl linker, separating the fluorophore from the DNA. The photocleavage products were characterized by HPLC and matrix-assisted laser desorption ionization/time-of-flight mass spectrometry. Our experimental results indicated that the proximity of the chromophore 6-carboxyfluorescein to the 2-nitrobenzyl linker did not hinder the quantitative photocleavage of the linker in the DNA molecules. The biotin moiety allowed immobilization of the fluorescent DNA on streptavidin-coated glass chips. The photocleavage of the immobilized DNA was investigated directly by fluorescence spectroscopy. The results demonstrated that close to 80% of the fluorophore was removed from the immobilized DNA after UV irradiation at 340 nm. These results strongly support the application of the 2-nitrobenzyl moiety as an efficient photocleavable linker, connecting fluorescent probes to DNA molecules for a variety of biological analyses such as DNA sequencing by synthesis.
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