Please confirm you are human (Sign Up for free to never see this)
← Back to Search
6,7-Dimethyllumazine As A Potential Ligand For Selective Recognition Of Adenine Opposite An Abasic Site In DNA Duplexes.
Zhiqiang Ye, Burki Rajendar, D. Qing, S. Nishizawa, N. Teramae
Published 2008 · Chemistry, Medicine
Save to my Library
Download PDFAnalyze on Scholarcy
6,7-Dimethyllumazine more selectively binds to adenine (A) base opposite the abasic site in DNA duplexes (5'-TCC AGX[combining low line] GCA AC-3'/3'-AGG TCN CGT TG-5', X = AP site (Spacer C3), N= A, T, C and G) than the other three nucleobases with a dissociation constant K(d) of ca. 1.0 microM; substituted methyl groups enhance the binding affinity to A and the selectivity for A over T, compared to the parent molecule, lumazine.
This paper references
Use of abasic site-containing DNA strands for nucleobase recognition in water.
K. Yoshimoto (2003)
Abasic DNA structure, reactivity, and recognition.
J. Lhomme (1999)
Enhancement of the binding ability of a ligand for nucleobase recognition by introducing a methyl group.
Q. Dai (2006)
Fluorescence properties of pteridine nucleoside analogs as monomers and incorporated into oligonucleotides.
M. Hawkins (1997)
L. Peng (1984)
Abasic-site-containing oligodeoxynucleotides as aptamers for riboflavin.
N. Sankaran (2006)
Single nucleotide polymorphisms: . . .to a future of genetic medicine
A. Chakravarti (2001)
The SPR sensor detecting cytosine-cytosine mismatches
A. Kobori (2004)
Accessing genetic variation: genotyping single nucleotide polymorphisms
Ann-Christine Syvänen (2001)
Variations on a Theme: Cataloging Human DNA Sequence Variation
F. Collins (1997)
Detection of guanine-adenine mismatches by surface plasmon resonance sensor carrying naphthyridine-azaquinolone hybrid on the surface.
S. Hagihara (2004)
Fluorescence detection of cytosine/guanine transversion based on a hydrogen bond forming ligand.
S. Nishizawa (2004)
Fluorescence detection of guanine-adenine transition by a hydrogen bond forming small compound.
K. Yoshimoto (2003)
Thermodynamic analysis of ion effects on the binding and conformational equilibria of proteins and nucleic acids: the roles of ion association or release, screening, and ion effects on water activity.
M. Record (1978)
Improvement of base selectivity and binding affinity by controlling hydrogen bonding motifs between nucleobases and isoxanthopterin: application to the detection of T/C mutation.
Burki Rajendar (2007)
Origins of the large differences in stability of DNA and RNA helices: C-5 methyl and 2'-hydroxyl effects.
S. Wang (1995)
DNA variation and the future of human genetics
A. Schafer (1998)
Strong and selective binding of amiloride to thymine base opposite AP sites in DNA duplexes: simultaneous binding to DNA phosphate backbone.
ChunXia Zhao (2006)
Fluorescence based strategies for genetic analysis.
R. T. Ranasinghe (2005)
G.G. Stokes (1890)
Influence of substituent modifications on DNA binding energetics of acridine-based anticancer agents.
Rachel A Hutchins (2003)
Scanning of guanine–guanine mismatches in DNA by synthetic ligands using surface plasmon resonance
K. Nakatani (2001)
The use of single-nucleotide polymorphism maps in pharmacogenomics
J. McCarthy (2000)
Alloxazine as a ligand for selective binding to adenine opposite AP sites in DNA duplexes and analysis of single-nucleotide polymorphisms.
Burki Rajendar (2008)
This paper is referenced by
Fluorescent aptasensors based on conformational adaptability of abasic site-containing aptamers in combination with abasic site-binding ligands.
Z. Xu (2011)
Label-free aptamer-based sensor using abasic site-containing DNA and a nucleobase-specific fluorescent ligand.
Z. Xu (2009)
Structural changes of an abasic site in duplex DNA affect noncovalent binding of the spin label ç
S. A. Shelke (2012)
Effect of substituents of alloxazine derivatives on the selectivity and affinity for adenine in AP-site-containing DNA duplexes.
Burki Rajendar (2010)
DNA abasic site-directed formation of fluorescent silver nanoclusters for selective nucleobase recognition.
Kun Ma (2011)
Targeting abasic site-containing DNA with annelated quinolizinium derivatives: the influence of size, shape and substituents.
K. Benner (2014)
Molecular arrangement and assembly guided by hydrophobic cavities inside DNA.
T. Takada (2012)
Base Pairing at the Abasic Site in DNA Duplexes and Its Application in Adenosine Aptasensors
Yuanfeng Pang (2012)
Structural and spectroscopic study of 6,7-dicyano-substituted lumazine with high electron affinity and proton acidity.
K. Sakai (2013)
Rational design for cooperative recognition of specific nucleobases using β-cyclodextrin-modified DNAs and fluorescent ligands on DNA and RNA scaffolds.
Akika Futamura (2013)
DNA Abasic Site-Selective Enhancement of Sanguinarine Fluorescence with a Large Emission Shift
F. Wu (2012)
Label-free molecular beacon system based on DNAs containing abasic sites and fluorescent ligands that bind abasic sites.
Y. Sato (2011)
Selective stabilization of abasic site-containing DNA by insertion of sterically demanding biaryl ligands.
Katja Benner (2014)
Cooperative DNA probing using a beta-cyclodextrin-DNA conjugate and a nucleobase-specific fluorescent ligand.
T. Ihara (2009)
Ag nanoclusters as probes for turn-on fluorescence recognition of TpG dinucleotide with a high selectivity.
J. Peng (2014)
NBD‐Based Green Fluorescent Ligands for Typing of Thymine‐Related SNPs by Using an Abasic Site‐Containing Probe DNA
Viruthachalam Thiagarajan (2010)
Enhancement in fluorescence response by a quencher for amiloride upon binding to thymine opposite an abasic site in a DNA duplex.
Y. Sato (2010)
DNA-binding small-ligand-immobilized surface plasmon resonance biosensor for detecting thymine-related single-nucleotide polymorphisms.
Sara Miura (2011)
Ratiometric fluorescent signaling of small molecule, environmentally sensitive dye conjugates for detecting single-base mutations in DNA.
C. Wang (2012)
Simultaneous fluorescence light-up and selective multicolor nucleobase recognition based on sequence-dependent strong binding of berberine to DNA abasic site.
F. Wu (2012)
Triplex molecular beacons for sensitive recognition of melamine based on abasic-site-containing DNA and fluorescent silver nanoclusters.
Ya Wang (2015)
Abasic site-binding ligands conjugated with cyanine dyes for "off-on" fluorescence sensing of orphan nucleobases in DNA duplexes and DNA-RNA hybrids.
Y. Sato (2014)
Redox mechanism of lumazine at a glassy carbon electrode
Victor C. Diculescu (2010)
Optical absorption in complexes of abasic DNA with noble-metal nanoclusters by first principles calculations.
L. C. de Carvalho (2019)
Highly selective binding of naphthyridine with a trifluoromethyl group to cytosine opposite an abasic site in DNA duplexes.
Y. Sato (2012)
Abasic site-based DNA aptamers for analytical applications
S. Nishizawa (2010)
RNA imaging by chemical probes.
Fumiaki Tomoike (2019)
Fluorescence light-up recognition of DNA nucleotide based on selective abasic site binding of an excited-state intramolecular proton transfer probe.
Shujuan Xu (2011)
The effect of LNA nucleobases as enhancers for the binding of amiloride to an abasic site in DNA/DNA and DNA/RNA duplexes.
Y. Sato (2014)
Lysine linkage in abasic site-binding ligand-thiazole orange conjugates for improved binding affinity to orphan nucleobases in DNA/RNA hybrids.
Y. Sato (2016)
Nitroxide-labeled pyrimidines for non-covalent spin-labeling of abasic sites in DNA and RNA duplexes.
S. A. Shelke (2014)